June 2026 Events in Sullivan County, NY

June has arrived in Sullivan County, bringing long sunny days, outdoor festivals, live music, family-friendly activities, farmers markets, and plenty of ways to enjoy the Catskills. Whether you're visiting for a weekend getaway or spending the month exploring the region, there's no shortage of events to add to your itinerary.

Here's our roundup of some of the best things happening throughout Sullivan County this June.

Ongoing Weekly Events

Wednesdays: Pasta Night at Roscoe Mountain Club

Every Wednesday | The 1907 at Roscoe Mountain Club | Roscoe

Enjoy a cozy midweek dinner featuring house-made pasta dishes including classic Alfredo, rich Bolognese, and rotating chef specials. Every pasta dinner is served with warm breadsticks.

Write Here, Write Now

June 3 & June 17 | 5:00 PM – 7:00 PM
Krause Recital Hall | Narrowsburg

Hosted by DVAA Community Arts, this welcoming writers' room offers dedicated creative space for writers of all experience levels. Bring your notebook and find inspiration alongside fellow creatives.

Girl Dinner Thursdays

Every Thursday
Brew Rock Hill | Callicoon

Grab your friends and enjoy a fun "Girl Dinner" special featuring:

  • Small Caesar Salad

  • Parmesan Truffle Fries

  • Choice of Espresso Martini, Cosmopolitan, or Dirty Martini

$25 per person.

Thirsty Thursdays

Every Thursday
Roscoe Mountain Club | Roscoe

Enjoy:

  • Half-price draft beer

  • House wine

  • Well cocktails

  • Select appetizers

Perfect for unwinding after a day of exploring the Catskills.

Reel Good Thursdays

Every Thursday
Hurleyville Performing Arts Centre

Watch a film while supporting the community. A portion of every ticket sold helps local organizations and families impacted by reduced food assistance funding.

Tickets: $10

Aerial Yoga

Every Thursday at 6 PM
Every Saturday at 11 AM
Every Sunday at 12 PM
Mountaindale Yoga | Mountaindale

Try something new with aerial yoga classes designed for all skill levels.

Wing Night at The Courtyard

Every Thursday | 6 PM – 9 PM
Roscoe

Choose from eight wing flavors for just $12.

Trivia Nights

Every Thursday | 6:30 PM

Test your knowledge at:

  • Rafters Tavern (Callicoon)

  • The Homestead Restaurant (Eldred)

Story Club at Ratty Books

Every Monday & Saturday
10:15 AM
Jeffersonville

Free story time for children of all ages.

Sunday Brunch at Roscoe Mountain Club

Every Sunday
The 1907 | Roscoe

Gather with family and friends for a delicious brunch featuring sweet and savory favorites.

Pilates at Bodies + Plants

Every Sunday

  • Reformer Class: 9:45 AM

  • Springboard Class: 11:00 AM

A great way to recharge during your Catskills getaway.

Taco Tuesdays at Layla's

Every Tuesday
Wurtsboro

Enjoy chicken, brisket, and al pastor tacos all day long.

Fly Tying Tuesdays

Every Tuesday
Upward Brewing Company | Livingston Manor

Learn fly-tying techniques, meet fellow anglers, and enjoy a craft beer while you're at it.

June Highlights

Walnut Mountain House History Trail Grand Opening

June 6 | 10:00 AM
Liberty

Step back into Sullivan County's resort-era history during the grand opening celebration of the Walnut Mountain House History Trail. Enjoy a ribbon cutting ceremony followed by guided hikes exploring the former mountain resort's fascinating past.

Perfect for history buffs and outdoor enthusiasts alike.

The Abstracted Landscape – From the Vault

Opening Reception: June 6 | 2 PM – 4 PM
Domesticities | Youngsville

Artist Marjorie Morrow presents colorful and expressive interpretations of the Catskill landscape in this special solo exhibition.

