Monticello is a small town located in the Catskill Mountains of upstate New York. With a population of about 6,000 people, Monticello is known for its rich history and scenic surroundings. The town was once a thriving center during the early 20th century, with a vibrant resort culture.
Today, Monticello offers visitors a glimpse of the past through its historic buildings and charming streets. The nearby Catskill Park provides ample opportunities for outdoor activities, including hiking, fishing, and birdwatching, making it an ideal destination for nature lovers.
Looking for what to do here? Check out the best and fun things to do when you visit.
Things To Do In Monticello, NY
1. Visit the Monticello Casino and Raceway for exciting entertainment
Monticello Casino and Raceway
The venue also hosts special events and promotions, making it a great spot for both casual visitors and serious gamblers. You can indulge in delicious dining options available on-site, offering everything from light snacks to gourmet meals.
For those who enjoy a night out, the casino often features live music and entertainment, creating a lively atmosphere for guests. With so many options, you are sure to have a fun evening filled with excitement and opportunities.
From the thrill of the racetrack to the excitement of the casino floor, Monticello Casino and Raceway has something for everyone. It’s a must-visit for those looking to experience the local nightlife.
Address: 204 Route 17B, Monticello, NY 12701.
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2. Explore the beautiful Monticello Historic District
The Monticello Historic District showcases the rich history and charming architecture of the area. As you walk through the district, you will encounter beautiful homes that date back to the early 20th century. Many of these buildings reflect the unique styles of that era.
You can take a self-guided walking tour to learn more about the history of Monticello. Informational plaques provide details about the notable sites within the district. Additionally, the friendly locals may share stories about their beloved town.
This area is perfect for photographers and history enthusiasts alike. The picturesque streets and well-preserved buildings make it a delightful walk. Don’t forget to stop for a cup of coffee at one of the local cafes along the way.
Exploring the Monticello Historic District is a peaceful way to enjoy the town’s history while taking in its beautiful surroundings. It truly reflects the heart of Monticello.
Address: 17-25 Monticello Ave, Monticello, NY 12701.
3. Enjoy nature at the nearby Catskill Park
Catskill Park, just a short drive from Monticello, offers stunning natural beauty and outdoor adventures. The park spans over 700,000 acres, featuring trails for hiking, camping, and wildlife watching. Whether you’re an avid hiker or a leisurely walker, there are trails suitable for all skill levels.
You can encounter various landscapes, from serene forests to breathtaking mountain vistas. You might even spot local wildlife, including deer, eagles, and various bird species. The changing seasons bring a beautiful transformation, making each visit unique.
If you’re looking for thrill and excitement, try rock climbing or kayaking in the surrounding water bodies. Seasonal activities like leaf-peeping in the fall and snow sports in the winter also attract many visitors.
A visit to Catskill Park is a delightful escape into nature, providing a peaceful ambiance for all outdoor enthusiasts. It’s an experience you won’t want to miss!
Address: 744 Old Route 28, Kingston, NY 12401.
4. Go hiking in the nearby Minnewaska State Park Preserve
Minnewaska State Park Preserve offers some of the most scenic hiking opportunities in the region. With over 38 miles of marked trails, you’ll have plenty of options to choose from. Whether you prefer a gentle stroll or a challenging hike, there’s a trail for every fitness level.
The park is known for its stunning cliffs, crystal-clear lakes, and beautiful waterfalls. Along the trails, you can enjoy breathtaking views of the surrounding landscape, making for excellent photo opportunities. Keep your eyes peeled for diverse flora and fauna along the way.
During the winter months, the park transforms into a winter wonderland, perfect for snowshoeing and cross-country skiing. Pack a picnic and enjoy lunch with a view at one of the scenic overlooks.
A hike at Minnewaska State Park Preserve is an invigorating way to connect with nature and experience the beauty of the Catskills.
Address: 5281 NY-44-55, Kerhonkson, NY 12446.
5. Have fun at the Magic Pines Mini Golf
Magic Pines Mini Golf is a fantastic family-friendly attraction in Monticello. This whimsical mini-golf course features creative designs and interactive elements, making it a great activity for both kids and adults. Spend a sunny afternoon navigating the challenging holes while enjoying the lively atmosphere.
