25 Best & Fun Things to Do in Stamford NY

Stamford, NY, is a charming little town packed with fun activities and beautiful sights. Nestled in the Catskill Mountains, this area is perfect for anyone looking to enjoy nature, culture, and great food. Whether you’re a local or visiting for the first time, Stamford offers plenty of things to do that will create lasting memories.

In this guide, we will be sharing some top activities to enjoy in Stamford. From scenic hiking trails to delightful dining spots, there’s something for everyone. Whether you prefer adventure or relaxation, Stamford has it all. Get ready to plan your perfect day in this lovely town!

Things to Do in Stamford NY

1. Hike the Catskill Scenic Trail

The Catskill Scenic Trail is perfect for hikers seeking adventure. This well-maintained trail offers stunning views of the Catskill Mountains. As you walk, you’ll witness diverse flora and fauna that the area is known for.

Feel the fresh mountain air as you take in the natural beauty all around you. The trail is suitable for all skill levels, making it an excellent choice for families or casual hikers. Remember to bring your camera; the sights are Instagram-worthy!

Along the way, you may encounter various wildlife, such as deer and birds. The trail is also an excellent spot for birdwatching. Many visitors enjoy picnicking at scenic stops, making it a great spot for a leisurely day out.

In fall, the foliage displays dazzling colors, perfect for photography. Hikers in the spring will enjoy blooming wildflowers and gentle streams. This trail offers something unique for every season!

So grab your hiking boots and enjoy a wonderful day in nature on this scenic trail. You won’t be disappointed!

Address: Railroad Avenue, Stamford, NY 12167.

2. Climb Mount Utsayantha for Panoramic Views

Climbing Mount Utsayantha is an exciting way to experience the Catskills. The hike to the summit is invigorating and offers breathtaking panoramic views of the surrounding area. As you ascend, the landscape transforms, giving climbers a true taste of adventure.

The top is worth the effort, with vistas that stretch as far as the eye can see. You’ll find a lookout platform, perfect for taking in the majestic scenery, especially during sunrise or sunset. Bring a camera to capture memories of your accomplishment!

This climb is moderately challenging. Hikers should wear appropriate footwear and carry water. The well-marked trail makes it easier to navigate for all skill levels. Hiking buddies or family can make the experience even more enjoyable.

The mountain is surrounded by wildflowers in spring and summer, adding beauty to your hike. In the fall, the foliage paints the trees in rich autumn colors. Each season brings a different experience to this outdoor gem.

So lace up your boots and set out on a journey up Mount Utsayantha for a rewarding adventure!

Address: Tower Road, Stamford, NY 12167.

3. Attend an Art Exhibition at Headwaters Arts Center

Visiting the Headwaters Arts Center is a delightful experience for art lovers. This local gem hosts various exhibitions showcasing talented artists from the area. Each visit brings new displays, allowing you to explore fresh and exciting artwork.

The center frequently features special events, such as artist talks and workshops. Get hands-on by participating in these interactive sessions designed for all ages. The friendly staff and artists are eager to share their passion.

You can also browse pieces for sale, perfect for finding a unique gift or adding to your collection. The local artistry reflects the rich culture and history of Stamford and its surroundings.

The inviting environment of the center makes it a great spot to unwind and appreciate creativity. Take a moment to relax in the beautiful gallery spaces while soaking up the art.

Overall, a visit to the Headwaters Arts Center provides inspiration and a deeper appreciation for the local arts community.

Address: 66 Main Street, Stamford, NY 12167.

4. Play a Round of Golf at Stamford Golf Club

Stamford Golf Club is a must-visit for golf enthusiasts. This beautiful course offers a relaxing atmosphere surrounded by nature. As you play, you’ll enjoy stunning views and well-maintained greens.

The course features various holes that challenge players of all skill levels. Whether you’re a beginner or a seasoned pro, it’s a fantastic place to play. You can rent equipment on-site if you don’t have your own.

After your round, unwind in the club’s relaxed dining area. Enjoy delicious meal options while talking about your best shots of the day. The friendly staff ensures everyone feels welcome.