Stop Wishing, Start Playing

June 10 | 6:00 PM – 8:30 PM
Hurleyville

Celebrate the musical legacy of Steve Schwarz during an evening of live performances and community gathering.

June 13: One of the Biggest Weekends of the Month

Morning Wellness Walk

June 13 | 9:00 AM – 11:00 AM
Van Scott Nature Reserve

Enjoy a guided nature walk focused on mindfulness, relaxation, and connecting with the outdoors.

Pond Investigation with the HABLAB

June 13 | 10:00 AM – 1:00 PM
Van Scott Nature Reserve

Explore pond ecosystems and discover the fascinating creatures living beneath the water's surface.

Great for families and nature lovers.

Trout Parade & Cirque du Trout

June 13
Livingston Manor

One of Sullivan County's most beloved annual traditions returns!

Expect:

  • Colorful trout-themed parade floats

  • Live music

  • Food vendors

  • Family activities

  • Community celebrations

This quirky Catskills event supports local food pantries, music programs, and beautification efforts while bringing the entire town together.

Bluegrass with Bunker Boys

June 13 | 2 PM – 5 PM
Catskill Brewery | Livingston Manor

Spend an afternoon in the beer garden enjoying live bluegrass music, local brews, and mountain views.

Drag Me to the Catskills: Show Queens!

June 13 | 8 PM
Forestburgh Playhouse

An all-star evening of drag performances and Broadway favorites featuring:

  • Mrs. Kasha Davis

  • Brita

  • Plasma

Tickets: $50–$75

Summer Adventures

Hunter Pace Series

June 20
Upper Room Farms

Horseback riders can enjoy scenic Catskills trails while participating in this friendly equestrian competition.

Yacht Rock Revue

June 20 | 7 PM
Bethel Woods Center for the Arts

Get ready for a night of smooth sailing with Yacht Rock Revue, performing classic soft-rock favorites from the 1970s and 1980s.

Family-Friendly Events

Board & Brilliant Senior Gaming Hour

June 25 | 11 AM – 1 PM
Hurleyville Performing Arts Centre

A welcoming social gathering featuring games, conversation, and community connection.

Libby's Garden Kids Club: Pizza Garden Project

June 27 | 10 AM – 12 PM

Kids ages 7–15 will learn about growing ingredients and creating garden-inspired foods.

Libby's Garden Kids Club: Secret Garden Tea Party

June 27 | 10 AM – 12 PM

A whimsical morning of garden exploration, creative activities, treats, and tea-party fun.

Lavender Festival & Artisan Market

June 27 & 28 | 12 PM – 5 PM
Winterton Farms | Bloomingburg

One of the most beautiful events of the season!

Enjoy:

  • Blooming lavender fields

  • Local artisan vendors

  • Handmade goods

  • Food vendors

  • Photo opportunities

  • Family-friendly activities

Also Happening Around Sullivan County This June

Be sure to check local calendars for:

  • Callicoon Farmers Market

  • Kauneonga Lake Farmers & Makers Market

  • Narrowsburg Farmers Market

  • Forestburgh Playhouse summer productions

  • Bethel Woods concerts and museum programming

  • Outdoor live music at breweries throughout the county

  • Delaware River kayaking, tubing, and fishing excursions

  • Hiking adventures at Minnewaska, Neversink Unique Area, and the Delaware Highlands region

Stay & Explore with Casskell Stays

From quirky small-town festivals and scenic hikes to live music and family-friendly events, June is one of the best times to experience Sullivan County. Whether you're planning a weekend getaway or a longer Catskills retreat, there's always something happening just around the corner.

Book your stay with Casskell Stays and make the most of summer in the Catskills. 🌿☀️🏞️

Looking for more local inspiration?
Check back soon for our guides to:

  • Best Catskills swimming holes

  • Summer farmers markets

  • Family-friendly hikes

  • Fourth of July events in Sullivan County

  • Best outdoor dining spots in the Catskills

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