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Historic Sites in Sullivan County | Step Back in Time

Experience rich history with a slow drive through covered bridges or explore the first casts of fly fishing history. Music lore and legendary lands, historied hamlets amd modern perspectives—culture comes in unexpected ways in the Sullivan Catskills.

Featured Historical Sites

A vibrant carnival scene at night featuring a large, illuminated ferris wheel and colorful tents bustling with activity.

Neversink Agricultural Society

Grahamsville Fairgrounds
Grahamsville, NY 12740
A charming, large house surrounded by lush greenery and tall trees, showcasing a serene outdoor setting.

Burn Brae Mansion

845-856-3335
573 High Rd.
Glen Spey, NY 12737
A large crowd gathers under a concert pavilion, with a bright light illuminating a figure on the building's wall.

Bethel Woods Center For The Arts

845-583-2000
200 Hurd Rd.
Bethel, NY 12720
A rustic covered bridge stands over a grassy hill surrounded by trees, showcasing classic wooden architecture in a serene setting.

Beaverkill Covered Bridge

845-807-0287
3 Ragin Road
Roscoe, NY 12776

Upcoming Events

A close-up of ice skates gliding on an ice rink, advertising disco nights in February with bright, colorful lighting.

Disco Nights At The Ice Rink

Where: Roscoe Mountain Club
When: February 19 @ 8:00 am
Learn More
Promotional flyer for a Thursday girls' dinner at Brew Lock Hill, featuring a small Caesar salad, Parmesan truffle fries, and a choice of martini.

Girl Dinner

Where:
When: February 19 @ 11:30 am
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Promotional poster for "Thirsty Thursdays" event at The 1907, featuring discounts on drinks and appetizers from 4 to 9 PM.

Thirsty Thursday

Where: Roscoe Mountain Club
When: February 19 @ 4:00 pm
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A promotional flyer for weekly community movie screenings supporting local organizations, encouraging attendance to assist families affected by SNAP benefit reductions.

Reel Good Thursdays

Where: Hurleyville Art Center
When: February 19 @ 6:00 pm
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Aerial yoga studio with colorful hammocks, displaying class schedules and times for Thursdays, Saturdays, and Sundays.

Aerial Yoga

Where: Mountaindale Yoga
When: February 19 @ 6:00 pm
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A colorful advertisement for Trivia Night at Rafter's Tavern, featuring a boombox and details about the event, including time and location.

Trivia Night at Rafters Tavern

Where: Rafters Tavern
When: February 19 @ 6:30 pm
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A promotional poster for Trivia Night at Tavern on Main, highlighting prizes, team size, and weekly schedule.

Tavern On Main: Trivia Night!

Where: Tavern on Main
When: February 19 @ 6:30 pm
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A musician performs with an acoustic guitar, accompanied by a bassist and drummer, in a cozy venue decorated with lights and photos.
Screenshot

Open Mic at The Dale

Where:
When: February 19 @ 8:00 pm
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A close-up of ice skates gliding on an ice rink, advertising disco nights in February with bright, colorful lighting.

Disco Nights At The Ice Rink

Where: Roscoe Mountain Club
When: February 20 @ 8:00 am
Learn More
A woman practicing mat Pilates with rings in a bright studio, promoting core strength, posture improvement, and joint-friendly exercises.

Mat Pilates With Aly Steigart

Where:
When: February 20 @ 9:30 am
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Travel Stories

The Most Colorful Coffee Shop in the Catskills

Next time you’re in the Sullivan Catskills, ask any local where to find the best…

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5 Scenic Catskills Spots to Pop the Question

The Catskills have always been a place where life is supposed to slow down. Where…

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Honey & Rye: How One Gift Became a Catskills Legacy

The Sullivan Catskills region has always been a place of invention and reinvention, where tinkering…

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Your Perfect Catskills Weekend Getaway: No Experience Necessary

A Catskills weekend isn’t something you plan down to the minute—it’s something you let unfold,…

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Little Barn, Big Stage for Live Theater in the Catskills

From a pinball-like journey through acting, law and back again, Franklin Trapp’s winding path led…

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Chasing the Catskills’ Wild Side of Winter

Winter in the Catskills offers raw beauty and honest adventure, from family-run slopes to frozen…

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Plan Your Trip

Unexpected wonder and wonderful encounters start here.

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A serene lake view with a small boat resting on the shore, surrounded by lush greenery and a bright blue sky.

