Thinking about buying a home in the Sullivan County Catskills? I advise my new buyers to do two things when getting serious about a house hunt: 1) get a pre-approval letter from a reputable lender, and 2) get familiar with the place you’re thinking about buying! The Catskills covers a HUGE geographic area with unique towns that offer diverse amenities and scenery. If you haven’t yet explored the SulCo Catskills, plan a day trip – or even better a weekend escape – to explore. Discover what and where YOU love the most to help narrow your search area, build buyer confidence, and avoid buyer fatigue from driving hundreds of aimless miles. You might desire a cabin in the woods where you can’t see any neighbors, but at some point you’re going to have to go out for more wine, or ask for help plowing your driveway – so get to know the community where you’ll be planting some roots! Even if you’re a weekender or part-timer, you’ll still be a part of the community fabric. 

Below is a self-guided tour to get you started on your house hunting journey or in planning a weekend getaway. This is by no means comprehensive, but are just *a few* of my personal favorites that could be accomplished in a day or so to satisfy your SulCo Catskills curiosity. New things to see, eat and do are popping up all the time, so send us your favorite Sullivan County Catskills secrets and we’ll add it to our map ❤️

Driving From the South to North Along the “Delaware River Corridor”

Barryville: Not really a Main Street so to speak, but very quaint and so pretty right on the river. Sticket Inn has great coffee, take-out tacos, and a cute gift shop. Clobr is a hip clothing store with the motto, “For Upstate and Downtown.” We can relate. There’s a fantastic farmer’s market on Saturdays

Narrowsburg: Very cute Main Street. Many of the shops are open with limited number of people inside, and take out food, so it’s worth a walk up and down Main Street. Pop in The Velvet Maple for fashion and home goods and tell Alessandra that Major Jacks says hello! Head next door to The River Gallery for beautifully curated home goods – tell Tony that Major Jacks says hello! Get caffeinated at 2 Queens Coffee before heading out on an easy hike. Martin and Charles are the best –  tell them Major Jacks says hello! just off Main Street in the same shopping area as Pete’s Supermarket. They roast their own coffee, so grab a bag of beans and an iced coffee for the road! Pick up gourmet provisions at Narrowsburg Proper or grab an amazing lunch right on the Delaware River at Laundrette. With a full belly, head out for a lovely hike on the Tusten Trail. It’s a great loop with an incredible view at the top.

On the Way Up the River….

The Cochecton Pumphouse: Though this place is pretty new to the area it’s already poppin! We aren’t surprised though– when you take the shell of a burned down building and some converted shipping containers you’ll be sure to garner some curiosity! The setting is pure bliss, the food’s good, & there’s even live music from time to time! 

Cochecton Fire Station: These City Boyz did an incredible job transforming this space into something that looks like it could be in SOHO. But they’re super down to earth and amazing community members. 

Jeffersonville: Cute Main Street that started making a real come back 2 years ago! There are a number of great little shops.

Bake Shop – You can’t miss this newly renovated 2-story pink building on Main Street! Super cute spot for breakfast and lunch, now doing take-out baked goods. I stopped for a box of cupcakes today 😉

The Tavern on Main: Owned by the same folks who run the Bake Shop, this place has a dinner menu that’ll never disappoint. The ambience isn’t so bad either 😉

The Vintage House: One stop shop for all your fun, vintage needs!

Gallery 52: Awesome art gallery run by artist Trey Speegle 

Callicoon: Callicoon has it’s own unique vibe and is fun to walk upper and lower main streets. It’s right on the river and they have a great Sunday farmer’s market. 

Callicoon Wine Merchant: Amazing curated wine shop and tapas.

The Spruce: Home goods and gourmet provisions with really nice and helpful people running the shop.

The Kitchen Table: Great sandwiches and baked goods!

The Callicoon Theater: This theater is guaranteed to transport you back in time. It’s the most perfectly preserved, vintage one room theater.

Livingston Manor: It’s own unique vibe from that of the other little towns. Also fun to walk around Main Street.

Famous for the Breweries, namely: Catskill Brewery and Upward Brewing. Sit back, enjoy some unique flavors, and take in all the charm that Livingston Manor has to offer.

Main Street Farm is where you might run into Mark Ruffalo and Michael Cera (it happened to me once!).

Other Pretty Areas to Drive Through On Your Way:

North Branch:
North Branch Inn: You should check out all the inns owned and operated by Foster Supply Hospitality. These folks have several lodgings, and they really know what they’re doing. You won’t regret your stay or eats!


Bethel Woods Performing Arts Center: The REAL home of Woodstock, a killer concert pavilion & one groovy museum.

Bethel Market Cafe: Right down the road from Bethel Woods, their menu is majorly yum. Totally recommend the breakfast burrito. 

Java Love Coffee Roasting: Two words. Cuteness. Coffee. 

Catskills Distillery: This place has the coolest setting, some awesome sculptures, and some refreshing beer. What more could you want?

Sullivan County Catskills in The News

Escape Brooklyn – Sullivan County’s Craft Beverage Trail

New York Times – An Instant Community in the Catskills

Architectural Digest – Sullivan County is the New York State Getaway You’ve Been Looking For

Conde Nast Traveler – Livingston Manor is the Catskills’ Newest Hot Spot

DVEIGHT Magazine – The Ruralist