The Best Hotels with a Pool in Ashley Falls, MA from ₩148,738 in 2026

Q: What are some hotels with pools in Ashley Falls?

The Red Lion Inn : Features 3 restaurants, an outdoor pool, and spa services. The Black Swan Lee - Lenox, an Ascend Collection Hotel : Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG : Provides buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington : Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Americas Best Value Inn Torrington CT : Offers a sauna, an outdoor pool, and spa services.

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Our top choices for Ashley Falls hotels with a pool

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

₩148,738 total

includes taxes & fees

Jun 16 - Jun 17

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

₩323,168 total

includes taxes & fees

Jun 16 - Jun 17

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

₩269,383 total

includes taxes & fees

Jun 15 - Jun 16

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

₩257,771 total

includes taxes & fees

Jun 4 - Jun 5

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

₩216,353 total

includes taxes & fees

Jun 9 - Jun 10

2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

₩225,816 total

includes taxes & fees

Jun 16 - Jun 17

Sunset Inn

Lee

Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.

₩185,924 total

includes taxes & fees

Jun 8 - Jun 9

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

Cornwall Bridge

Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.

₩376,043 total

includes taxes & fees

Jun 8 - Jun 9

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Choose what matters most at hotels with a pool in Ashley Falls

Breakfast included

4 stars

Top Ashley Falls Hotel Reviews

Americas Best Value Inn Torrington CT

8/10 Good

"Everything was great."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"The suite is a great option for a family of five. We have disabled children and found it really easy to get to the pool. The rooms and pool are located in the same building. So we didn’t have to walk through a cold parking lot after swimming. It’s a much better location and quality than a lot of the other similar hotels. it’s already across from a grocery store and local restaurants even a McDonald’s. A great all-around family choice."

The Ponds at Foxhollow

4/10 Poor

"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. Front desk staff not very friendly or useful, odd because they don’t have a lot of foot traffic this time of the season. There are other similar facilities in the area that might be worth exploring versus this tired old place."

Frequently asked questions

What are some hotels with pools in Ashley Falls?

The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. The Black Swan Lee - Lenox, an Ascend Collection Hotel: Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Provides buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Americas Best Value Inn Torrington CT: Offers a sauna, an outdoor pool, and spa services.

What is there to see and do in Ashley Falls?

The picturesque setting of Housatonic River showcases the area's natural beauty. Discover sights such as Ashley Falls Woods and Bartholomew's Cobble during your stay.

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