Windham, New York, is a charming village nestled in the beautiful Catskills. This picturesque location offers a unique mix of outdoor fun and local culture. Whether you enjoy hiking, skiing, or simply taking in stunning views, Windham has something for everyone. With friendly locals and plenty of small shops, you’ll find it easy to make great memories during your visit.
Today, we will look at some fantastic activities to try while you’re in Windham. From the snowy slopes in winter to the colorful trails in summer, there’s no shortage of adventure. Get ready to enjoy everything this lovely town has to offer!
Things to Do in Windham NY
1. Hit the Slopes at Windham Mountain Resort
Windham Mountain Resort is the perfect getaway for winter sports lovers. With over 54 trails of varying difficulty, it caters to all skill levels. Whether you are a beginner or an expert, you will find the right slope for your adventure.
The resort also offers snowboarding and cross-country skiing for those looking for variety. Rental equipment is available onsite, making it easy for everyone to join in. Plus, the friendly instructors provide lessons for those new to skiing or snowboarding.
The breathtaking views from the trails are simply stunning. As you glide down the slopes, you’ll be surrounded by the beauty of the Catskills. The fresh mountain air and serene environment enhance the overall experience.
After a day on the slopes, warm up with delicious food at the resort’s cozy restaurants. From hearty meals to light snacks, you can relax and recharge before heading out for more fun.
This winter wonderland offers an unforgettable experience. Whether you’re racing down the slopes or enjoying the views, Windham Mountain Resort remains a top choice for skiing enthusiasts.
Address: 19 Resort Dr, Windham, NY 12496.
2. Hike the Scenic Trails of the Windham Path
The Windham Path is a lovely trail for those who enjoy hiking. This scenic path is approximately 3 miles long and offers stunning views of the Catskills. Additionally, it is perfect for families and hikers of all skill levels.
As you walk, you’ll encounter beautiful landscapes and wildlife. The path winds through forests, along streams, and beside fields where you can see unique flora and fauna. Keep your camera handy for breathtaking photo opportunities.
The trail is well maintained, making it accessible for strollers and wheelchairs. Along the way, you can take breaks at designated benches to enjoy the natural beauty around you. It’s a great way to disconnect from technology and reconnect with nature.
Whether you’re hiking alone or with friends and family, the Windham Path offers tranquility and peace. It’s a wonderful escape for those looking to enjoy fresh air and exercise.
Don’t forget to pack some snacks and water for your hike. Enjoying a picnic while surrounded by nature adds to the experience.
Address: 3 Windham Path, Windham, NY 12496.
3. Enjoy a Summer Day at the Windham Reservoir
The Windham Reservoir is a great spot for summer fun. This picturesque location offers an array of activities. From swimming to kayaking, you will find something enjoyable for everyone.
The calm waters are perfect for fishing too. Anglers can expect to catch various species like trout and bass. Spend a peaceful day by the water, soaking up the sun and enjoying the outdoors.
The area around the reservoir has picnic spots, making it ideal for family outings. Bring a blanket and some food to enjoy a delightful picnic by the water. The stunning views will add to your relaxing experience.
For those seeking adventure, hiking trails surround the reservoir. After a day of fun, you can explore the nearby paths to extend your outdoor time. The trails offer beautiful scenery and a chance to see wildlife.
Overall, visiting the Windham Reservoir is a perfect way to unwind on a summer day. It’s a blend of relaxation, fun, and beautiful nature.
Address: 81 Reservoir Rd, Windham, NY 12496.
4. Visit the Windham Arts Alliance for Local Art Exhibitions
The Windham Arts Alliance showcases the talent of local artists. This community-driven initiative provides art exhibitions throughout the year. Visiting here allows you to appreciate the creativity that flourishes in Windham.
Local artists display their works in various mediums, including paintings, sculptures, and photography. You can immerse yourself in the local culture and perhaps find pieces to take home. Shopping for art here supports the artists directly.
The Alliance also organizes workshops and events regularly. If you’re interested in getting hands-on experience, join a workshop to learn new artistic skills. It’s a fun way to connect with others who share your passion.
The atmosphere is warm and welcoming, making it a wonderful place to spend an afternoon. Enjoy conversations with artists or simply take in the beauty of the displayed works.
