Sullivan County, New York: Best Things to Do – Top Picks

Panoramic view of Sullivan County New York landscape with mountains, forests and a lake on a sunny day

Did you know that Sullivan County is home to the actual site of the legendary 1969 Woodstock Music Festival, which drew an astonishing 400,000 people despite being planned for just 50,000 attendees? This surprising fact is just one glimpse into the rich cultural tapestry and natural beauty that awaits visitors to this captivating region of the Catskills, located just 90 minutes from New York City.

Getting to Sullivan County

Sullivan County is conveniently located in the Catskill Mountains region of New York State, making it an accessible destination for travelers from nearby metropolitan areas. The county sits approximately 90 minutes northwest of New York City, offering a perfect escape from urban life without requiring extensive travel time.

Plan Your Journey to Sullivan County

Ready to experience the natural beauty and cultural richness of Sullivan County? Start by booking your transportation to this Catskills gem.

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By Car

The most convenient way to reach Sullivan County is by car. From New York City, take Route 17 (future I-86) west. The drive typically takes 1.5-2 hours depending on your specific destination within the county. Having your own vehicle is highly recommended as it allows you to explore the region’s scattered attractions at your own pace.

Scenic road through Sullivan County New York with fall foliage and mountains in background

By Bus

For those without a car, Coach USA/Shortline Bus offers regular service from New York City’s Port Authority Bus Terminal to several Sullivan County towns including Monticello, Liberty, and Livingston Manor. The journey takes approximately 2-2.5 hours. Once in Sullivan County, you’ll want to arrange local transportation as public transit within the county is limited.

By Train

While there’s no direct train service to Sullivan County, you can take Metro-North to Middletown, NY, and then connect via taxi or rideshare for the remaining journey. This option works best for those visiting the eastern parts of Sullivan County.

Best Time to Visit Sullivan County

Sullivan County offers distinct experiences across all four seasons, each with its own charm and array of activities. Your ideal visiting time depends on what you hope to experience in this diverse region of the Catskills.

Summer (June-August)

Summer brings warm temperatures perfect for outdoor adventures. This is peak season for fishing, hiking, and water activities on the Delaware River. The county comes alive with festivals, farmers markets, and outdoor concerts. Accommodations should be booked well in advance as this is the busiest tourist season.

People kayaking on the Delaware River in Sullivan County New York on a sunny summer day

Fall (September-November)

Many consider autumn the most magical time to visit Sullivan County. The foliage transforms the landscape into a spectacular canvas of red, orange, and gold, typically peaking in mid-October. The weather remains pleasant with crisp, cool air perfect for hiking. Fall harvest festivals, apple picking, and farm tours offer authentic rural experiences.

Stunning fall foliage in Sullivan County New York with vibrant red and orange trees

Winter & Spring

Winter (December-March) transforms Sullivan County into a snowy wonderland, perfect for cross-country skiing and snowshoeing. While quieter, many restaurants and attractions remain open. Spring (April-May) brings renewal with wildflowers, rushing waterfalls from snowmelt, and the start of fishing season on April 1st, a major celebration in towns like Roscoe.

Spring wildflowers blooming along a hiking trail in Sullivan County New York

Where to Stay in Sullivan County

Sullivan County offers diverse accommodation options that cater to every preference and budget. From luxury resorts to charming B&Bs and rustic campgrounds, you’ll find the perfect place to rest after exploring the region’s many attractions.

Find Your Perfect Sullivan County Accommodation

Browse a wide selection of places to stay throughout Sullivan County, from luxury resorts to cozy cabins and everything in between.

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Luxury & Resort Options

For those seeking upscale accommodations, Sullivan County offers several exceptional options. The DeBruce in Livingston Manor provides a refined experience with access to 600 acres of private land and an acclaimed restaurant serving farm-to-table cuisine. Resorts World Catskills in Monticello combines luxury accommodations with casino entertainment, multiple dining venues, and spa facilities.

Boutique Inns & B&Bs

The county is dotted with charming boutique accommodations that offer personalized service and local character. North Branch Inn provides beautifully restored rooms and an excellent restaurant in a historic building. Seminary Hill in Callicoon combines stylish accommodations with an on-site cidery and restaurant featuring panoramic views of the Delaware River Valley.

A charming boutique inn in Sullivan County New York with historic architecture and beautiful gardens

Vacation Rentals

For families or extended stays, vacation rentals offer space and privacy. The region has seen a boom in beautifully designed cabins and country homes available through various booking platforms. These options often provide full kitchens, outdoor spaces, and sometimes unique amenities like hot tubs or fire pits.