The course is well-maintained, with beautifully landscaped gardens and fun obstacles that add to the experience. Whether you’re a mini-golf pro or a first-timer, you’re sure to have a great time challenging your friends or family.
After your round, you can grab a refreshing treat at the on-site snack bar. The welcoming staff adds to the fun environment, ensuring you leave with a smile.
Magic Pines Mini Golf is an engaging way to enjoy time outdoors while creating lasting memories with loved ones.
Address: 128 Rte 42, Monticello, NY 12701.
6. Take a scenic drive through the Hudson Valley
Taking a scenic drive through the Hudson Valley offers a beautiful way to experience the region’s stunning landscapes. With rolling hills, charming towns, and the picturesque Hudson River, this drive is a treat for the eyes. You can begin your journey in Monticello and head south toward New Paltz or north toward Kingston.
As you drive, be sure to stop at the various overlooks and parks along the way. Each season provides a unique and beautiful scenery; spring blooms, summer greenery, autumn colors, and winter snow create an ever-changing landscape.
Take advantage of local farms and orchards along the route for fresh produce. You can stop for lunch at a charming café or dine at local restaurants featuring farm-to-table options.
This picturesque drive is a perfect opportunity to unwind and appreciate the natural beauty of the Hudson Valley. Pack your camera – you won’t want to miss capturing the breathtaking views.
Address: Start your drive in Monticello, NY 12701.
7. Attend a concert at the Bethel Woods Center for the Arts
The Bethel Woods Center for the Arts is a renowned venue just a short drive from Monticello. This beautiful site hosts a variety of concerts and events, ranging from classic rock to contemporary artists. The setting, located on the historic site of the 1969 Woodstock Festival, adds a unique vibe to every performance.
The open-air concert venue provides stunning views of the surrounding hills, making it a pleasant experience for concert-goers. Check the schedule for upcoming shows and plan your visit accordingly. Depending on the time of year, you may also find festivals, workshops, and educational programs.
Arrive early to enjoy the grounds, explore the interactive exhibits, or grab a bite at the on-site food vendors. Attending a concert here is not only about the music; it’s about embracing the culture and history of the area.
The Bethel Woods Center for the Arts is a must-visit for any music lover. Create unforgettable memories through incredible performances in this remarkable venue.
Address: 200 Hurd Rd, Bethel, NY 12720.
8. Discover local history at the Sullivan County Historical Society
The Sullivan County Historical Society offers a fascinating glimpse into the region’s past. Located in Monticello, this museum features various exhibits that chronicle the history of the area, showcasing artifacts, photographs, and documents from significant events.
Visitors can learn about the rich culture and heritage of Sullivan County through engaging displays and guided tours. The knowledgeable staff provide insights that deepen your understanding of local history.
Special events, lectures, and workshops are held regularly, giving you the chance to participate and connect with the community. After touring the exhibits, be sure to visit the museum shop for unique souvenirs and local crafts.
The Sullivan County Historical Society is an enlightening experience for history buffs and offers a great opportunity to discover the roots of this charming area.
Address: 265 Main St, Hurleyville, NY 12747.
9. Visit the nearby Woodridge Park for family-friendly activities
Woodridge Park is a fantastic destination for families seeking a day full of fun and activities. Located just a short drive from Monticello, the park offers a range of recreational options including playgrounds, picnic areas, and sports fields.
Take advantage of the well-maintained walking trails that meander through the park, perfect for a leisurely stroll. Children can enjoy the play areas while parents relax under the shade of trees, making it an ideal spot for gatherings.
Various sports events and community activities are held throughout the year, bringing families together for fun and entertainment. Don’t forget to pack a picnic lunch to fully enjoy your day at the park.
Woodridge Park is a wonderful place to create family memories while enjoying the great outdoors.
Address: 257 E Main St, Woodridge, NY 12789.
10. Go fishing or boating on the nearby White Lake
White Lake is a popular recreational spot for visitors and locals alike, ideal for fishing and boating. The pristine waters and beautiful surroundings create a serene atmosphere. You can rent boats or bring your own to explore the lake at your leisure.
Fishing enthusiasts can cast their lines to catch a variety of fish, including bass and trout. Several local outlets offer fishing gear and licenses if needed. The calm waters and scenic views make for a perfect day on the water.
Picnic areas are available along the shoreline, allowing you to relax and enjoy a meal after a day of outdoor fun. Wading in the water or simply lounging on the shore enhances the lake’s relaxing ambience.
White Lake is a great escape for nature lovers and outdoor enthusiasts, offering ample opportunities for fishing, boating, and creating wonderful summer memories.
Address: White Lake, NY 12786.
11. Stop by the Monticello Farmers Market for fresh local produce
The Monticello Farmers Market is a vibrant hub for fresh, locally grown produce and handmade goods. Open during the warmer months, this market provides an excellent opportunity to support local farmers and artisans while enjoying the bounty of the region.
Visitors can find a wide variety of fresh fruits, vegetables, baked goods, and handcrafted products. The friendly vendors often share tips and recipe ideas, making shopping here enjoyable and informative.
In addition to fresh produce, the market hosts special events and live music, adding to the lively atmosphere. It’s a great place to connect with the community while enjoying the flavours of the Hudson Valley.
Be sure to stop by the Monticello Farmers Market to experience local culture and taste the deliciousness that the region has to offer.
Address: 2 Broadway, Monticello, NY 12701.
12. Explore the scenic trails at the nearby Delaware and Hudson Canal State Park
The Delaware and Hudson Canal State Park is a beautiful spot for outdoor enthusiasts. This linear park offers a collection of scenic trails for walking, running, and biking along the historic canal route. The park spans several miles, providing plenty of opportunities to explore.
As you stroll along the trails, you’ll encounter stunning views of the canal, woodlands, and wildlife. Bring a pair of binoculars for birdwatching, as many species can be spotted throughout the park.
The park’s well-marked pathways make it easy to navigate and enjoy the peaceful surroundings. Whether you’re looking for a short walk or a longer trek, the Delaware and Hudson Canal State Park offers a refreshing escape into nature.
A visit here is an excellent way to connect with the natural beauty of the region while learning about its history.
Address: 3495 Canal Rd, Eddyville, NY 12434.
13. Visit the Kutsher’s Country Club, famous for its history in the Borscht Belt
Kutsher’s Country Club is an iconic landmark in the Borscht Belt, renowned for its storied past in entertainment and hospitality. Once a prominent resort for Jewish families, Kutsher’s has hosted many famous comedians and entertainers over the decades.
Today, the property offers tours that highlight its rich history and a chance to explore the remnants of the vibrant entertainment scene it once supported. You can learn about the great acts that performed here and the significance of the resort to the Jewish community.
The clubhouse is often used for events and gatherings, showcasing its historical charm and nostalgic ambiance. Whether you’re a history enthusiast or just curious about the legendary Borscht Belt, a visit to Kutsher’s is a unique experience.
Make sure to soak up the atmosphere of this historic location and appreciate its legacy in American entertainment.
Address: 150 Kutsher Rd, Monticello, NY 12701.
14. Experience local cuisine at various restaurants in town
Monticello is home to diverse dining options that represent various cultural influences. From hearty American diners to authentic ethnic cuisine, the town caters to every palate. Whether you’re in the mood for Italian, Mexican, or classic diner food, Monticello has it all.
Local eateries pride themselves on using fresh ingredients and traditional recipes, offering a delicious taste of the region. Try the popular local specialties that reflect the culinary scene in Sullivan County.
For a casual night out, grab dinner at one of the family-friendly restaurants where the atmosphere is warm and welcoming. Enjoy the vibrant community spirit as you dine with locals.
Exploring Monticello’s culinary landscape is a delightful way to engage with the community while savoring the flavors of the area.
Address: Varies by restaurant – explore the local dining scene!
15. Enjoy winter sports at nearby resorts during the colder months
During winter, Monticello transforms into a playground for snow sports lovers. Several nearby resorts offer skiing, snowboarding, and snow tubing to satisfy your adrenaline cravings. The well-groomed slopes cater to all skill levels, from beginners to advanced enthusiasts.
Many resorts also provide lessons for those new to winter sports, making the experience enjoyable for everyone. The stunning winter landscapes create a beautiful backdrop for outdoor activities, creating picturesque moments for your family and friends.
In addition to skiing, visitors can explore snowshoeing and cross-country skiing trails for a more tranquil experience. After a day on the slopes, warm up at cozy lodges with hot drinks.