For art lovers, a visit to the Windham Arts Alliance is a must. It highlights the vibrant artistic community in the heart of Windham.
Address: 5370 NY-23, Windham, NY 12496.
5. Explore the Historical Windham Depot
The Windham Depot is a charming historic site worth exploring. Built in the 19th century, it served as a train station and is now a museum. Visitors can learn about the history of Windham and the significance of the railroad.
The museum features interesting displays, including artifacts and photographs from the past. Friendly volunteers are often on hand to share stories that breathe life into the exhibits. The depot houses memorabilia that tells the tale of the region’s development over time.
When you visit, take time to admire the architecture. The old building has retained much of its charm, making it a picturesque stop. The depot also hosts various community events throughout the year, enhancing its role in local culture.
Whether you’re a history buff or just curious, you’ll find the depot captivating. It’s an opportunity to learn and appreciate the rich history of Windham.
Including a visit to the Windham Depot in your itinerary enriches your experience in this lovely town. It’s a delightful peek into the past.
Address: 1 Depot St, Windham, NY 12496.
6. Take a Guided Nature Walk with Catskill Mountain Foundation
Experience nature up close by joining a guided walk with the Catskill Mountain Foundation. These walks take you through beautiful landscapes, showcasing the area’s natural charm. Knowledgeable guides lead you, providing insight into local flora and fauna.
Each walk varies in difficulty and duration, catering to different interests. Whether you are a casual walker or a seasoned hiker, there’s a guided tour for you. Expect to learn about the ecology and geology of the Catskills.
Immersed in nature, you’ll get a chance to observe wildlife and stunning vistas. The sound of birds singing and the gentle rustling of leaves create a tranquil environment, perfect for unwinding from the daily grind.
These nature walks often include special themes, such as birdwatching or photography. it’s a perfect opportunity for budding photographers to capture the beauty around them.
Walking with a guide enhances your experience, making it more enjoyable and educational. Don’t miss the chance to connect with nature in this beautiful region.
Address: 7971 Main St, Windham, NY 12496.
7. Attend Seasonal Festivals Like the Windham Mountain Oktoberfest
Windham is lively with seasonal festivals, and the Oktoberfest is a highlight. This family-friendly celebration takes place in the fall, showcasing local culture and fun activities. Visitors can enjoy traditional music, delicious food, and craft vendors.
Enjoy a variety of authentic German beers and seasonal favorites at the event. The atmosphere is festive, with laughter and good times all around. Local craftspeople show off their goods, providing a chance to shop for unique items.
Children can join in on the fun too. Special activities such as face painting and games are available, making it a delightful day for everyone. Families will love the friendly and welcoming vibe of this festival.
As you stroll through the event, indulge in tasty food and sweets. Treat yourself to pretzels, sausages, and apple cider while enjoying live performances. The sounds of music fill the air, creating a joyful ambiance.
Attending the Windham Mountain Oktoberfest is a wonderful way to experience the community spirit. It’s an event not to be missed.
Address: 19 Resort Dr, Windham, NY 12496.
8. Experience the Thrill of Mountain Biking at Windham Mountain
Get ready for an adrenaline rush at Windham Mountain with mountain biking trails. With options for all skill levels, this is a thrilling adventure for bikers. The trails weave through stunning scenery, providing exciting paths and breathtaking views.
Rentals and protective gear are available, making it easy for beginners and families to join in. Experienced riders can challenge themselves on more difficult trails that test their skills and stamina. There’s something for every level of mountain bike enthusiast.
As you bike, enjoy the natural beauty surrounding you. The fresh air and the thrill of the ride combine for a fantastic outdoor experience. Capture the moment with photos along the way to remember your adventure.
Windham Mountain also hosts bike races and events that you can enjoy as a spectator or participate in. It’s a lively community that embraces the biking culture.
Whether you’re a veteran or a novice, mountain biking at Windham Mountain is an unforgettable experience. Don’t miss out on this exciting outdoor activity!
Address: 19 Resort Dr, Windham, NY 12496.
9. Dine with Stunning Views of the Catskills from the Alpine Restaurant
The Alpine Restaurant boasts breathtaking views of the Catskills. Positioned on Windham Mountain, it offers a delightful dining experience. The menu features delicious seasonal dishes made with fresh ingredients.