Camping & Outdoor Lodging

Nature enthusiasts can choose from several excellent campgrounds. Beaver Kill State Campground offers sites along the famous trout stream, while Lake Superior State Park combines camping with swimming and boating opportunities. For a glamping experience, check out specialized sites that offer canvas tents with proper beds and amenities.

Accommodation Tip

Book accommodations well in advance if visiting during summer weekends, fall foliage season, or around major events like trout season opening. These peak periods see high demand throughout Sullivan County.

Top Attractions in Sullivan County

Sullivan County offers a diverse range of attractions that showcase its natural beauty, rich history, and vibrant culture. From the historic Woodstock festival site to world-class fishing streams, there’s something for every interest in this picturesque region of the Catskills.

Bethel Woods Center for the Arts

Visit the actual site of the legendary 1969 Woodstock Music Festival, now home to a world-class performing arts center and museum. The Museum at Bethel Woods offers interactive exhibits about the 1960s cultural transformation and the iconic concert that drew 400,000 people. The beautiful outdoor pavilion hosts concerts ranging from rock and pop to classical throughout the summer season.

Bethel Woods Center for the Arts in Sullivan County New York, site of the 1969 Woodstock festival

Delaware River

The Upper Delaware River forms the western border of Sullivan County and offers outstanding recreational opportunities. Enjoy canoeing, kayaking, or tubing down the crystal-clear waters while taking in the scenic beauty. The river is also renowned for its excellent fishing, particularly for smallmouth bass and trout. Several outfitters in towns like Narrowsburg and Callicoon provide equipment rentals and guided trips.

The scenic Delaware River flowing through Sullivan County New York with forested banks

Sullivan Catskills Dove Trail

Explore this unique public art installation commemorating the 50th anniversary of Woodstock. The trail features 50 hand-painted dove sculptures scattered throughout the county, each created by a local artist and inspired by the festival’s themes of peace, love, and music. Hunting for these artistic doves makes for a fun way to discover different towns and attractions across Sullivan County.

A colorfully painted dove sculpture from the Sullivan Catskills Dove Trail with scenic background

Catskill Fly Fishing Center & Museum

Located in Livingston Manor, this fascinating museum celebrates the region’s rich fly-fishing heritage. Exhibits showcase the art, science, and folklore of fly-fishing with displays of historic equipment, flies, and memorabilia. From April to October, expert anglers conduct demonstrations on Saturdays. The center sits on 35 acres with access to the Willowemoc Creek, where you can try your hand at catching the famous Catskill trout.

Interior of the Catskill Fly Fishing Center & Museum in Sullivan County New York showing historic fishing displays

Fort Delaware Museum of Colonial History

Step back in time at this living history museum in Narrowsburg that recreates an 18th-century settlement. Interpreters in period costume demonstrate traditional crafts and skills including candle making, blacksmithing, and cooking over open fire pits. Interactive exhibits and workshops provide an engaging experience for visitors of all ages, making this an excellent family-friendly attraction.

Fort Delaware Museum of Colonial History in Sullivan County New York with period-dressed interpreters demonstrating traditional crafts

Historic Covered Bridges

Sullivan County is home to several beautifully preserved covered bridges that date back to the 19th century. The Beaverkill Covered Bridge (built in 1865) in Roscoe, the Willowemoc Covered Bridge (1860) near Livingston Manor, and the Stone Arch Bridge near Kenoza Lake offer both historical interest and picturesque photo opportunities. These architectural treasures are perfect stops during a scenic drive through the county.

Historic Beaverkill Covered Bridge in Sullivan County New York surrounded by autumn foliage

Outdoor Activities in Sullivan County

With its pristine natural landscapes, Sullivan County is a paradise for outdoor enthusiasts. The region offers exceptional opportunities for fishing, hiking, water sports, and wildlife viewing throughout the year.

World-Class Fishing

Sullivan County is internationally renowned for its trout fishing, particularly in the legendary Beaverkill and Willowemoc streams. Roscoe, self-proclaimed as “Trout Town, USA,” serves as the epicenter of the region’s angling culture. Junction Pool, where these two famous trout streams meet, is considered hallowed water for fly fishing enthusiasts. The Delaware River also offers excellent fishing for smallmouth bass and other species.

For beginners, several local outfitters offer guided fishing trips and equipment rentals. The fishing season officially opens on April 1st, celebrated with festivities in Roscoe, though catch-and-release fishing is available year-round in designated areas.

Fly fisherman casting in a pristine trout stream in Sullivan County New York

Hiking & Nature Trails

The county features numerous hiking trails that showcase its diverse ecosystems. The Walnut Mountain Park in Liberty offers over 13 miles of multi-use trails with panoramic views of the Catskills. For a more challenging hike, the Mongaup Valley Wildlife Management Area provides rugged terrain and opportunities to spot bald eagles.

