Hotels with Pool & Resorts in Ashland from NZ$160

  • 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 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, (441 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is NZ$160
includes taxes & fees
18 May - 19 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 price is NZ$304
includes taxes & fees
19 May - 20 May
The Graham & Co.
Property grounds

Cold Spring Lodge - Hotel A

Cold Spring Lodge - Hotel A
Big Indian
The price is NZ$234
includes taxes & fees
21 May - 22 May
Cold Spring Lodge - Hotel A
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.
The price is NZ$287
includes taxes & fees
20 May - 21 May
Hotel Vienna
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 price is NZ$361
includes taxes & fees
27 May - 28 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.
The price is NZ$231
includes taxes & fees
14 May - 15 May
Catskill Seasons Inn
Pool

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
The price is NZ$435
includes taxes & fees
26 May - 27 May
Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
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.
The price is NZ$337
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.
The price is NZ$218
includes taxes & fees
14 May - 15 May
Moore's Motel
Property grounds

Cold Spring Lodge - Cabin 5

Cold Spring Lodge - Cabin 5
Big Indian
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$525
includes taxes & fees
20 May - 21 May
Cold Spring Lodge - Cabin 5
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

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 2 weeks 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?
Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay: Hotel located near Catskill Mountains. Features a full-service spa, a seasonal outdoor pool and complimentary bicycles. Hunter Lodge, a Bluebird by Lark: 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. Emerson Resort & Spa: Hotel, 2-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna. The Graham & Co.: 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.