Enjoying a meal while gazing at the majestic mountains adds to the overall atmosphere. The warm and welcoming environment is perfect for both families and couples looking for a romantic dinner.
Favorites include hearty mountain fare and lighter options. Also, the restaurant serves local wines and craft beers to complement your meal perfectly. The friendly staff ensures an excellent dining experience every time.
After your meal, relax on the patio with a cocktail while taking in the stunning scenery. It’s a great way to unwind and soak up the beauty of the surroundings.
The Alpine Restaurant combines great food with beautiful views. It’s a must-visit during your stay in Windham!
Address: 19 Resort Dr, Windham, NY 12496.
10. Check Out the Windham Vineyard and Winery for Wine Tasting
The Windham Vineyard and Winery is perfect for wine lovers. Enjoy the serene ambiance while tasting a wide selection of locally made wines. The vineyard offers tastings that showcase the unique flavors of the region.
Join guided tours to learn about the winemaking process. You’ll discover how the grapes are grown and processed in this beautiful setting. It’s a fun and educational experience for both wine enthusiasts and casual visitors.
During your visit, relax on the outdoor patio while sampling wines. The stunning views of the vineyards and mountains create a picturesque backdrop for your tasting experience.
Special events and seasonal festivals often feature local food pairings. This adds a fun twist to your visit, as you can try the perfect combinations of wine and food. Don’t forget to check their event calendar before your visit!
Windham Vineyard and Winery is a delightful stop for any traveler. It combines great wines with beautiful scenery, making it an unforgettable experience.
Address: 6188 NY-23, Windham, NY 12496.
11. Relax at the Natural Beauty of the Thomas Cole National Historic Site
The Thomas Cole National Historic Site is a retreat for art and nature lovers. This beautifully preserved site honors the founder of the Hudson River School of painting. Visitors can explore the historic home and studio, immersing themselves in the artist’s world.
Guided tours provide insights into Cole’s life and work. You’ll see how his environment influenced his art and helped shape American landscape painting. It’s a fascinating way to connect with history and creativity.
The grounds surrounding the site are equally stunning. Walk through beautiful gardens and trails that offer breathtaking views of the Catskills. Each step takes you deeper into the natural beauty that inspired Cole.
Seasonal events and art exhibitions are held throughout the year. These events showcase local artists and celebrate the historic significance of the site.
Visiting the Thomas Cole National Historic Site is enriching and peaceful. It highlights the connection between art, history, and the beauty of nature.
Address: 218 Spring St, Catskill, NY 12414.
12. Visit Nearby Kaaterskill Falls for a Picturesque Hike
Kaaterskill Falls is a breathtaking natural wonder just a short drive from Windham. This stunning two-tier waterfall is one of the highest in New York. The hike to reach the falls is an adventure filled with beautiful scenery.
The trail is moderately challenging, making it suitable for most hikers. As you make your way, you’ll enjoy forested paths, rocky outcrops, and beautiful views of the falls. Once you arrive, the sight and sound of cascading water are mesmerizing.
Take plenty of photos and soak in the refreshing mist. The surrounding area provides beautiful spots for a picnic or simply relaxing and enjoying nature’s beauty.
Be sure to wear proper footwear and stay on marked trails to ensure safety during your hike. Remember, it can get slippery near the falls, so exercise caution.
Kaaterskill Falls is a must-visit for nature lovers. It offers a perfect blend of adventure and serene beauty that you won’t want to miss.
Address: NY-23A, Haines Falls, NY 12436.
13. Spend a Day Fishing at the Local Creeks and Lakes
Fishing in Windham is a popular activity for outdoor enthusiasts. Surrounded by beautiful landscapes, local creeks and lakes offer an abundance of fish. Anglers can expect to catch trout, bass, and more in the serene waters.
Both experienced and novice fishers will find ample opportunities. Scenic locations provide not only excellent fishing spots but also chances to relax and enjoy nature. Bring your fishing gear, or rent equipment locally for convenience.
Parks and public access points make it easy to reach the water. Plus, the calm environment enhances the overall fishing experience, providing tranquility away from the hustle and bustle of daily life.
Consider spending an entire day by the water, soaking in the sun, and enjoying your hobby. Pack a picnic to make the day more enjoyable with good food alongside your fishing trip.