The Minisink Battleground Park combines historical significance with nature trails, commemorating a 1779 Revolutionary War battle. For family-friendly options, the Bashakill Wildlife Management Area features easy walking paths around the largest freshwater wetland in southeastern New York, with excellent bird watching opportunities.

Outdoor Tip

When hiking or fishing in Sullivan County, be prepared for changing weather conditions, especially in spring and fall. Layers are recommended, along with insect repellent during summer months. Always practice “leave no trace” principles to preserve these natural areas for future visitors.

Water Recreation

The Delaware River is perfect for canoeing, kayaking, and tubing adventures. Several outfitters in towns like Narrowsburg, Callicoon, and Barryville offer equipment rentals and shuttle services. For a more relaxed water experience, Sullivan County has several lakes including White Lake, Swinging Bridge Reservoir, and Toronto Reservoir that are ideal for swimming, boating, and paddleboarding during summer months.

Kayakers enjoying a sunny day on a lake in Sullivan County New York

Golf Courses

Golf enthusiasts can enjoy several scenic courses throughout Sullivan County. The Monster Golf Course at Resorts World Catskills offers a challenging 18-hole championship course designed by Joe Lee. Other notable options include the historic Sullivan County Golf & Country Club in Liberty (established 1925), Twin Village Golf Club in Roscoe, and Villa Roma Resort’s course in Callicoon. Most courses are open from April through October, weather permitting.

Scenic golf course in Sullivan County New York with mountain views

Winter Activities

When snow blankets the landscape, Sullivan County transforms into a winter playground. Holiday Mountain Ski Area in Monticello offers family-friendly skiing and snowboarding with night skiing options. For cross-country skiing and snowshoeing, the county’s numerous state forests and parks provide groomed and ungroomed trails. Ice fishing becomes popular on frozen lakes, while eagle watching peaks during winter months when these majestic birds are most visible along the Delaware River.

Cross-country skier on a snowy trail in Sullivan County New York with evergreen trees

Dining & Cultural Experiences

Sullivan County’s culinary scene has flourished in recent years, with farm-to-table restaurants, craft beverage producers, and vibrant cultural venues creating a rich tapestry of experiences for visitors to enjoy.

Farm-to-Table Dining

The region’s agricultural bounty shines in its restaurants. The DeBruce in Livingston Manor offers an acclaimed tasting menu featuring foraged ingredients and local produce. Northern Farmhouse Pasta in Roscoe crafts delicious dishes using their house-made pasta and seasonal ingredients. Seminary Hill Cidery in Callicoon combines stunning views with a menu that showcases local farms.

For more casual options, The Kaatskeller in Livingston Manor serves wood-fired pizzas in a lively atmosphere, while The Laundrette in Narrowsburg offers riverside dining with creative pizzas and cocktails. Don’t miss the farmers markets in towns like Callicoon (Sundays) and Liberty (Fridays) for a direct taste of local produce.

Farm-to-table restaurant in Sullivan County New York serving locally-sourced cuisine

Craft Beverages

Sullivan County is part of the Good Taste Beverage Trail, featuring craft breweries, distilleries, and cideries. Roscoe Beer Company produces award-winning ales in their taproom with a beer garden. Catskill Brewery in Livingston Manor creates sustainable craft beers powered by renewable energy. For spirits, Do Good Spirits in Roscoe distills vodka, gin, and bourbon in small batches.

Cider enthusiasts should visit Seminary Hill Cidery in Callicoon, where heritage apples are transformed into complex ciders served in a stunning tasting room with panoramic views. Many establishments offer tours, tastings, and special events throughout the year.

Foodie Tip

Many of Sullivan County’s most popular restaurants require reservations, especially during peak seasons. Call ahead or book online to secure your table at establishments like The DeBruce, Northern Farmhouse Pasta, and The Heron in Narrowsburg.

Arts & Culture

Sullivan County boasts a vibrant arts scene. The Delaware Valley Arts Alliance in Narrowsburg hosts rotating exhibitions of contemporary art and photography. The Tusten Theatre presents live music, theater performances, and film screenings. In Hurleyville, the Hurleyville Arts Centre combines film, dance, and visual arts in a renovated historic building. Throughout summer, outdoor concerts take place in town parks across the county.

Art gallery exhibition in Sullivan County New York featuring local artists' work

Local Shopping

The county’s towns offer unique shopping experiences with independent boutiques and antique stores. Narrowsburg’s main street features shops like Nest, offering home goods and gifts. Livingston Manor’s Main Street Farms provides local produce and artisanal products. For antique hunters, follow the “Antiques Trail Map” to discover treasures at stores like Antiques of Callicoon and Ferndale Marketplace Antiques & Gardens.

