TOP Hotels with Swimming Pool in Glendale, MA for 2026

Q: What are some accommodation options with pools in Glendale?

Berkshire Mountain Lodge : Features free self parking, an indoor pool and complimentary wireless Internet access. Quality Inn Great Barrington : Provides a seasonal outdoor pool, an indoor pool and buffet. The Yankee Inn : Offers 3 restaurants, an outdoor pool and spa services. Berkshires Untold : Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn : Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

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 Glendale Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Glendale hotels with a pool

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

₹15,262 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

2. Courtyard by Marriott Lenox Berkshires

Lenox

Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.

₹13,346 total

includes taxes & fees

8 Nov - 9 Nov

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

3. 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.

₹9,562 total

includes taxes & fees

12 Nov - 13 Nov

An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

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

₹15,151 total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

5. The Red Lion Inn

Stockbridge

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

₹21,487 total

includes taxes & fees

4 Nov - 5 Nov

6. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

₹11,650 total

includes taxes & fees

4 Nov - 5 Nov

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

7. The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

₹10,712 total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

8. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

₹12,624 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Choose what matters most at hotels with a pool in Glendale

Breakfast included

4 stars

Top Glendale Hotel Reviews

The Red Lion Inn

8/10 Good

"Very charming, particularly the main house. We were at another structure off the main place which was perfectly nice but perhaps less charming."

The Yankee Inn

10/10 Excellent

"We had a wonderful stay over the weekend. Bed VERY comfortable. Quiet, except one early am with kids running in the halls! Parents issue! Breakfast was good. Several items needing to be replenished each am. Had to go and ask the girls a few times. They were in the back room eating, seemingly unaware of restocking needed items. The bar on the weekend was an extra perk! Loved Carl 💕, the bartender , quite a conversationalist. Overall beautiful location , walking path in the back was nice, in the back of the hotel."

Frequently asked questions

What are some accommodation options with pools in Glendale?

Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Quality Inn Great Barrington: Provides a seasonal outdoor pool, an indoor pool and buffet. The Yankee Inn: Offers 3 restaurants, an outdoor pool and spa services. Berkshires Untold: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Glendale?

Spend some time experiencing the great outdoors at Housatonic River. Discover sights such as Norman Rockwell Museum, Naumkeag Museum and National Shrine of the Divine Mercy during your stay.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Swimming Pool in Glendale on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Glendale Hotels with Swimming Pool

Our top choices for Glendale hotels with a pool

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Courtyard by Marriott Lenox Berkshires

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG