Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pools in Monterey

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Monterey Hotels with Swimming Pools

Next weekend
In two weeks

Top Hotels with Swimming Pools in Monterey

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (108)
"Very helpful and friendly staff"
The price is S$246
includes taxes & fees
24 Jun - 25 Jun
Blackberry River Inn

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$450
includes taxes & fees
23 Jun - 24 Jun
The Old Inn On The Green

Sunset Inn

2.0 star property
7.6 out of 10, Good, (381)
"The room was clean and perfect for our stay."
The price is S$134
includes taxes & fees
9 Jul - 10 Jul
Sunset Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (126)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is S$198
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The price is S$330
includes taxes & fees
13 Jul - 14 Jul
The Ponds at Foxhollow

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is S$300
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$282
includes taxes & fees
25 Jun - 26 Jun
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (737)
"Was great loved the jacuzzi tub "
The price is S$128
includes taxes & fees
23 Jun - 24 Jun
Howard Johnson by Wyndham Lenox
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.

Frequently asked questions

What are some accommodation options with pools in Monterey?
Quality Inn: Offers a seasonal outdoor pool, an indoor pool and buffet. The Yankee, Trademark Collection by Wyndham: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Best Western Plus Berkshire Hills Inn & Suites: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Provides 3 restaurants, an outdoor pool and spa services. Berkshires Untold: Features free self parking, an indoor pool and complimentary wireless 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 Lake Buel, Ski Butternut and Goose Pond 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.