Charming main street shopping district in a Sullivan County New York town with boutique stores

Seasonal Events

Sullivan County’s calendar is filled with events that celebrate its heritage and culture. The Trout Parade in Livingston Manor (June) features whimsical floats and costumes. The Callicoon Country Fair transforms the town into a vibrant marketplace with artisans and food vendors. Fall brings harvest festivals at local farms and orchards. Winter holidays are celebrated with tree lightings and seasonal markets in towns throughout the county.

Colorful community festival in Sullivan County New York with vendors, music and local crafts

Practical Tips for Visiting Sullivan County

Make the most of your Sullivan County adventure with these helpful tips and essential information for planning your trip to the Catskills.

Getting Around

Having a car is highly recommended for exploring Sullivan County, as attractions are spread out and public transportation is limited. Major roads like Route 17 (future I-86) run east-west through the county, while Routes 97, 52, and 55 provide north-south connections. GPS services generally work well in populated areas but may be less reliable in remote locations.

For those without a car, limited taxi services and rideshare options are available in larger towns. Some accommodations offer shuttle services to nearby attractions or can arrange transportation. Bicycling is popular on less-traveled roads, and several outfitters rent bikes for exploring the area on two wheels.

Weather Considerations

Sullivan County experiences four distinct seasons, each with its own considerations. Summers (June-August) are generally warm with average highs in the 70s-80s°F (21-32°C), though humidity can make it feel warmer. Afternoon thunderstorms are common. Fall (September-November) brings cooler temperatures and spectacular foliage, with September still warm but November requiring layers.

Winters (December-March) can be cold with average highs in the 30s°F (0-4°C) and occasional snow storms. Spring (April-May) is variable with cool mornings and warmer afternoons, plus occasional rain showers. Always check the forecast before outdoor activities and dress in layers, as mountain weather can change quickly.

Local Etiquette & Culture

Sullivan County combines rural traditions with an influx of urban transplants and visitors, creating a unique cultural mix. Locals appreciate friendly greetings and respect for private property—always obtain permission before entering non-public lands for fishing or hiking. The region has a strong environmental ethic, so practicing “leave no trace” principles is both expected and appreciated.

The county has a welcoming attitude toward diversity, with many areas actively promoting LGBTQ+ friendly establishments. Tipping customs follow standard American practices: 15-20% at restaurants, $1-2 per drink at bars, and $5-10 for tour guides or fishing instructors.

What’s the best time of year to visit Sullivan County?

Each season offers unique experiences in Sullivan County. Summer (June-August) is ideal for water activities and outdoor concerts. Fall (September-October) brings spectacular foliage and harvest festivals. Winter offers snow sports and eagle watching, while spring features rushing waterfalls and the opening of fishing season. For the most pleasant weather and abundant activities, late May through October is generally considered the prime visiting period.

Do I need a fishing license in Sullivan County?

Yes, a New York State fishing license is required for anyone 16 years or older fishing in Sullivan County waters. Licenses can be purchased online through the NY Department of Environmental Conservation website, at town clerk offices, or at many sporting goods stores throughout the county. Both daily and annual options are available, with special rates for residents, non-residents, and seniors. Always check current fishing regulations as they may vary by location and season.

Are there any cell phone coverage issues in Sullivan County?

Cell phone coverage can be spotty in parts of Sullivan County, particularly in more remote areas and deep valleys. Major carriers like Verizon typically offer the best coverage, while service from other providers may be limited outside of towns. It’s advisable to download maps and information before venturing into rural areas. Many accommodations, restaurants, and cafes offer Wi-Fi access. Consider informing someone of your plans when hiking or fishing in remote locations.

Plan Your Sullivan County Adventure

Sullivan County offers a perfect blend of natural beauty, cultural richness, and outdoor adventure just 90 minutes from New York City. Whether you’re casting a line in world-famous trout streams, exploring the historic Woodstock festival grounds, or savoring farm-to-table cuisine, this Catskills gem provides a refreshing escape from everyday life.

Ready to Experience Sullivan County?

Start planning your perfect Catskills getaway today with these essential travel resources.

Find Flights
Browse Accommodations
Rent a Car
Discover Activities

From the peaceful flow of the Delaware River to the vibrant main streets of towns like Livingston Manor and Narrowsburg, Sullivan County invites you to slow down and reconnect with nature, history, and community. Pack your hiking boots, fishing gear, or simply your curiosity, and discover why this special corner of the Catskills continues to capture the hearts of visitors season after season.

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