A lush green golf course with a lake and trees in the background.

Find Hotels with a Pool in Roscoe, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Roscoe Hotels with a Pool

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Roscoe hotels with a pool

Lobby
Breakfast area
Room
Meeting facility

1. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
$99 nightly
$112 total
Sep 7 - Sep 8
Total with taxes and fees
Days Inn by Wyndham Liberty/Monticello
Pool
Gym
Room
Exterior

2. Callicoon Hills

Callicoon Hills
Callicoon Center
$261 nightly
$295 total
Sep 3 - Sep 4
Total with taxes and fees
Callicoon Hills
Aqua center
Ski hill
Lounge
Exterior

3. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
$157 nightly
$177 total
Aug 30 - Aug 31
Total with taxes and fees
Villa Roma Resort and Conference Center
Indoor pool
Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave | Bathroom
Exterior
Lobby

4. Best Western Monticello

Best Western Monticello
Monticello
  • Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
$154 nightly
$174 total
Sep 3 - Sep 4
Total with taxes and fees
Best Western Monticello
Restaurant
Reception
Reception
Exterior

5. The Arnold House

The Arnold House
Livingston Manor
  • Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape.
$378 nightly
$427 total
Aug 30 - Aug 31
Total with taxes and fees
The Arnold House
Outdoor pool
Restaurant
Terrace/patio
Front of property

6. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
$273 nightly
$304 total
Sep 8 - Sep 9
Total with taxes and fees
Eastwind Oliverea Valley
Pool
Interior
Exterior
Interior

7. Coop 003 Summary:<br>Thi

Coop 003 Summary:<br>Thi
Kenoza Lake
$412 nightly
$449 total
Sep 10 - Sep 11
Total with taxes and fees
Coop 003 Summary:<br>Thi
Pool
Room
Property grounds
Interior

8. Coop 004 Summary:<br>Wel

Coop 004 Summary:<br>Wel
Kenoza Lake
$415 nightly
$452 total
Sep 14 - Sep 15
Total with taxes and fees
Coop 004 Summary:<br>Wel
Pool
Living area
Interior
Exterior

9. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
  • Splash into serenity at this historic retreat with private and outdoor pools near Woodstock.
$308 nightly
$346 total
Sep 9 - Sep 10
Total with taxes and fees
5 minutes from original Woodstock site.
Pool
Property grounds
Interior
Exterior

10. Coop 002

Coop 002
Kenoza Lake
$402 nightly
$437 total
Sep 10 - Sep 11
Total with taxes and fees
Coop 002
View all properties

Choose what matters most at hotels with a pool in Roscoe

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Roscoe Hotel Reviews

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Convenient location off 17. Also has a great Italian restaurant next door."
Michael 1-night trip
Posted 2 days ago
Best Western Monticello

Frequently asked questions

What are some hotels with pools in Roscoe?
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Features daily, a pool, and free self parking. Roscoe Mountain Club: Offers a children's pool, a seasonal outdoor pool, and 3 restaurants. Roscoe Coop Clucking Crazy Hut: Hotel located near Resorts World Catskills. Provides a sauna, an indoor pool, and buffet. Winterberry Pond, Converted Barn & Hot Tub: Hotel located near Resorts World Catskills. Offers a full-service spa, an indoor pool, and a sauna. Days Inn by Wyndham Liberty/Monticello: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Roscoe?
Spend some time experiencing the great outdoors at Tennanah Lake and Willowemoc Wild Forest. Discover sights such as Catskill State Park during your stay.
When is the best time to book a hotel with a pool in Roscoe?
Taking into account the local weather in Roscoe is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Roscoe are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.

Explore a world of travel with Expedia