Hotels with Swimming Pool in Roxbury, New York

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Roxbury Hotels with Swimming Pool

Top Roxbury Hotels with Swimming Pool

Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (703)
Crystal-clear waters beckon at the indoor aquatic sanctuary, perfect for unwinding after mountain adventures. Complimentary bicycles await outside while spotless rooms offer balconies overlooking breathtaking woodland scenery and nearby ski slopes.
Hotel Vienna
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (20)
Mountain adventures begin poolside at this charming Catskills retreat. Seasonal swimming pairs perfectly with complimentary bicycle rentals for exploring nearby hiking trails. Evenings transform with the glow of the firepit and entertainment in the arcade room.
The price is P8,070
P9,039 total
includes taxes & fees
Dec 15 - Dec 16
The Graham & Co.
Seasonal outdoor pool
Catskill Seasons Inn

Catskill Seasons Inn

2.5 star property
Shandaken
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.2 out of 10, Very Good, (237)
Sparkling seasonal pool waters invite summer relaxation amid picturesque mountain surroundings. Guests appreciate the peaceful grounds, complimentary continental breakfast featuring fresh bagels, and modern, spacious accommodations with premium bedding.
The price is P7,028
P7,871 total
includes taxes & fees
Dec 15 - Dec 16
Catskill Seasons Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
The Colonial Motel

The Colonial Motel

2.5 star property
Grand Gorge
  • Pool loungers
9.4 out of 10, Exceptional, (403)
Surrounded by outdoor adventures from Mine Kill State Park to ski resorts, this motel offers a pristine seasonal pool complete with sun loungers and umbrellas. Clean, individually decorated rooms provide a cozy mountain retreat.
The price is P5,250
P5,775 total
includes taxes & fees
Nov 27 - Nov 28
The Colonial Motel
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
  • Outdoor pool
9.2 out of 10, Wonderful, (314)
Heated pool waters invite swimmers for a refreshing mountain escape with stunning views. Beyond aquatic amenities, this hotel offers a sauna, steam room, and access to Van Winkle's restaurant serving outstanding American cuisine.
The price is P11,646
P13,868 total
includes taxes & fees
Dec 16 - Dec 17
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool
Moore's Motel

Moore's Motel

2.5 star property
Prattsville
  • Outdoor pool
8.6 out of 10, Excellent, (158)
Crystal-clear waters beckon at the outdoor pool, where guests relish tranquil swims amid landscaped gardens. Barbecue grills nearby create opportunities for alfresco dining, complementing this exceptionally clean, comfortable retreat.
The price is P7,071
P7,637 total
includes taxes & fees
Nov 19 - Nov 20
Moore's Motel
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
  • Pool
  • Parking included
  • Free WiFi
  • Game room
  • Laundry
  • Housekeeping
8.8 out of 10, Excellent, (343)
Mountainside relaxation awaits at the seasonal outdoor pool, perfect for summer splashes between skiing adventures. With ski shuttle service, passes, and nearby hiking trails, this hotel balances aquatic refreshment with alpine exploration.
The price is P9,958
P10,755 total
includes taxes & fees
Nov 19 - Nov 20
Winwood Condominiums by Windham Mountain Club
Outdoor pool
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
  • Outdoor pool
8.8 out of 10, Excellent, (81)
Seasonal outdoor pool creates a refreshing summer sanctuary after exploring nearby mountain trails. Beyond swimming, guests enjoy complimentary bicycles, an on-site restaurant with happy hour, and cozy rooms equipped with bathrobes and modern comforts.
The price is P10,346
P14,126 total
includes taxes & fees
Nov 23 - Nov 24
Wylder Hotel Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Roxbury Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Really great spot!"
Aria 1-night trip
Posted 1 day ago
Hotel Vienna
Catskill Seasons Inn

Catskill Seasons Inn

10/10 Excellent
"Check in was easy. Staff was very friendly. Room was clean and well appointed. Three super minor, small issues: a pan was rusting through, the bathroom fan was broken, and our blinds were stuck. Only blinds no curtains. Loved having an actual kitchenette. Bed was comfy. Plenty of storage. Very quiet. Good wifi. Great location. Would come back!"
Sarah 2-night trip
Posted 2 months ago
Catskill Seasons Inn

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Roxbury?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hotel Vienna: Hotel, 13-minute walk from Hunter Mountain. Features a sauna, an outdoor pool, and complimentary wireless internet access. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Kaatskill Mountain Club at Hunter Mountain: Hotel located near Catskill Mountains. Provides continental, a seasonal outdoor pool, and free self parking. Eastwind Windham: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Roxbury?
Explore places like Hunter Mountain while you're in the area. The picturesque setting of East Branch Delaware River and Relay State Forest showcase the area's natural beauty.
When is the best time to book a hotel with a pool in Roxbury?
Taking into account the local weather in Roxbury 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 63°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Roxbury are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.