Find Hotels with a Pool in Monterey, MA

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Check availability on Monterey Hotels with a Pool

Tonight
Feb 26 - Feb 27
Tomorrow
Feb 27 - Feb 28
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Monterey hotels with a pool

Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (20 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NT$4,353
NT$4,863 total
includes taxes & fees
Mar 9 - Mar 10
Element Lenox Berkshires
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NT$2,902
NT$3,241 total
includes taxes & fees
Mar 9 - Mar 10
The Yankee, Trademark Collection by Wyndham
Indoor pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,120
NT$3,485 total
includes taxes & fees
Feb 28 - Mar 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (740 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is NT$3,232
NT$3,610 total
includes taxes & fees
Mar 10 - Mar 11
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is NT$2,161
NT$2,414 total
includes taxes & fees
Mar 1 - Mar 2
Howard Johnson by Wyndham Lenox
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (169 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$4,877
NT$5,608 total
includes taxes & fees
Mar 1 - Mar 2
Blackberry River Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (864 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NT$3,570
NT$4,687 total
includes taxes & fees
Mar 1 - Mar 2
Berkshire Mountain Lodge
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is NT$2,975
NT$3,324 total
includes taxes & fees
Feb 27 - Feb 28
Sunset Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is NT$3,445
NT$3,848 total
includes taxes & fees
Mar 1 - Mar 2
The Little Lion
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (844 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NT$2,818
NT$3,148 total
includes taxes & fees
Mar 1 - Mar 2
Berkshire Inn
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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Choose what matters most at hotels with a pool in Monterey

Breakfast included
4 stars

Top Monterey Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean room, breakfast was good👍"
Antonina 1-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Monterey?
Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee, Trademark Collection by Wyndham: Offers a seasonal outdoor pool, an indoor pool, and buffet. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Provides a health club, an indoor pool, and complimentary wired internet access. Berkshires Untold: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers 3 restaurants, an outdoor pool, and spa services.
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, Tyringham Cobble, 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.