Stamford Golf Club also organizes tournaments and special events throughout the year. Participate in friendly competition or simply enjoy a day out with friends and family. The club is actively involved in the local community, making it an integral part of Stamford.

Overall, playing a round at Stamford Golf Club guarantees fun, relaxation, and beautiful scenery!

Address: 163 Taylor Road, Stamford, NY 12167.

5. Enjoy a Live Performance at Kaats Cradle Theatre

Discover the magic of live theatre at Kaats Cradle Theatre. This local venue is known for its intimate performances showcasing various genres. Whether you love drama, comedy, or musical acts, there’s something for everyone!

The theatre’s cozy atmosphere makes for an enjoyable experience. You’ll feel a connection to the performers as they engage the audience. Many attendees appreciate the chance to support local talent while enjoying high-quality productions.

Check their schedule for upcoming shows, as there’s always something new to see. Local artists and traveling troupes regularly entertain audiences with fresh performances. You might even discover your new favorite artist here!

Make it a fun night out by attending a show with family or friends. The theatre often hosts themed nights and discussions following performances, adding to the experience. Enjoy the energy and excitement that comes with live performances.

So, grab your tickets and prepare for a memorable evening at Kaats Cradle Theatre!

Address: 76 Main Street, Stamford, NY 12167.

6. Taste Local Wines at Blue Sky Farm and Winery

Blue Sky Farm and Winery is a delightful destination for wine lovers. Nestled in Stamford, this charming winery offers a range of locally produced wines. You can taste a variety of flavors, from dry to sweet, showcasing the best of the region.

A guided tasting experience allows you to learn about the wine-making process. Knowledgeable staff are on hand to share insights about each wine and its unique characteristics. Discover new favorites as you explore different varieties.

The atmosphere is warm and inviting, perfect for a relaxing day out. Enjoy sipping wine on the scenic patio while taking in the beautiful vineyard views. You may even catch a live music performance during the summer months.

Blue Sky Farm and Winery often hosts special events, including wine and food pairings. These events provide a wonderful opportunity to dive deeper into the world of wine while enjoying delicious local cuisine.

Visiting this winery offers a fun and educational experience that you won’t want to miss!

Address: 779 Charcoal Road, Stamford, NY 12167.

7. Visit the Stamford Library for Research or a Quiet Read

Stamford Library is a treasure trove for readers and researchers alike. This community library features a vast collection of books, magazines, and resources. Whether you’re looking for the latest bestseller or conducting research, the library has you covered.

The friendly staff can assist you in locating materials or providing guidance on your research topics. There are also quiet study areas available for those who prefer a peaceful setting. Enjoy a cozy nook while diving into a good book!

Library programs, such as book clubs and author talks, enhance community engagement. Participating in these events connects you with fellow book lovers and sparks great discussions. You’ll also find programs for children and teens, making it a hub for all ages.

Additionally, the library provides online resources, such as e-books and academic databases. This convenience allows you to access information from home or on the go.

Overall, Stamford Library is a fantastic place to nurture your love for reading and learning!

Address: 117 Main Street, Stamford, NY 12167.

8. Rent a Bike from Big Lug Bicycle Outfitter

Big Lug Bicycle Outfitter is the perfect starting point for biking adventures in Stamford. This local shop offers a wide selection of rental bikes for all ages and skill levels. Get ready for some fun as you explore the beautiful surroundings on two wheels!

The friendly staff will help you find the right bike to suit your needs. Whether you’re looking for a leisurely ride or something more intense, they’ll guide you in making the best choice. Helmets and safety gear are available, ensuring your ride is both fun and safe.

Stamford boasts picturesque trails and scenic routes to explore. Enjoy a day biking along the Catskill Scenic Trail or nearby parks. You can even pack a picnic and stop at one of the many beautiful spots along the way.

After your ride, return to Big Lug for tips on what to check out next. The staff is knowledgeable about local trails and attractions, making sure you have an enjoyable day.

So rent a bike and hit the trails for unforgettable adventures!

Address: 50 Main Street, Stamford, NY 12167.

9. Cool Off with a Swim at Stamford Pool

Stamford Pool is a beloved local spot, especially during hot summer days. Families gather here to enjoy the refreshing water and relax under the sun. The pool provides a fun environment for swimming and socializing.

