Search Hotels with Pool in Ashland

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Check availability on Ashland Hotels with Pool

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, (440 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
"Wonderful pool and yard!"
United States
Lori
The price is ฿2,869
฿3,156 total
includes taxes & fees
12 May - 13 May
The Colonial Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (35 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
"The staff were very friendly and hospitable. It showed that they really cared about our comfort during the stay. The room was clean and cozy feeling. It was a great experience. "
United States
Lisa
The price is ฿5,207
฿5,832 total
includes taxes & fees
19 May - 20 May
The Graham & Co.
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, (67 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
"The hot stone massage restored me. The property is very clean with a rustic feel to the room I stayed in. Hot tub was smaller than expected. It is good for families with outdoor space for kids to play. "
United States
ELEANOR
The price is ฿6,343
฿7,105 total
includes taxes & fees
11 May - 12 May
Emerson Resort & Spa
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (252 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
"Very peaceful woods setting. Friendly staff and the pool was marvelous."
United States
Ihab
The price is ฿3,961
฿4,436 total
includes taxes & fees
12 May - 13 May
Catskill Seasons Inn
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
"Loved the pool."
United States
Shana
The price is ฿4,577
฿5,499 total
includes taxes & fees
18 May - 19 May
Hotel Vienna
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (279 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
"We had the best time relaxing at the pool and in all of the outdoor space."
United States
Caitlin
The price is ฿5,767
฿6,459 total
includes taxes & fees
27 May - 28 May
Shandaken Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
"Pool area and garden look great."
United States
allan
The price is ฿3,864
฿4,173 total
includes taxes & fees
11 May - 12 May
Moore's Motel
Outdoor pool, pool umbrellas, pool loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (47 reviews)
"Absolutely wonderful property! Alison warmly welcomed us and guided us throughout. Scandinavian design with Mid Century Vintage furnishings. This room features a private entrance, vintage desk and large window nook. We enjoyed the views of the beautiful grounds while seated on your private lounge chairs outside of our room. The onsite Dandelion restaurant had amazing vibe and equally amazing food and drinks. Breakfast was a lovely basket that we enjoyed in our patio. Large, clean bathrooms....
Philippines
ARISREED
The price is ฿7,216
฿9,597 total
includes taxes & fees
19 May - 20 May
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 absolutely loved our stay at The Graham & Co.—it’s the kind of place that instantly puts you at ease. From the moment we arrived there was this quaint, laid-back relaxing vibe that made it so easy to unwind. Everything felt very thoughtful from the design, cozy spaces, and nothing overdone. Our bungalow room was spectacular yet comfortable and inviting, and it really felt like a little escape from the usual rush. We spent our mornings sipping coffee in the fresh mountain air & hiking near the waterfalls and our evenings just slowing down whether that meant hanging by the fire pit or just enjoying the quiet. There’s something really special about how peaceful it feels here without trying too hard. It’s rare to find a place that feels this easygoing and genuine. We left feeling recharged and already talking about coming back."
JEANETTE 3-night trip
Posted 12 days ago
The Graham & Co.
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice."
Marek 2-night trip
Posted 1 month ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Ashland?
Hunter Lodge, a Bluebird by Lark: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Emerson Resort & Spa: Offers a snack bar/deli, a seasonal outdoor pool and on-the-go. Urban Cowboy Lodge: Features daily, an indoor pool and free self parking. The Graham & Co.: Hotel, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Hotel Vienna: Offers a sauna, an outdoor pool and spa services.
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.