Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pool in Monterey, Massachusetts

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Check availability on Monterey Hotels with Swimming Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Top Monterey Hotels with Swimming Pool

Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is P9,554
P10,987 total
includes taxes & fees
Oct 2 - Oct 3
Blackberry River Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (883)
"Our stay was very pleasant "
The price is P5,697
P6,364 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Indoor pool

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (668)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is P6,258
P8,289 total
includes taxes & fees
Oct 2 - Oct 3
Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1014)
"Nice area to visit "
The price is P6,749
P7,539 total
includes taxes & fees
Oct 2 - Oct 3
The Yankee, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (803)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is P4,592
P5,129 total
includes taxes & fees
Oct 8 - Oct 9
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (45)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is P8,672
P9,686 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Berkshire Inn
Seasonal outdoor pool

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (822)
"The bed was very comfortable."
The price is P4,999
P5,583 total
includes taxes & fees
Oct 2 - Oct 3
Berkshire Inn
Hampton Inn & Suites Berkshires-Lenox
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Very clean, nice amenities , great location!!"
The price is P7,866
P8,786 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Berkshires-Lenox
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (407)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
The price is P5,820
P6,501 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Inn
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is P9,836
P10,987 total
includes taxes & fees
Oct 31 - Nov 1
Element Lenox Berkshires
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.
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Top Monterey Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"The staff was helpful, friendly. Nice location. The room was very clean and quiet, but so much of the place is brown. Brown carpet, brown paneled walls, brown chair, brown furniture, brown lamps. A minor detraction, but I look at hotel decor with a discerning eye and I like things to be less bland/mundane."
Elizabeth 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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Frequently asked questions

What are some accommodations with pools in Monterey?
Berkshire Mountain Lodge: Offers free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Quality Inn: Offers free self parking, an outdoor pool, and complimentary wireless internet access. Berkshires Untold: Features a health club, an indoor pool, and complimentary 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, check out sights such as Lake Buel, Ski Butternut, and Goose Pond Reservation.
When is the best time to book a hotel with a pool in Monterey?
Taking into account the local weather in Monterey can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.