With designated areas for children and adults, everyone can enjoy the space safely. Lifeguards are present to ensure a worry-free experience for all visitors. Make memories here as you splash around with friends and family!

The pool area is well-maintained, with shady spots available for those wanting a break from the sun. You can also find picnic tables, perfect for enjoying lunch after a swim. Bring your snacks or grab something from nearby cafes and eateries.

Keep an eye out for organized events like swim meets or movie nights hosted at the pool. These events add to the excitement and help create a sense of community among visitors.

So grab your swimsuit and head to Stamford Pool for a fun day of sun and swimming!

Address: 5 South Street, Stamford, NY 12167.

10. Attend Free Live Music Events at Veterans Park in Summer

Veterans Park transforms into a lively music venue during the summer months. Free live music events bring the community together for evenings filled with great performances. Gather with family and friends to enjoy the lively atmosphere!

Local bands and musicians showcase their talents, covering various genres. From rock to folk, there’s something for everyone to enjoy. Bring your blankets or lawn chairs for a comfortable spot to settle in while you listen.

The park setting enhances the experience, with beautiful greenery and peaceful surroundings. Take the opportunity to stroll around and enjoy the fresh air and scenic views before or after the show.

Food vendors often set up shop during events, offering tasty treats to satisfy your cravings. Enjoy a picnic dinner or grab snacks to enjoy while you listen to the music.

Whether you’re a music lover or looking for a fun outing, Veterans Park’s summer concerts are not to be missed!

Address: Stamford, NY.

11. Ski or Snowboard at Windham Mountain Resort (Nearby)

Windham Mountain Resort is a winter wonderland just a short drive from Stamford. This popular destination offers fantastic skiing and snowboarding opportunities for all skill levels. Enjoy the slopes surrounded by beautiful snow-capped mountains!

The resort features a variety of trails, making it easy to find the perfect run for you. Beginners can take lessons and practice on gentle slopes, while experienced snowboarders can challenge themselves on steeper terrain.

Equipment rentals are available, so there’s no need to pack your gear. The friendly staff will help you find the right equipment to ensure a fun day on the mountain. After hitting the slopes, take a break at one of the cozy lodges.

Many visitors also enjoy dining at the mountain restaurants, offering delicious meals with stunning views. With a variety of options for après-ski activities, the fun doesn’t have to end when the sun goes down.

Overall, Windham Mountain Resort is the perfect getaway for winter sports lovers looking to have a great time!

Address: Windham, NY.

12. Experience Cultural Events at West Kortright Centre (Nearby)

The West Kortright Centre is a vibrant hub for cultural events and arts in the local community. Located a short drive from Stamford, this center hosts various performances, including concerts, plays, and art exhibitions. Check their schedule to catch an exciting show!

Many talented artists and performers come to the center to share their craft. The intimate setting allows for personal interaction with performers, making each event special. You might discover new favorites among the lineup!

The center often features workshops and classes for those looking to develop their artistic talents. Engaging with local artists can be a fantastic way to explore new skills and interests.

The serene location provides a beautiful backdrop for events. Enjoy the surrounding nature before or after the performances. Pack a picnic and make a day of it at the West Kortright Centre!

Overall, this center is a cultural gem and a great place to experience the richness of the arts.

Address: West Kortright, NY.

13. Hike and Enjoy Outdoor Activities at Hunter Mountain (Nearby)

Hunter Mountain is a top destination for outdoor enthusiasts. Just a short drive from Stamford, this beautiful area offers a variety of hiking trails and outdoor activities. Whether you’re a serious hiker or prefer leisurely strolls, there’s something for everyone!

Experience breathtaking views and diverse landscapes as you traverse the trails. The well-marked paths lead you through forests and over streams, showcasing the beauty of the Catskills. Don’t forget your camera to capture the stunning vistas!

In addition to hiking, the mountain offers seasonal activities. Whether it’s ziplining in summer or skiing in winter, there’s always something exciting happening here. The mountain also features picnic areas, making it easy to spend the whole day outside.

Take advantage of the visitor center for helpful information on the trails and activities available. Staff members can recommend routes based on your interests or skill level.