Whether you’re looking to catch dinner or just want to relax, fishing in Windham is a fulfilling way to connect with nature.
Address: Various locations through Windham, NY.
14. Take in a Show at the Orpheum Theatre for Live Entertainment
The Orpheum Theatre is a local gem, offering live entertainment throughout the year. From concerts to theatrical performances, there’s always something happening here. The charming setting makes it an enjoyable experience for any ages.
This historic theatre showcases talented artists and engages the community. Attending a performance is a great way to support local artists and enjoy quality entertainment. The intimate atmosphere enhances your experience, making every show special.
Catch a film screening or enjoy live music to unwind after a day of exploring Windham. Check their schedule regularly for upcoming events, as they often feature both established and emerging talents.
When planning your visit, consider arriving early to explore the area or grab a bite to eat. The surrounding avenues boast lovely dining options for a perfect night out.
The Orpheum Theatre is a cultural hub in Windham. Take time to enjoy a show and immerse yourself in the richness of local arts.
Address: 6050 Main St, Tannersville, NY 12485.
15. Enjoy Outdoor Activities at the Nearby Dutchman’s Landing Park
Dutchman’s Landing Park is a lovely spot for outdoor activities. Situated along the banks of the Hudson River, this park features walking trails, picnic areas, and open green spaces. It’s an ideal place for families and friends to gather and enjoy the great outdoors.
You can walk, jog, or bike along the paths that meander through the park. Enjoy the fresh air while taking in views of the river and surrounding landscapes. The park also has fishing access for those wanting to cast a line.
Pavilions and picnic tables provide perfect spaces for gatherings. Bring your lunch and picnic with friends while enjoying the scenic beauty around you. Kids will love the playground area, allowing them to play while you relax.
Throughout the summer, various events and community activities take place, fostering a sense of connection. Join in on the fun or simply enjoy the peaceful atmosphere.
Dutchman’s Landing Park is a must-visit for anyone looking to enjoy nature in Windham. It’s a great place for relaxation and recreation.
Address: 9 Landing Rd, Catskill, NY 12414.
16. Explore the Local Shops and Boutiques in Windham’s Downtown Area
Windham’s downtown area is bustling with unique shops and boutiques. Take a stroll through the charming streets for a delightful shopping experience. You’ll find everything from local art to handmade crafts and clothing.
Many boutiques showcase the work of local artisans, making for one-of-a-kind finds. It’s an excellent opportunity to bring home a special souvenir or gift. Don’t forget to visit the local bakeries and cafés for delicious treats along the way.
As you explore, enjoy the welcoming atmosphere and friendly shop owners. Many merchants are eager to share stories about their products and the local area. Engaging with locals enhances your visit, making it memorable.
Plan some time to discover hidden gems tucked away on side streets. You never know what unique treasures you might uncover. After shopping, consider relaxing in one of the nearby parks or enjoying a meal at local eateries.
Taking the time to explore Windham’s shops allows you to appreciate the town’s character and creativity.
Address: 1 Main St, Windham, NY 12496.
17. Visit Catskill Mountain Sports for Outdoor Gear Rental
Catskill Mountain Sports is your go-to place for outdoor gear rental. Whether you’re planning a day of skiing, hiking, or biking, they have everything you need. Their knowledgeable staff can help you choose the right equipment for your adventure.
Renting gear is a convenient option for those who don’t want to travel with bulky equipment. From skis and snowboards to mountain bikes and hiking gear, they’re stocked with quality items at affordable prices. Check their rental options for various activities throughout the year.
Besides rentals, the shop offers a range of outdoor apparel and accessories. You can find everything from jackets to hydration packs, all suited for your adventures in the Catskills.
The warm and friendly atmosphere adds to the shopping experience. Staff members are passionate about the outdoors and happy to share local knowledge and recommendations. This makes it a great resource for visitors looking to explore.
Be sure to stop by Catskill Mountain Sports to gear up for your next outdoor excursion. It’s the perfect way to get ready for the adventures waiting for you.
Address: 5919 Main St, Windham, NY 12496.
18. Participate in Yoga Sessions at Windham Yoga Studio
Find your zen at Windham Yoga Studio, a tranquil place to unwind. This welcoming studio offers a variety of classes for everyone, from beginners to experienced yogis. Practicing yoga here is a wonderful way to relax and rejuvenate during your visit.
