TOP Hotels with Pool in Monterey, MA for 2026

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

Berkshire Mountain Lodge : Offers free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn : Provides a seasonal outdoor pool, an indoor pool and buffet. Berkshires Untold : Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. Quality Inn Great Barrington : Hotel located near National Shrine of the Divine Mercy. Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn : Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access.

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Our top choices for Monterey hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

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

Rp2.856.547 total

includes taxes & fees

7 Jul - 8 Jul

M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Norfolk

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

Rp3.197.742 total

includes taxes & fees

28 Jun - 29 Jun

The Little Lion

Great Barrington

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

Rp2.393.821 total

includes taxes & fees

7 Jul - 8 Jul

The Red Lion Inn

Stockbridge

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

Rp4.069.495 total

includes taxes & fees

8 Jul - 9 Jul

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

Rp1.974.902 total

includes taxes & fees

7 Jul - 8 Jul

Berkshire Inn

Pittsfield

Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.

Rp1.795.165 total

includes taxes & fees

25 Jun - 26 Jun

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

Rp3.411.248 total

includes taxes & fees

6 Jul - 7 Jul

Sunset Inn

Lee

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

Rp1.974.902 total

includes taxes & fees

6 Jul - 7 Jul

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Choose what matters most at hotels with a pool in Monterey

Breakfast included

4 stars

Top Monterey Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Stayed in an accessible room, with my 5 month old aand recently handicapped wife. Room and facilities were perfect. Very much recommended for accessibility needs."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"Property is adequate, though rundown. The building is undergoing renovations, and hopefully, a better hotel will emerge. The suite was clean with nice views of the surrounding area, but the living room area was dated, and the kitchen was undersized. We did not utilize the pool or the restaurant. Overall, I would rank the hotel as good, but be aware that construction is ongoing. Location is very good, within walking distance to several restaurants and stores."

Quality Inn Great Barrington

8/10 Good

"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain time for a gathering."

Frequently asked questions

What are some accommodation options with pools in Monterey?

Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn: Provides a seasonal outdoor pool, an indoor pool and buffet. Berkshires Untold: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. Quality Inn Great Barrington: Hotel located near National Shrine of the Divine Mercy. Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Monterey?

Spend some time experiencing the great outdoors at Bidwell House Museum. During your stay, visit sights such as Ashintully Gardens, Lake Buel and McLennan Reservation.

When is the best time to book a hotel with a pool in Monterey?

Taking the local weather in Monterey into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Monterey are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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