Photo by Elizabeth Massa Peroulakis

Find Hotels with a Pool in Monterey, MA

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Monterey Hotels with a Pool

Top Monterey Hotels with a Pool

Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (448)
"The motel seems to be managed and cleaned by the owners. Not the ritz, but clean and a bargain compared with other lodging in the area. The owner was very responsive. "
The price is ₩96,109
₩107,644 total
includes taxes & fees
Oct 12 - Oct 13
Berkshire Travel Lodge
Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (142)
"Loved everything especially Lucas and Joe💟☮️"
The price is ₩234,043
₩269,149 total
includes taxes & fees
Oct 14 - Oct 15
Blackberry River Inn
Berkshire Mountain Lodge
Indoor pool

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (684)
"Great stay, perfect "
The price is ₩109,303
₩153,904 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (805)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is ₩112,500
₩125,658 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Lenox
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 ₩192,247
₩214,740 total
includes taxes & fees
Nov 9 - Nov 10
Element Lenox Berkshires
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (406)
"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 ₩134,572
₩150,317 total
includes taxes & fees
Oct 15 - Oct 16
Sunset Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (669)
"Very comfortable and safe."
The price is ₩152,658
₩170,516 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (893)
"Excellent customer service and great rooms"
The price is ₩146,677
₩163,839 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 ₩181,139
₩202,332 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox
The Little Lion
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (534)
"Comfy, quiet, and clean "
The price is ₩183,702
₩205,195 total
includes taxes & fees
Nov 2 - Nov 3
The Little Lion
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

Top Monterey Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Room was clean & comfortable. Thank you! Parking was kind of far."
Joy 1-night trip
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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. Berkshires Untold: Offers 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Offers a health club, an indoor pool, and complimentary wired internet access. The Black Swan Lee - Lenox, an Ascend Collection Hotel: Provides a seasonal outdoor pool, an indoor pool, and buffet.
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 Ashintully Gardens, Lake Buel, and Ski Butternut.
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.