Classes typically feature different styles of yoga, such as Hatha, Vinyasa, and restorative yoga. Each session focuses on promoting balance, flexibility, and mindfulness. The talented instructors ensure personalized attention and guidance, creating a supportive environment for all.
Take a break from outdoor activities to nourish your body and soul. Joining a yoga class allows you to connect with your breath while surrounded by nature’s beauty. Many sessions also take place outdoors when the weather permits, amplifying the feeling of peace and connection.
Workshops and special events are often held, providing deeper insight into yoga practices. Check their schedule to find something that resonates with you during your stay.
Visit Windham Yoga Studio for a fulfilling experience. It’s an excellent way to balance adventure with relaxation.
Address: 6199 Main St, Windham, NY 12496.
19. Experience Horseback Riding at Riding Well Stables
Experience the beauty of Windham from a different perspective with horseback riding at Riding Well Stables. This family-friendly stable offers guided trail rides for riders of every skill level. Whether you’re a beginner or experienced, you’ll find joy in exploring the Catskills on horseback.
Rides are held on picturesque trails that wind through scenic landscapes. Enjoy the tranquil surroundings, spotting wildlife along the way. Each ride provides a unique opportunity to connect with nature and your horse.
Riding Well Stables emphasizes safety, ensuring modern saddles and equipment are available for every guest. Experienced guides lead the rides, sharing local knowledge and ensuring a fun experience for all.
Group rides, private lessons, and special events are offered, making it a personal experience. Consider booking ahead, especially during peak seasons, to secure your spot.
Horseback riding at Riding Well Stables offers a fantastic way to create lasting memories in Windham. Experience the beauty of the mountains while enjoying this timeless activity.
Address: 298 Stables Rd, Windham, NY 12496.
20. Enjoy Birdwatching and Photography at the Windham Mountain Wildlife Sanctuary
Windham Mountain Wildlife Sanctuary is a hidden gem for nature lovers and photographers. This sanctuary offers diverse habitats, making it perfect for birdwatching and capturing stunning wildlife images. Explore the numerous trails that meander through forests, wetlands, and fields.
With various species of birds, including hawks, woodpeckers, and songbirds, you’ll find incredible opportunities to observe and photograph nature. Bring your binoculars and camera to capture the beauty of this serene environment.
Visit during different seasons to witness migrating birds and changing landscapes. Every visit is a unique opportunity to enjoy the varying sights and sounds of nature. The peaceful surroundings provide a perfect backdrop for a relaxing escape.
Whether you’re an experienced birdwatcher or a casual enthusiast, the sanctuary welcomes everyone. Interpretive signs along the trails enhance your experience, providing information about the local ecosystem.
Windham Mountain Wildlife Sanctuary is a must-visit for those looking to connect with nature. Enjoy the peace and tranquility while embracing the beauty of wildlife.
Address: 232 Woe Schuyler Rd, Windham, NY 12496.
21. Check Out Local Craftsmanship at the Windham Craft Fair in Summer
Every summer, the Windham Craft Fair showcases talented local artisans. This vibrant event features handcrafted items, including jewelry, pottery, and textiles. Attending the craft fair is a perfect way to discover unique items while supporting local creators.
As you browse through the many stalls, you’ll find a variety of crafts that highlight the region’s creativity. Artists often share their stories and inspiration, making your shopping experience more personal and special.
The fair also includes live demonstrations, allowing you to see artisans at work. It’s an excellent opportunity to learn about different techniques and processes behind your favorite crafts.
Alongside the crafts, enjoy food vendors and local music, adding a festive atmosphere. Enjoy sampling local treats while listening to the talented musicians performing throughout the event.
The Windham Craft Fair is more than just shopping; it’s a celebration of community, creativity, and artistry. Don’t miss out on this delightful summer event!
Address: 1 Main St, Windham, NY 12496.
22. Attend Workshops and Classes at the Catskill Mountain Arts and Crafts Center
The Catskill Mountain Arts and Crafts Center offers a variety of workshops and classes for all ages. Here, you can explore your creative side and learn new skills in a welcoming environment. From painting to pottery, the options are endless.
Classes are led by talented instructors who provide guidance and support. Whether you’re a beginner or have some experience, there is something suitable for everyone. Engaging in art and crafts is a fun way to connect with others in the community.