Explore Catskills’ historic sites

You can get to know a place best by rolling down a backroad. Each curve reveals another glimpse of history—an old barn leaning against time, a covered bridge stretching across quiet water, or a field framed by ancient stone walls. Many of these landmarks bear blue markers telling their tales; others simply invite you to linger long enough to listen.

A bridge with a murderous past

In Kenoza Lake, the Stone Arch Bridge Park offers more than a postcard view. Built by Swiss immigrants in 1882, the graceful three-arched bridge spans the East Branch of Callicoon Creek. The 20-acre park is free to visit and ideal for picnicking or fishing—but locals will tell you it also hides a darker story from the past, a mystery still whispered beneath the arches.

Travel the Borscht Belt

Once the heart of mid-century summer escapes, Sullivan County was home to the famed Borscht Belt. In its heyday, more than 500 resorts and 50,000 bungalows drew vacationers seeking fresh air and acceptance. Today, 14 historic markers tell this story across a “roadmap of revival,” with plans to grow to 20 markers by 2027. Visitors can follow the trail and its audio tour to trace a cultural legacy of laughter, resilience and reinvention.

A Story of Coal & Lumbermen

The Delaware & Hudson Canal Interpretive Center in Summitville tells of a time when coal, timber and grit powered the region. Two restored canal buildings display artifacts, maps and photos from the 19th-century trade route that stretched 108 miles and featured 108 locks. Near Barryville, the Roebling Aqueduct, engineered by the same mind behind the Brooklyn Bridge, still stands as a remarkable feat: a water-filled bridge suspended over the Delaware to keep canal boats clear of the lumbermen below.

Other historic highlights in Sullivan County

To truly grasp the depth of Sullivan’s past, add these must-see stops to your Catskills itinerary:

  1. Bethel Woods Arts Center (Bethel): Standing on the very grounds where half a million people gathered for Woodstock in 1969, Bethel Woods is both a world-class performance venue and a living museum of music, art and culture.
  2. The Minisink Battleground Park (Barryville): Site of a Revolutionary War clash, featuring interpretive trails and monuments shaded by towering pines.
  3. The Ethelbert B. Crawford House (Monticello): Built in 1915, this architectural gem offers rotating historical exhibits and genealogical resources.

PLAY - Outside the Ordinary

Find your fun through music, markets, mountains, and memories.

Wurtsboro Antique Market

845-644-4132
86 Sullivan St.
Wurtsboro, NY 12790

Smith Family Farm II LLC

845-807-2461
4399 State Route 52
Jeffersonville, NY 12748

Walnut Mountain Park

73 Walnut Mountain Road
Liberty, NY 12754

The Monster Golf Club

(833) 586-9358
750 Resorts World Drive
Monticello, NY 12701

Coil + Drift

917-664-4483
106 Dewitts Flats Road
Jeffersonville, NY 12748

Covert Creek Outfitting

845-475-5033
11 Lyman St
Port Jervis, NY 12771

Crooked Willow Pottery

845-701-7978
2016 State Route 17B
Bethel, NY 12720

Crystal Connection

845-888-2547
116 Sullivan St.
Wurtsboro, NY 12790

County Road Bakery

845-887-5137
43 Lower Main Street
Callicoon, NY 12723

D & H Canal Interpretive Center

845-888-5040
16 Bova Rd.
Summitville, NY 12781

Davidson’s General Store

845-439-1190
2 Goff Road, Suite 1
Livingston Manor, NY 12758

Cunningham Family Farms

845-583-4083
233 Hurd Parks Rd.
Swan Lake, NY 12783

Delaware Highlands Conservancy

845-583-1010
571 Perkins Pond Rd
Beach Lake, NY 18405

Delaware Valley Arts Alliance

845-252-7576
37 Main St.
Narrowsburg, NY 12764

Delaware Valley Farm and Garden Center

845-887-5100
30 Viaduct Road
Callicoon, NY 12723

Delaware Valley Opera

845-887-3083
6692 Route 52
Lake Huntington, NY 12752

Dette Flies

845-439-1166
13 Main Street
Livingston Manor, NY 12758

Diehl Homestead Farm

845-796-8867
93 Diehl Rd
Callicoon, NY 12723

Driftwood Ranch

845-583-5555
49 Kilcoin Road
White Lake, NY 12786

Duke Pottery

607-498-5207
855 County Road 93
Roscoe, NY 12776