Things to Do in Callicoon, NY and Area

Tucked along the Delaware River, Callicoon, NY is one of those Catskills towns that feels both timeless and full of life. Whether you are here for a wedding, a weekend getaway, or simply exploring the region, there is no shortage of things to do in Callicoon, NY. From scenic drives through farmland to afternoons spent browsing Main Street, this small town offers a mix of nature, culture, and hospitality that keeps visitors coming back.

As the home of The Barn on Hubbard, Callicoon is also the perfect place to extend your celebration into a full Catskills weekend. You will find farm-to-table dining, unique shops, outdoor adventures, and nearby day trips all within easy reach. Making it easy to enjoy every moment between wedding events or during a leisurely escape.

Curious about how The Barn on Hubbard can be part of your wedding story? Take a look at our services and contact us today to start planning your perfect Catskills celebration.

The Weekend Wedding Experience in the Catskills

When you plan a wedding at The Barn on Hubbard, you are giving your guests more than a single celebration. You are inviting them to experience a full weekend in one of the most charming corners of the Catskills. Between rolling hills, the Delaware River, and a walkable Main Street, there is no shortage of things to do in Callicoon, NY before and after your wedding day. From farmer’s market strolls to river adventures, Callicoon blends small-town hospitality with Catskills beauty.

Thinking about hosting your wedding here? Read our blog on why you should get married at The Barn on Hubbard and start picturing how a Callicoon weekend could be the perfect backdrop for your celebration.

Stroll Through Downtown Callicoon

Downtown Callicoon is made for slow mornings and unhurried afternoons. Main Street is lined with historic buildings, many of which now house shops, cafés, and galleries that showcase local flavor.

Farmers’ Market at Callicoon Creek Park

Every Sunday from spring through fall, Callicoon Creek Park comes alive with the Callicoon Farmers’ Market. You will find fresh produce from local farms, artisanal cheeses, baked goods, and handmade crafts. It is a favorite for guests who want to taste the best of the region and take a piece of the Catskills home with them.

Shops, Coffee, Bakeries, and Galleries

Between market visits, explore the small businesses that make Callicoon special. Stop for coffee at a local roaster, browse independent bookstores, shop for antiques, or step inside art galleries featuring regional artists. The relaxed pace and friendly conversations make every stop part of the experience.

Outdoor Adventures in the Catskills

The Catskills are known for their natural beauty, and Callicoon is a great starting point for outdoor activities.

Delaware River Activities

The Delaware River is just steps from Main Street and offers endless ways to spend a sunny day. Rent a kayak for a peaceful paddle, float down the river in a tube, or try your hand at fishing. The river’s calm stretches and scenic banks make it a favorite for both beginners and seasoned adventurers.

Hiking in the Area

If you are looking for things to do in Callicoon, NY that involve fresh air and great views, hiking trails are within easy reach. Local routes range from gentle walks along country lanes to more challenging climbs in the western Catskills. Each season offers its own beauty, from spring wildflowers to brilliant autumn foliage.

Scenic Drives

Take a drive through the Beechwoods and surrounding countryside for a glimpse of the Catskills at their most peaceful. Rolling farmland, covered bridges, and sweeping views make for an unforgettable afternoon. If you are searching for things to do in Callicoon, NY beyond the usual, a scenic drive is a perfect way to explore small towns and hidden spots you might not find otherwise.

Sip and Savor Local Flavors

The Catskills food and drink scene has been gaining attention for its focus on local ingredients and craft beverages. Callicoon and nearby towns are full of places to taste what makes this region so special, making it easy to add delicious stops to your list of things to do in Callicoon, NY.

Seminary Hill Orchard & Cidery

Located in Callicoon, Seminary Hill Orchard & Cidery is known for its sustainably grown apples and small-batch cider. The tasting room offers panoramic views of the Delaware River Valley, and the menu pairs ciders with seasonal, locally sourced dishes. It is an ideal spot for an afternoon with friends or a pre-wedding gathering.

Local Breweries and Farm-to-Table Restaurants

From craft beer to chef-driven menus, there are plenty of options for dining out. Many local restaurants partner with nearby farms to bring the freshest ingredients to your plate, while breweries offer unique brews that reflect the Catskills’ creative spirit.

Arts, Culture & Local Events

For a small town, Callicoon has an impressive arts and culture scene!

Callicoon Theater

This historic single-screen movie theater is the oldest continuously operating theater in Sullivan County. It plays a mix of new releases, independent films, and special events. Even if you are not catching a movie, the building itself is worth a look for its vintage charm.

Delaware Valley Arts Alliance in Narrowsburg

Just a short drive from Callicoon, the Delaware Valley Arts Alliance is a hub for art exhibitions, performances, and workshops. It is a great place to connect with the local creative community and see how the Catskills inspire artists of all kinds.

Nearby Day Trips Worth Exploring

If you have time during your wedding weekend or visit, there are several nearby towns worth exploring when you are looking for things to do in Callicoon, NY.

• Narrowsburg: This riverfront town is known for its boutiques, art galleries, and stunning views from the Narrowsburg Bridge. It is a lovely spot for lunch or an afternoon stroll.
• Livingston Manor: Livingston Manor has a vibrant small-town feel with specialty shops, a local brewery, and nearby hiking trails. It is also a gateway to some of the best fishing streams in the area.
• Bethel Woods Center for the Arts: Famous as the site of the 1969 Woodstock Festival, Bethel Woods now hosts concerts, festivals, and cultural events. The on-site museum offers an engaging look at the history of the festival and the era it represents.

Relax & Recharge

Not every moment in Callicoon has to be planned. Some of the best experiences when looking for things to do in Callicoon, NY come from simply slowing down and enjoying the surroundings.

Spa and Wellness Options

Whether you want to treat yourself before the wedding or recover afterward, local spas and wellness studios offer massages, yoga classes, and beauty treatments. It is an easy way to add a touch of luxury to your weekend.

Picnic and Quiet Spots

Pack a picnic and find a quiet spot by the river, in a local park, or in the rolling countryside. The Catskills are full of peaceful places to pause and take it all in.

Accommodations with Amenities

Some accommodations in and around Callicoon offer amenities like pools, yoga spaces, or fire pits, making it easy to relax without going far.

If you are still deciding where to book, check out our full guide on where to stay in the Catskills for options that fit every style and budget.

Plan Your Time in Callicoon

From the charm of downtown to the adventure of the Delaware River, the arts, and the peaceful countryside, there are countless things to do in Callicoon, NY for wedding guests and weekend visitors alike. Pair these activities with a celebration at The Barn on Hubbard and you have the makings of an unforgettable Catskills experience.Ready to start planning? Contact us today to learn more about hosting your wedding at The Barn on Hubbard and making Callicoon part of your story.