Hotels with Pool & Resorts in Ashland from NZ$171

  • 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

Tonight
28 Mar - 29 Mar
Tomorrow
29 Mar - 30 Mar
Next weekend
3 Apr - 5 Apr
In two weeks
10 Apr - 12 Apr

Our top choices for Ashland hotels with a pool

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
9.4 out of 10, Exceptional, (56 reviews)
"The property was beautiful and the staff was helpful and friendly. "
United States
Jana
The price is NZ$371
includes taxes & fees
30 Mar - 31 Mar
Emerson Resort & Spa
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, (436 reviews)
"Friendly staff and clean room"
United States
Karen
The price is NZ$171
includes taxes & fees
30 Mar - 31 Mar
The Colonial Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (27 reviews)
"The staff is super friendly and the place is fun"
United States
Naheima Nathalie
The price is NZ$248
includes taxes & fees
12 Apr - 13 Apr
The Graham & Co.
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (96 reviews)
"Beautiful scenery and great staff"
United States
Ransisi
The price is NZ$416
includes taxes & fees
3 Apr - 4 Apr
Wylder Hotel Windham
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (251 reviews)
"Great stay!!! "
United States
Jordana
The price is NZ$240
includes taxes & fees
1 Apr - 2 Apr
Catskill Seasons Inn
Pool

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
"We couldn't ask for a better location for snowboarding at Hunter. Nice apartment. We'd definitely go back next time."
United States
Rui
The price is NZ$365
includes taxes & fees
5 Apr - 6 Apr
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Pool

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Lanesville
10.0 out of 10, Exceptional, (3 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is NZ$382
includes taxes & fees
31 Mar - 1 Apr
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Outdoor pool, pool umbrellas, pool loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (43 reviews)
"Outstanding, beautifully designed boutique hotel with great amenities. "
United States
Benedict
The price is NZ$460
includes taxes & fees
12 Apr - 13 Apr
Eastwind Oliverea Valley
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (275 reviews)
"Amazing stay"
United States
Alice
The price is NZ$349
includes taxes & fees
30 Mar - 31 Mar
Shandaken Inn
Property grounds

Cold Spring Lodge - Hotel A

Cold Spring Lodge - Hotel A
Big Indian
The price is NZ$272
includes taxes & fees
31 Mar - 1 Apr
Cold Spring Lodge - Hotel A
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The hotel was very neat. The staffs were very nice. They made our stay very welcoming."
Carline 3-night trip
Posted 6 days ago
Hotel Vienna

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, 2-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Urban Cowboy Lodge: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Features a sauna, an outdoor pool and spa services. Eastwind Windham: Features a snack bar/deli, a seasonal outdoor pool and on-the-go.
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.