A winter visit to Monticello is a fantastic way to embrace the season and partake in thrilling outdoor adventures.
Address: Varies by resort – inquire locally for options.
16. Visit the Monticello Arts and Cultural Center for local art exhibitions
The Monticello Arts and Cultural Center is a hub for creativity and expression, showcasing local artists and their work. The center hosts a variety of exhibitions throughout the year, featuring paintings, sculptures, and mixed media pieces.
Visitors can appreciate the diverse talents of artists from Sullivan County and the surrounding region. The center often organizes workshops and events, allowing community members to engage with the arts and even try their hand at creating.
Attending an opening reception is a fantastic way to meet artists and other art enthusiasts, fostering a sense of community. The center also promotes cultural events that celebrate the rich heritage of the area.
A visit to the Monticello Arts and Cultural Center enriches your understanding of the local art scene and offers inspiration to all who attend.
Address: 37 Park Hill Rd, Monticello, NY 12701.
17. Take a day trip to Bethel Woods to experience Woodstock history
Bethel Woods Center for the Arts is not only known for its concerts but also for its historical significance as the site of the original Woodstock Festival in 1969. A day trip from Monticello to Bethel Woods allows you to immerse yourself in this iconic moment in music history.
Visit the Woodstock Museum on-site to learn about the festival’s impact on culture and music. The exhibits feature artifacts and photographs from the event that changed the world. You can also stroll through the beautiful outdoor grounds while soaking in the historical atmosphere.
The summer concert schedule draws both well-known and upcoming artists, adding to the experience. Attending a show here not only allows you to enjoy great music but also to feel a connection to a pivotal moment in history.
A visit to Bethel Woods is an unforgettable journey through music, culture, and history.
Address: 200 Hurd Rd, Bethel, NY 12720.
18. Explore the local shops for unique gifts and souvenirs
Monticello offers a delightful selection of local shops perfect for finding unique gifts and souvenirs. As you stroll through the town, you’ll discover quaint boutiques and specialty stores that showcase handcrafted items, art, and local products.
Many shops feature the work of local artisans and craftspeople, allowing you to take home a piece of Monticello’s creativity. From handmade jewelry to artisanal foods, the variety available here adds a special touch to your shopping experience.
Don’t forget to explore antique shops that hold treasures from the past. You might stumble upon vintage finds that tell stories of the area’s history.
Shopping in Monticello not only supports local businesses but also provides an opportunity to find one-of-a-kind items that will remind you of your trip.
Address: Varies by shop – explore the local shopping scene!
19. Go apple-picking in nearby orchards during the fall season
Fall brings vibrant colors and the delicious opportunity to go apple-picking in the nearby orchards. Just a short drive from Monticello, several orchards welcome families and visitors for a fun day of picking your favorite varieties of apples.
Many orchards also offer additional activities, such as hayrides, corn mazes, and pumpkin picking to enhance your visit. Enjoy fresh apple cider and homemade treats at the farm stands that accompany the orchards.
Pick your own apples and enjoy the beautiful fall scenery as you fill your basket. This memorable experience creates great family fun and deliciousness to take home.
Visiting an orchard during the apple-picking season is a lovely way to connect with nature and enjoy the bounty of the Hudson Valley.
Address: Varies by orchard – inquire locally for options.
20. Visit the Yogi Bear’s Jellystone Park Camp Resort for family fun
Yogi Bear’s Jellystone Park Camp Resort is a family-favorite destination situated near Monticello. This themed campground offers a range of accommodations, from tent sites to cabin rentals, making it perfect for those seeking a fun outdoor experience.
The resort features numerous family-friendly activities, including water slides, swimming pools, and organized games. Kids will love the character appearances, including Yogi Bear himself, making for memorable photo opportunities.
With planned activities throughout the day, like arts and crafts, dance parties, and campfire storytelling, families can enjoy quality time together. The natural beauty of the park allows for outdoor adventures like hiking and exploring nature.
Visiting Jellystone Park ensures an entertaining getaway for the entire family, filled with laughter and adventure.
Address: 78 Jellystone Rd, Gardiner, NY 12525.
21. Attend the annual Monticello Snowshoe Festival
The Monticello Snowshoe Festival is a winter celebration that brings together snowshoe enthusiasts and outdoor lovers. This annual event typically takes place in January and invites participants of all skill levels to enjoy the beauty of the winter landscape.
