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

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Check availability on Roxbury Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Roxbury hotels with a pool

Seasonal outdoor pool, pool umbrellas, sun loungers

1. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (468 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is ￥13,464
￥14,811 total
includes taxes & fees
Sep 1 - Sep 2
The Colonial Motel
Outdoor pool

2. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is ￥18,888
￥20,399 total
includes taxes & fees
Aug 2 - Aug 3
Moore's Motel
Indoor pool

3. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (835 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is ￥19,681
￥23,977 total
includes taxes & fees
Aug 5 - Aug 6
Hotel Vienna
Seasonal outdoor pool

4. Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.0 out of 10, Very Good, (260 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is ￥25,184
￥28,206 total
includes taxes & fees
Aug 2 - Aug 3
Catskill Seasons Inn
Seasonal outdoor pool

5. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (301 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is ￥32,440
￥36,331 total
includes taxes & fees
Aug 2 - Aug 3
Shandaken Inn
Seasonal outdoor pool

6. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is ￥25,728
￥27,787 total
includes taxes & fees
Aug 2 - Aug 3
The Winwood Condominiums
Outdoor pool

7. 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, (402 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is ￥32,670
￥38,903 total
includes taxes & fees
Aug 18 - Aug 19
Kaatskill Mountain Club & Condos by Vail Resorts
Terrace/patio

8. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (49 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is ￥27,139
￥30,397 total
includes taxes & fees
Aug 17 - Aug 18
The Graham & Co.
Outdoor pool

9. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (110 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is ￥34,346
￥44,964 total
includes taxes & fees
Aug 12 - Aug 13
Wylder Hotel Windham
Outdoor pool, pool umbrellas, sun loungers

10. Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.2 out of 10, Wonderful, (55 reviews)
The price is ￥41,510
￥54,113 total
includes taxes & fees
Aug 2 - Aug 3
Eastwind Oliverea Valley
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
"Beautiful location with the vibe of a vintage motel, but the updates and amenities of a more pampered stay. The staff were very helpful and kind, and floating in the pool after a long-day's drive was so refreshing. We definitely be staying here on future trips to the area!"
Kathleen 1-night trip
Posted 4 days ago
The Graham & Co.

Frequently asked questions

What are some accommodations with pools in Roxbury?
The Roxbury: Features 2 hot tubs, a seasonal outdoor pool, and a sauna. Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Wylder Hotel Windham: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts: Provides a snack bar/deli, a seasonal outdoor pool, and on-the-go.
What is there to see and do in Roxbury?
The picturesque setting of East Branch Delaware River and Relay State Forest showcase the area's natural beauty. Discover sights such as Roxbury Town Hall, Plattekill Mountain, and Plattekill 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.