Search Hotels with Pool in Roxbury

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 Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Roxbury hotels with a pool

Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
"Great place to stay when in the area, lovely staff would definitely stay here again."
United States
Paul
The price is Rp2.596.529
Rp2.907.912 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Graham & Co.
Indoor pool
Hotel Vienna

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (728)
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna
Seasonal outdoor pool, pool umbrellas, pool loungers
The Colonial Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is Rp1.491.623
Rp1.640.786 total
includes taxes & fees
30 Dec - 31 Dec
The Colonial Motel
Seasonal outdoor pool
Catskill Seasons Inn

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (241)
"Great Stay would definitely recommend "
United States
Jay
The price is Rp2.494.409
Rp2.793.738 total
includes taxes & fees
4 Jan - 5 Jan 2026
Catskill Seasons Inn
Outdoor pool
Moore's Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is Rp2.008.920
Rp2.169.634 total
includes taxes & fees
31 Dec - 1 Jan 2026
Moore's Motel
Outdoor pool
Kaatskill Mountain Club & Condos by Vail Resorts

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, (324)
"Beautiful resort. "
United States
Kelly
The price is Rp3.666.279
Rp4.365.885 total
includes taxes & fees
6 Jan - 7 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts
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

Frequently asked questions

What are some accommodation options 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. Provides 2 hot tubs, an outdoor pool and a sauna. 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: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Eastwind Windham: Hotel located near Catskill Mountains. Features continental, a seasonal outdoor pool and free self parking.
What is there to see and do in Roxbury?
Explore places such as 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 the local weather in Roxbury into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Roxbury are January, February, December and March, with each month seeing an average of 24 cm of snowfall.