If you’re looking for adventure in a beautiful setting, make sure to visit Hunter Mountain!

Address: Hunter, NY.

14. Explore the Scenic Caves at Howe Caverns (Nearby)

Discover the wonders of the underground at Howe Caverns. Located nearby, this stunning cave system offers guided tours through its natural beauty. Experience stalactites, stalagmites, and unique rock formations that have formed over centuries!

The guided tours provide a fascinating insight into the geology and history of the caves. Knowledgeable guides share interesting facts and stories that enhance the experience. The cool cave temperature makes it a refreshing escape from the summer heat.

Visitors can take the popular boat tour to glide across the underground lake and see the caves from a new perspective. The combination of dark tunnels and beautiful formations creates an unforgettable adventure.

Howe Caverns also features a gift shop, perfect for souvenirs to remember your adventure. Enjoy snacks or meals at the cave’s on-site cafe for a quick break.

A visit to Howe Caverns is a unique experience that offers fun for families and explorers alike!

Address: Howes Cave, NY.

15. Ski and Mountain Bike at Plattekill Mountain (Nearby)

Plattekill Mountain is a hidden gem for outdoor enthusiasts year-round. In winter, ski down diverse trails suited for beginners and experts alike. The mountain atmosphere, combined with thrilling slopes, guarantees a fantastic ski experience.

After the snow melts, Plattekill transforms into a mountain biking paradise. With well-maintained trails for various skill levels, riders can enjoy scenic views while tackling challenging terrain. The friendly staff are always ready to assist with bike rentals and provide trail advice.

Throughout the year, the mountain hosts events, including races and festivals, creating a vibrant atmosphere. Join in on the excitement or simply enjoy watching from the sidelines. Both skiing and biking campers appreciate the bonds formed through shared adventures.

Take a break at the lodge or outdoor area after a thrilling day on the slopes or trails. Enjoy delicious meals and relax before heading back out for more excitement!

Whether in winter or summer, Plattekill Mountain offers thrills for everyone!

Address: Roxbury, NY.

16. Discover the Scenic Tours at Secret Caverns (Nearby)

Secret Caverns offers a thrilling adventure beneath the earth’s surface. Located nearby, this natural wonder features guided tours that explore stunning rock formations and underground waterfalls. The unique sights make for an unforgettable experience!

The knowledgeable guides will share captivating stories about the caverns’ history and formation. Visitors are often amazed by the beauty of natural features hidden underground. The ambient atmosphere adds to the magical exploration!

The tours take about an hour and are available year-round. Make sure to wear comfortable clothing and sturdy footwear to navigate the various cave paths. There are photo opportunities throughout the tour, so bring your camera!

In addition to cave tours, the site offers picnic areas and a gift shop to enhance your visit. Enjoy the surrounding scenic views while you relax and reflect on your underground adventure.

Visiting Secret Caverns promises a fun outing for families and explorers alike!

Address: Cobleskill, NY.

17. Dine on Italian Cuisine at Mama Maria’s

Mama Maria’s is a beloved local Italian restaurant that promises a taste of Italy right in Stamford. This cozy eatery offers a delicious array of authentic dishes crafted from traditional recipes. You’ll feel right at home in its inviting atmosphere.

The menu features classic options such as pasta, pizza, and gourmet risottos. Don’t miss the tempting daily specials that showcase seasonal ingredients. Pair your meal with a selection from their extensive wine list to enhance your dining experience.

Families will appreciate the warm service and kid-friendly menu options. Enjoy a delightful dining experience for all ages as you savor the flavors of Italy. The restaurant also offers takeout for those who prefer to enjoy their meal at home!

Be sure to leave room for dessert. Their homemade pastries and gelato are a hit among customers. A meal at Mama Maria’s isn’t just feeding your hunger; it’s a whole culinary experience.

Overall, this charming Italian restaurant is a must-visit for food lovers!

Address: Stamford, NY.

18. Grab a Meal at T. p.’s Café, a Local Diner Favorite

T. p.’s Café is a cherished local diner that serves hearty comfort food. This casual eatery is perfect for breakfast, lunch, or dinner, offering something for everyone. Step inside for a warm welcome and friendly atmosphere.

