🎱🎳 Winter Fun in the Catskills: Where to Go Bowling & Play Billiards in & Around Sullivan County
Winter in the Catskills can be snowy, chilly, and the perfect excuse to seek out some friendly indoor competition. Whether you’re planning a family outing, a casual date, or a fun night with friends, Sullivan County and the surrounding area have some great spots to bowl, roll strikes, and shoot pool. Here’s your guide to cozy entertainment off the slopes and out of the cold.
🎳 Top Places to Go Bowling
Bowling is still a classic way to spend a winter evening — and Sullivan County has some fun options from family-friendly lanes to modern entertainment centers.
Bowling On Broadway – Monticello
A shining addition to downtown Monticello, Bowling On Broadway LLC brings brand-new bowling to the heart of Sullivan County. With 12 modern lanes and even mini lanes for kids, this multi-floor space mixes friendly competition with arcade games, pizza, and fun for all ages — a perfect post-dinner hangout.
Quinnz Pinz – Middletown
Bowling alley
Right over the county line in Middletown, Quinnz Pinz offers classic bowling fun with updated technology and vibrant decor. Whether you’re planning a birthday outing or a casual night, this alley’s energetic vibe makes every frame feel like a party.
Other Classic Lanes Worth Mentioning
While smaller and more low-key, Sullivan County still has traditional bowling spots like Kiamesha Lanes and Callicoon Kristal Bowl that give off that nostalgic “old-school bowling night” vibe — perfect if you just want to roll a few games with family or friends.
🎱 Local Spots to Shoot Pool & Play Billiards
There aren’t a ton of dedicated billiard halls right inside Sullivan County yet, but plenty of nearby locations make great pit stops for pool lovers.
Village Billiards – Warwick, NY - Pool hall
Just a scenic drive from Sullivan County, Village Billiards is a local favorite known for quality tables and a relaxed atmosphere — ideal for casual games with friends or date night pool.
Round1 Bowling & Arcade Galleria at Crystal Run – Middletown, NY - Pool hall
A little outside the county, Round1’s massive entertainment complex mixes bowling and arcade games — and with plenty of pool tables and group games, it’s a great destination for longer winter excursions.
🍻 Bars & Pubs with Billiards or Pool Vibes
🕰️ Historic Spot with Billiards • Western Inn –
This classic Callicoon tavern and inn has a historic billiards table tucked into its vintage bar room, where you can soak up old-town Catskills vibes over a drink and a game. It’s a cozy, unique stop after a day out exploring Callicoon’s Main Street — perfect for a winter evening.
🍺 Classic Local Bar• Rafter's Tavern –
A beloved neighborhood bar and grill with a great selection of local brews, live music nights, and a casual, friendly atmosphere. While it’s not a dedicated billiards hall, locals often set up casual games and it’s one of the best laid-back spots in town for drinks and friendly competition with buddies.
🍻 Fun Nearby Options
If you’re open to grabbing a drink with pool tables just a bit outside Callicoon:
Pat's Bar – A classic Pennsylvania bar in nearby Hawley with a pool table and cold drinks, great for a casual night out.
🪩 Tips for Billiards & Bowling in Winter
Combine activities: Spend an afternoon bowling, then head to a nearby café for hot chocolate or a warm meal.
Check for specials: Many alleys offer weekday deals or party packages — perfect for groups or kids during school breaks.
Call ahead: Smaller, classic lanes sometimes have limited hours in the winter — giving them a quick call before stopping by helps avoid a chilly trip with closed doors.
Make it a weekend!
FRIDAY NIGHT
Bowling in Monticello
📍 Bowling On Broadway LLC
• Modern bowling lanes
• Arcade games
• Family & group friendly
• Great for double dates
• Downtown Monticello location
✨ Pro Tip: Loser buys pizza.
🎱 SATURDAY AFTERNOON
Billiards + Arcade Fun
📍 Round1 Bowling & Arcade Galleria at Crystal Run
• Bowling + pool tables
• Massive arcade
• Perfect for snowy afternoons
• Teen & big group friendly
• Easy drive from Sullivan County
✨ Idea: Host a mini 8-ball tournament.
🎳 SATURDAY NIGHT
Classic Bowling Energy
📍 Quinnz Pinz
• Neon lights & fun vibes
• Casual competition
• Great for friend groups
• Nostalgic winter fun
✨ Winter Mood: Snow outside, strikes inside.
☕ SUNDAY RESET
Slow Catskills Morning
• Sleep in
• Pancakes + coffee at your stay
• Cozy movie morning
• Short winter walk before checkout
❄️ WHY WE LOVE THIS PLAN
✔ Indoor-friendly
✔ Perfect for couples, families & friend groups
✔ Easy weekend itinerary
✔ Cozy + competitive
🎱 Whether you’re rolling strikes or shooting pool, winter in the Catskills doesn’t mean staying bored inside. From lively bowling alleys like Bowling On Broadway to pool-friendly spots in nearby towns, there’s something for everyone to enjoy during the snowy season. Let Casskell Stays be your guide to cozy indoor fun this winter!
