Fun & Culture
Nestled between the Delaware River and the scenic rolling hills of the Catskills, Callicoon is ideal for nature-forward activities. Bring the kids to Lander’s River Trips (the launch is off A. Dorrer Drive), where you can raft along the Delaware for about 10 miles. You can also kayak, canoe, or go tubing. Head over on a Sunday for the Callicoon Farmers Market on A. Dorrer Drive. There are over 20 vendors including bakeries, maple syrup producers, local farms, Sullivan-based wineries and distilleries, and a few artisan makers. Don’t miss the 28th annual Callicoon Tractor Parade on June 9 at 12 p.m.—dozens of tractors will roll down Lower Main Street and there’s a barbecue at the Delaware Youth Center afterward.
Bonus: You can walk across the Callicoon Bridge (a great spot to take pics) and cross the New York–Pennsylvania border.
Shopping Scene
Downtown Callicoon is experiencing a boutique boom. The newest addition is Black Walnut, a mercantile with curated homeware from the team behind the Farmhouse Project. (It also doubles as a bar—more on that later.) For culinary gifts, kitchen gadgets, pillows and blankets, and British snacks (one of the co-owners hails from England), head down the alley—between the Kitchen Table Café and Pip-Squeak Chapeau—to Spruce Home Goods. They also have a cheese and coffee counter. Inside the Callicoon Marketplace are a few fab vendors like Wool Worth (yarn and knitting tools), Early Bird Cookery, and the Callicoon Pantry (local, organic grocery). Next door is Litt Home & Book, where you’ll find vintage décor and prints, kitchenware, toys, and a selection of new and old books.
Lunch Time
There are plenty of spots to choose from for a midday bite. Here are a few favorites:
Bà & Me With two other locations in Honesdale and Livingston Manor, this trendy eatery began serving up Vietnamese comfort foods like bánh mì, summer rolls, and pho on Callicoon’s Upper Main over Memorial Day Weekend.
The Kitchen Table Café Come here for espresso drinks and granola bowls, sandwiches, and baked snacks.
Peppino’s A classic red-sauce eatery. Get pizza with a group or tuck into your own meatball Parm hero.
Rafter’s Tavern A no-frills bar and grill with wings, burgers, beer, and cocktails.
Ollie Grey’s The spot for soft serve and frozen yogurt.
Happy Hour
Callicoon’s drink scene is one of the best in Sullivan. Circle back to Black Walnut’s lounge—decorated with renaissance-y wall murals and tin ceilings—for seasonal craft cocktails. Near Spruce is Callicoon Wine Merchant, a cute wine bar with unique and local vino to sip—and outdoor seating. Order some Spanish-style tapas for the table. Upper Main is home to Callicoon Brewing Company (over a dozen beers on tap, including their own IPA, pale ale, and porter) and Catskill Provisions, a woman-owned distillery that infuses raw wildflower honey into their spirits. (Owner Claire Marin is a beekeeper.) Sample the award-winning gin, vodka, and whiskey on weekends in the tasting room. For fantastic views of the Delaware River Valley, hop in the car and head to Seminary Hill Orchard & Cidery—the world’s first Passive House-certified cidery. Settle in on the wraparound deck and order a flight of ciders—bestsellers include Spy Craft, Beechwoods, and Delaware Dry. If hunger strikes, check out the special barbecue menu—the fried chicken and pulled pork are great.