The menu features classic diner staples like fluffy pancakes, omelets, and burgers. Diners rave about their daily specials, showcasing homemade soups and seasonal dishes. The generous portions provide great value, making it a favorite spot for locals and visitors alike.

Don’t forget to try their famous milkshakes or homemade desserts! The classic diner vibe, combined with delicious food, creates a nostalgic experience you won’t find anywhere else.

Whether you’re on the go or looking for a cozy spot to enjoy a meal with friends, T. p.’s Café is the place to be. Enjoy a satisfying meal and chat with friendly staff who treat everyone like family!

A visit to T. p.’s Café guarantees feel-good food and a unique dining experience!

Address: Stamford, NY.

19. Enjoy Classic Pizza at Vasta’s Bistro and Pizzeria

Vasta’s Bistro and Pizzeria is renowned for its delectable pizzas and Italian dishes. With an inviting atmosphere and friendly service, it’s a great choice for families and pizza lovers. The menu features a variety of pizzas, all made with fresh ingredients and authentic recipes.

In addition to pizzas, try their pasta dishes, salads, and subs. The taste of their homemade sauces delights customers, and the generous toppings make each slice a treat. Whether you dine in or take out, every meal is crafted with care.

The restaurant is often bustling with patrons, showcasing its popularity in the community. Customers rave about the welcoming service, enhancing their overall experience. It’s a great spot to enjoy a casual meal with friends or celebrate special occasions.

Don’t forget to check out their specials; you might find new favorites among them. Dining at Vasta’s Bistro and Pizzeria is perfect for those craving classic Italian flavors!

Enjoy a slice of Italy in Stamford at this vibrant pizzeria!

Address: Stamford, NY.

20. Satisfy Your Sweet Tooth at Mac-A-Doodles Ice Cream

Mac-A-Doodles Ice Cream is the ultimate sweet retreat in Stamford. Known for its delicious homemade ice cream, this local favorite offers a wide range of flavors that will satisfy any craving. The colorful shop provides a delightful atmosphere for families and friends visiting after a long day.

Choose from classic flavors like chocolate and vanilla or try something unique like maple bacon! Their seasonal specials often feature fresh local ingredients, so there’s always something new to try.

Enjoy your treat in a cone or cup while strolling around the area. The outdoor seating area is perfect for soaking up the sun during warm months. You’ll love the vibrant community ambiance as you indulge in your ice cream delight!

Mac-A-Doodles also offers sundaes, milkshakes, and other frozen treats. The friendly staff is happy to help you choose your favorite flavor or create that perfect sundae. It’s a great stop after dining out or as a special outing with loved ones.

Overall, enjoying ice cream at Mac-A-Doodles is a must when in Stamford!

Address: Stamford, NY.

21. Dine on American Cuisine at Half Acre Catskills

Half Acre Catskills celebrates American cuisine with a local twist. This vibrant restaurant in Stamford offers a delicious selection of traditional dishes made from fresh, locally sourced ingredients. Visit for a dining experience that highlights the flavors of the region!

The menu features favorites like burgers, steaks, and salads. Dishes are prepared with creativity and passion, ensuring every bite is satisfying. Don’t forget to check out their daily specials for a chance to try something unique!

The warm, welcoming atmosphere makes it a great place for any occasion. Whether you’re enjoying a casual lunch or celebrating a special event, the attentive staff is committed to providing excellent service. Spend time with friends and family in a relaxed setting while enjoying great food.

Pair your meal with a selection from their thoughtful drink menu, featuring local wines and craft beers. It’s the perfect complement to your meal and enhances your dining experience.

Overall, dining at Half Acre Catskills guarantees a delightful combination of tasty food and community spirit!

Address: Stamford, NY.

22. Experience Local Dining at Lisanti’s

Lisanti’s is a beloved restaurant known for its hearty American fare. Situated in Stamford, this eatery is favored for its delicious comforting meals and welcoming atmosphere. Locals flock here for classic dishes made from quality ingredients.

The menu features appetizers, sandwiches, and entrees that cater to all tastes. From juicy burgers to savory pasta dishes, there’s something for everyone. You can enjoy your meal in a cozy booth or at the bar while engaging with the friendly staff.

