June 2025 Events in Sullivan County
Summer starts here: Music, markets, parades, and more in the Catskills
June in Sullivan County means fresh air, vibrant small-town celebrations, and unforgettable experiences. Whether you’re here for a weekend or an extended stay, this month is packed with things to do—from live music and food festivals to quirky parades and community workshops.
Here’s your ultimate guide to what’s happening in June 2025:
🎶 Live Music & Big Events
🎤 Avril Lavigne at Bethel Woods
📍 Bethel Woods Center for the Arts
📅 June 27
Kick off summer with a blast of Y2K pop-punk nostalgia. Avril brings her iconic hits to the historic Woodstock site—don’t miss this major moment.
🎷 Jazz at Lincoln Center Orchestra with Wynton Marsalis
📅 June 22 – Bethel Woods
A soulful, elegant evening featuring world-class jazz in the Catskills.
💃 Wigstock in the Catskills
📅 June 14 – Kauneonga Lake
Celebrate Pride Month with a lakeside drag and performance art extravaganza.
😂 Comedy Queens of the Catskills
📅 June 14 – Kauneonga Lake
Enjoy a lineup of fierce and funny queens bringing comedy gold to the region.
🍔 Festivals & Community Events
🔥 Catskills BBQ Festival
📅 June 7
Fire up your taste buds at this finger-licking good celebration of local BBQ, brews, and music.
🚜 Callicoon Tractor Parade
📅 June 8 – Downtown Callicoon
A local favorite! See dozens of decked-out tractors roll through town in this charming, family-friendly parade.
🎏 Livingston Manor Trout Parade
📅 June 14 – Livingston Manor
This whimsical, colorful parade is a local tradition—think trout costumes, music, and floats. Great for families!
🕊️ Monticello Day of Peace and Healing
📅 June 14 – Monticello
A heartfelt community event focused on wellness, connection, and cultural unity.
🏃 Jeffersonville 5K Sap Run
📅 June 14 – Jeffersonville
Run through the scenic countryside for a good cause—bonus points for maple syrup-themed cheer squads!
🧵 Workshops & Creative Gatherings
♻️ Clothing Swap @ Sullivan Public Library
📅 June 6
Give your wardrobe a refresh—bring gently used clothes to swap with neighbors. Sustainable + stylish!
🎨 Screen-Printing Workshop @ Sullivan Public
📅 June 8
Learn how to make your own screen-printed tote or tee in this hands-on creative workshop.
🎭 Theater & Performing Arts
🎭 "Sister Act" – Sullivan County Dramatic Workshop
📅 June 14–22 – Rivoli Theatre, South Fallsburg
A joyous musical comedy full of heart and harmonies.
✈️ "Boeing Boeing"
📅 June 17–22 – Rivoli Theatre
Classic farce, fast-paced fun—perfect for a night of laughter.
🎸 "Next to Normal"
📅 June 24–25 – Rivoli Theatre
A gripping, emotional musical experience you won’t forget.
🌲 Outdoor Fun & Wellness
🏃 Rhulen Rock Hill Run & Ramble
📅 June 14 – Rock Hill
Whether you run or walk, this 5K is a great way to get moving while supporting a local cause.
🌿 Get Outdoors & Get Together Day
📅 June 14 – Catskills Visitor Center, Mount Tremper
Family-friendly hikes, nature games, and hands-on activities for all ages.
🌀 JourneyDance™ at The Chi Hive
📅 Every Monday in June – Narrowsburg
A blend of movement, music, and mindfulness. Open to all!
🛍️ Markets & Local Flavor
🛍️ Kauneonga Lake Farm & Makers Market
📅 Saturdays starting June 14
Shop artisan goods, fresh produce, and lakeside vibes at Veterans Park.
🌽 Narrowsburg Farmers’ Market
📅 June 21
Support local makers and growers in a picturesque riverside setting.
🫖 Sage Sessions (60+ community gathering)
📅 June 5 & 19 – DVAA, Narrowsburg
Great conversation, tea, and company for older adults looking to connect.
📍 Plan Your Sullivan County Stay
With something happening nearly every day, June is the perfect time to explore Sullivan County’s unique blend of nature, creativity, and community. Whether you’re dancing under the stars at Bethel Woods or waving at tractors in Callicoon, there’s magic around every corner.
Stay tuned to Casskell Stays for more trip inspiration, hidden gems, and seasonal guides.
