A calm river with large rocks, surrounded by trees with autumn foliage.

Hotels with Swimming Pool in Roxbury, New York

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Check availability on Roxbury Hotels with Swimming Pool

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Roxbury hotels with a pool

Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (450 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is P5,473
P6,020 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Motel
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (820 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is P8,731
P10,491 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Vienna
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is P7,371
P7,961 total
includes taxes & fees
Jul 8 - Jul 9
Moore's Motel
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (257 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is P9,153
P10,251 total
includes taxes & fees
Jul 12 - Jul 13
Catskill Seasons Inn
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (45 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is P9,436
P10,567 total
includes taxes & fees
Jul 20 - Jul 21
The Graham & Co.
Outdoor pool

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (378 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is P18,851
P22,448 total
includes taxes & fees
Jul 13 - Jul 14
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is P12,660
P14,179 total
includes taxes & fees
Jul 19 - Jul 20
Shandaken Inn
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (355 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is P9,902
P10,694 total
includes taxes & fees
Jul 6 - Jul 7
The Winwood Condominiums
Outdoor pool, pool umbrellas, sun loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (54 reviews)
The price is P16,530
P21,500 total
includes taxes & fees
Jul 7 - Jul 8
Eastwind Oliverea Valley
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (101 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is P12,171
P16,216 total
includes taxes & fees
Jul 19 - Jul 20
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.
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Choose what matters most at hotels with a pool in Roxbury

Breakfast included
Hot tub

Top Roxbury Hotel Reviews

The Graham & Co.

The Graham & Co.

10/10 Excellent
"We had an amazing stay! The service was absolutely perfect from start to finish. The place has such a warm, family atmosphere, and you can truly feel how much the owners care about both their property and their guests—they live nearby, and their love for this place really shows. It’s also incredibly dog-friendly, which made our trip even more enjoyable. The amenities are outstanding and make it the perfect place to disconnect and recharge. We loved grilling outside, relaxing by the fire pit in the evening, and spending time by the pool while taking in the breathtaking mountain views. We highly recommend this place and can’t wait to come back!"
Alena 1-night trip
Posted 1 day ago
The Graham & Co.

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, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool, and a sauna. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Features a snack bar/deli, a seasonal outdoor pool, and on-the-go. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Urban Cowboy Lodge: Hotel located near Hunter Mountain. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Roxbury?
The picturesque setting of East Branch Delaware River showcases the area's natural beauty. Discover sights such as Roxbury Town Hall, Plattekill Mountain, and Relay State Forest during your stay.
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.

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