Participants have the opportunity to explore scenic trails while participating in races and various competitions. The festival creates a festive atmosphere with food vendors, live music, and community gatherings, making it a delightful event for all.
This event not only promotes winter sports but also encourages community spirit and outdoor activity. Each year, the festival grows in popularity, attracting newcomers and returning snowshoe lovers alike.
Whether you’re an experienced snowshoer or just looking to enjoy a winter wonderland, the Monticello Snowshoe Festival offers an enjoyable experience for everyone.
Address: 2 Broadway, Monticello, NY 12701.
22. Have a relaxing day at the local yoga studios
Local yoga studios in Monticello provide a peaceful environment for relaxation and rejuvenation. These studios offer a variety of classes, including yoga, meditation, and wellness workshops, appealing to both beginners and experienced practitioners.
Attending a yoga class is an excellent way to unwind and de-stress while connecting with your body and mind. Friendly instructors guide you through each session, helping you achieve balance and well-being.
Many studios emphasize the importance of community and connection, often hosting events that bring practitioners together. Some studios even offer outdoor classes in scenic settings during warmer months.
Whether you’re seeking to improve your practice or simply looking for a peaceful escape, Monticello’s yoga studios provide a wonderful avenue for relaxation and self-care.
Address: Varied by studio – explore yoga options in Monticello!
23. Enjoy birdwatching at the nearby Bashakill Wildlife Management Area
Bashakill Wildlife Management Area is a birdwatcher’s paradise, located just a short drive from Monticello. This sprawling area features wetlands, forests, and open fields that attract a diverse array of bird species throughout the year.
Bring your binoculars and explore the many trails and observation points scattered throughout the area. You can spot various migratory birds, waterfowl, and other wildlife, making it an enriching experience for nature lovers.
Whether you are an experienced birdwatcher or a hobbyist, the serenity of Bashakill offers an enjoyable day outdoors. The diverse habitats create ideal circumstances for observing myriad species at different times of the year.
A visit to Bashakill Wildlife Management Area allows you to connect with nature and appreciate the incredible biodiversity of the Hudson Valley.
Address: 2 County Hwy 20, Wurtsboro, NY 12790.
24. Take a guided tour of the area’s important historical landmarks
Exploring Monticello’s historical landmarks through a guided tour offers insight into the town’s rich history. Many local organizations provide guided tours that highlight important sites, allowing you to deepen your understanding of the area.
Visit notable locations, such as historic homes, churches, and museums that reflect the cultural heritage of Monticello and Sullivan County. Knowledgeable guides share stories and anecdotes, making history come alive during the tour.
These tours are often tailored to different interests, ensuring that everyone can discover something that piques their curiosity. You may also find themed tours focused on local architecture, folklore, or significant events in history.
Taking a guided tour is a fantastic way to enhance your experience in Monticello while learning about the historical significance of the area.
Address: Varied by tour – inquire locally for options.
25. Experience the vibrant nightlife at local bars and venues
Monticello’s nightlife offers a lively scene with various bars and venues to explore. Whether you’re looking to grab a drink with friends or enjoy live music, the local spots have something for everyone.
From cozy pubs to vibrant nightclubs, you’ll find options that suit your mood. Many bars host special events, including karaoke nights, trivia, and themed parties, creating an energetic atmosphere.
Local musicians often perform at various venues, showcasing the burgeoning talent in the area. Enjoying live music adds a fun layer to your night out, connecting you with the local community.
As the sun sets, Monticello’s nightlife comes alive, offering great opportunities to socialize and unwind after a day of exploring.
Address: Varied by venue – explore Monticello’s nightlife options!
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Final Thoughts
Monticello, New York, is a hidden gem filled with diverse attractions and activities for everyone. From thrilling adventures at the casino to the rich history evident in its beautiful architecture, the town offers a little bit of everything.
Outdoor enthusiasts will love the proximity to natural wonders such as Catskill Park and the Delaware and Hudson Canal State Park. Meanwhile, families can enjoy fun-filled days at Magic Pines Mini Golf or Yogi Bear’s Jellystone Park.
No matter your interests, Monticello invites you to discover its charm, engage with the community, and create lasting memories.