Regular workshops are scheduled throughout the year, so check the calendar to find an event that interests you. Special themed events often highlight local culture and traditions, making for an enriching experience.
The center’s cozy atmosphere fosters creativity and collaboration. It’s a great place to meet new friends and share your passion for arts and crafts.
Participating in a class or workshop at the Catskill Mountain Arts and Crafts Center is a delightful way to spend time in Windham. Embrace your creativity and discover something new!
Address: 4817 NY-23, Windham, NY 12496.
23. Go Apple Picking at Nearby Orchards in the Fall
Fall is a magical time for apple picking in Windham. Nearby orchards open their gates to visitors, providing fun for the whole family. Spend the day picking fresh, delicious apples while enjoying the beautiful autumn scenery.
Many orchards offer a variety of apple types, allowing you to choose your favorites. You can also enjoy activities like hayrides, corn mazes, and more while enjoying the orchard’s engaging atmosphere. It’s a wonderful way to spend quality time with family or friends.
After filling your baskets, consider buying homemade cider or other apple products at the orchard store. It’s a perfect complement to your day of apple picking!
Make sure to check for seasonal events or festivals hosted by the orchards. These events often feature live music, food vendors, and other activities to make your experience even more memorable.
Apple picking in Windham offers a delightful way to enjoy the beauty of fall. It creates lasting memories and connects you with the charm of the countryside.
Address: Various orchards around Windham, NY.
24. Experience a Relaxing Spa Day at the Windham Spa
Take a break from your adventures with a luxurious spa day at Windham Spa. This tranquil oasis offers various treatments designed to rejuvenate your body and mind. From massages to facials, you can indulge in ultimate relaxation.
Professional therapists personalize treatments to meet your needs, ensuring you receive the best care. The calming ambiance enhances the experience, helping you unwind and forget about daily stresses.
Consider booking a spa package for a full day of pampering. Enjoy a leisurely day with multiple treatments, including body scrubs, aromatherapy, and more. It’s the perfect way to recharge before continuing your exploration of Windham.
After your treatment, enjoy the relaxation area to prolong your blissful experience. Sip herbal tea, meditate, or simply enjoy the serene surroundings.
Visiting Windham Spa is an excellent addition to your itinerary, providing you with the ultimate self-care experience. Treat yourself to a day of relaxation you deserve!
Address: 8050 NY-23, Windham, NY 12496.
25. Take a Scenic Drive Along the Catskill Scenic Byway for Breathtaking Landscapes
Experience the stunning beauty of the Catskills with a scenic drive along the Catskill Scenic Byway. This picturesque route offers breathtaking views of rolling hills, mountains, and valleys. Each twist and turn reveals new vistas that showcase the region’s charm.
Be sure to stop at the various overlooks and parks along the route. These areas provide perfect spots for photos and a chance to appreciate nature fully. Pack a picnic to enjoy at one of the scenic viewpoints, making your drive even more delightful.
The byway takes you through quaint towns with unique shops and eateries. Exploring these charming villages allows you to soak up the local culture and find hidden gems. Enjoy everything from local markets to cozy cafés.
This drive is especially beautiful in the fall when the foliage bursts into vibrant colors. Witnessing the transformation of the landscapes is a spectacle that shouldn’t be missed.
Taking a scenic drive along the Catskill Scenic Byway is a must-do while in Windham. It’s a perfect way to connect with the beauty of nature and create lasting memories.
Address: The Catskill Scenic Byway stretches along NY-23 and NY-28.
Final Thoughts
Windham, NY, is a treasure trove of outdoor adventures, cultural experiences, and seasonal festivities. Whether you’re carving down the slopes at Windham Mountain Resort or hiking the scenic trails, there is something for everyone to enjoy. Take time to explore local art, enjoy a relaxing spa day, and satisfy your culinary cravings with breathtaking views.
The community spirit shines through in events, workshops, and fairs, making every visitor feel welcome. Each moment spent here adds to the beauty of memories created in this serene mountain destination. Windham is truly a place to unwind, reconnect with nature, and embrace the joy of life in the Catskills.
If you’re looking to explore more about the great activities New York has to offer, check out our guide on places to visit in New York or discover the best places to visit in upstate New York for more travel inspiration.