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Ashland Hotel with Pool

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Check availability on Ashland Hotel with Pool

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

Our top choices for Ashland hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool 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 HK$699
HK$769 total
includes taxes & fees
12 Jul - 13 Jul
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 HK$1,115
HK$1,339 total
includes taxes & fees
28 Jul - 29 Jul
Hotel Vienna
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 HK$1,205
HK$1,349 total
includes taxes & fees
20 Jul - 21 Jul
The Graham & Co.
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (291 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is HK$1,616
HK$1,810 total
includes taxes & fees
20 Jul - 21 Jul
Shandaken Inn
Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (78 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is HK$2,149
HK$2,407 total
includes taxes & fees
6 Jul - 7 Jul
Emerson Resort & Spa
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 HK$1,169
HK$1,309 total
includes taxes & fees
9 Jul - 10 Jul
Catskill Seasons Inn
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 HK$941
HK$1,016 total
includes taxes & fees
7 Jul - 8 Jul
Moore's Motel
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (100 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is HK$1,554
HK$2,070 total
includes taxes & fees
21 Jul - 22 Jul
Wylder Hotel Windham
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (354 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is HK$1,264
HK$1,365 total
includes taxes & fees
6 Jul - 7 Jul
The Winwood Condominiums
Outdoor pool, pool umbrellas, pool loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (53 reviews)
The price is HK$2,111
HK$2,745 total
includes taxes & fees
7 Jul - 8 Jul
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 Ashland

Breakfast included
4 stars

Top Ashland 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 17 hours ago
The Graham & Co.

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool and free self parking. Hotel Vienna: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Emerson Resort & Spa: Hotel, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Features a snack bar/deli, a seasonal outdoor pool and on-the-go. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles.
What is there to see and do in Ashland?
The picturesque settings of Mountain Top Arboretum and Belleayre Beach showcase the area's natural beauty. Discover sights such as Ashland Town Hall during your stay.
When is the best time to book a hotel with a pool in Ashland?
Taking the local weather in Ashland 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 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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