Lisanti’s is also well-known for its daily specials, which showcase seasonal ingredients and local flavors. Keep an eye out for unique offerings that change regularly, providing customers with a fresh experience every visit.

Don’t miss their desserts, which are the perfect ending to your meal. Pair your favorites with a hot cup of coffee for a delightful treat!

Lisanti’s is a local gem for anyone seeking a great dining experience while enjoying the friendly spirit of Stamford!

Address: Stamford, NY.

23. Savor Specialty Food and BBQ at Solinsky’s

Solinsky’s is a popular spot for specialty foods and BBQ lovers. This local eatery brings delicious flavors to the forefront with its mouthwatering dishes. The relaxed atmosphere makes it a great place to enjoy a hearty meal with friends and family.

The menu includes smoked meats, homemade sides, and BBQ sauces made from scratch. Each dish is bursting with flavor, ensuring a satisfying experience. Customers rave about the brisket and ribs, which are perfectly cooked and full of smoky goodness.

In addition to BBQ, Solinsky’s offers a selection of sandwiches and burgers for those looking for variety. Choose a combination of your favorites to create the perfect meal. You can dine indoors or enjoy your meal outdoors during warmer months.

The friendly service adds to the welcoming vibe of the restaurant. Staff members are happy to make recommendations based on your preferences, ensuring you have a delightful meal.

For an unforgettable dining experience, don’t miss Solinsky’s BBQ and specialty foods in Stamford!

Address: Stamford, NY.

24. Indulge in Grill Favorites at The Stamford Smokehouse

The Stamford Smokehouse is a must-visit for lovers of grilled and smoked meats. This local favorite is dedicated to delivering delicious food with rich flavors that will keep you coming back for more. The atmosphere is casual and inviting, making it perfect for a relaxed meal.

From pulled pork sandwiches to smoked sausage platters, the menu has something for everyone. Meals are prepared with care, ensuring every bite is bursting with flavor. The signature sauces and rubs are a highlight, adding a unique twist to classic dishes.

Take advantage of their combo plates to sample a bit of everything. Each dish comes with generous portions, making it easy to share with friends or family. The casual dining experience lets you enjoy your favorites while unwinding after a long day.

The Stamford Smokehouse also features a selection of local beers and drinks, which pair perfectly with your meal. It’s a great way to enhance your experience and support local breweries!

Indulging in delicious food at The Stamford Smokehouse guarantees a satisfying meal in a friendly environment!

Address: Stamford, NY.

25. Enjoy Nature Walks Along the Local Roads and Trails

Stamford offers many opportunities for nature walks and exploration. The peaceful roads and scenic trails invite visitors to take leisurely strolls while enjoying the fresh air. Perfect for individuals and families, these paths are a great way to reconnect with nature.

As you wander, you’ll encounter beautiful landscapes, wildlife, and charming local scenery. The variety of trails caters to different levels of fitness, making it accessible to everyone. Bring your pets along for a fun outing!

In the fall, the vibrant foliage transforms the area, providing stunning views that are perfect for photography. Alternatively, spring brings blooming flowers and the sound of chirping birds, enhancing the tranquil experience.

Pack a picnic and enjoy a meal outdoors in a picturesque setting. The local parks have plenty of benches and tables where you can sit and appreciate your surroundings.

Whether seeking relaxation or adventure, nature walks in Stamford give you a chance to unwind and explore the beauty of the outdoors!

Address: Stamford, NY.

Final Thoughts

Stamford, NY, is a charming destination that offers a rich blend of outdoor adventures and cultural experiences. From hiking scenic trails to enjoying local dining at cozy eateries, there’s something for everyone. You can immerse yourself in nature, savor delicious food, and experience the vibrant arts scene.

Each activity showcases the beauty and sense of community that Stamford has to offer. If you’re interested in more great destinations, check out places to visit in New York. Whether you’re visiting for a weekend or planning an extended stay, the memories made here will draw you back. Embrace the spirit of Stamford and create lasting experiences in this captivating town! Don’t forget to explore some of the best weekend getaways in New England while you’re at it!