Hotels with an Outdoor Pool in Massachusetts from $100

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Top Cities in Massachusetts

Check availability on Massachusetts Hotels with an Outdoor Pool

Our top choices for Massachusetts hotels with an outdoor pool

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1525)
"excellent quality of food. Pool and hot tub fabulous"
United States
Deborah
$100 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Bayside Resort Hotel

John Carver Inn & Spa

John Carver Inn & Spa
3.0 star property
Plymouth Cultural District
8.0 out of 10, Very Good, (1031)
"Clean quiet rooms, comfortable beds, great location; my friend and I visit every year ! "
United States
Caroline
$146 nightly
The price is $163
Dec 23 - Dec 24
Total with taxes and fees
John Carver Inn & Spa

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham
3.5 star property
Waltham
8.0 out of 10, Very Good, (2680)
"Loved how spacious the rooms are, the bar and lounge were a great place to relax and get a drink."
United States
Lori
$95 nightly
The price is $106
Jan 15 - Jan 16, 2026
Total with taxes and fees
Embassy Suites by Hilton Boston Waltham

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (2267)
"Great hotel, very nice and clean "
United States
Kyle
$258 nightly
The price is $300
Dec 19 - Dec 20
Total with taxes and fees
The Colonnade Hotel Back Bay

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1004)
"Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. "
United States
Max
$89 nightly
The price is $100
Dec 21 - Dec 22
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst

Hampton Inn Boston/Natick

Hampton Inn Boston/Natick
4.0 star property
Auburndale
8.0 out of 10, Very Good, (999)
"***Giving 5-star for the experience with front office staff*** I didn't actually get a chance to stay at this hotel because of travel restrictions with Covid-19. I tried calling Expedia multiple times for about 5 days and couldn't get through to cancel and basically gave up and decided took a loss for my reservation since I purchased the non-refundable option. However, the night I was suppose to check-in, I was surprise the hotel reached out to me and told me that they would honor my...
Canada
Anonymous traveler
Hampton Inn Boston/Natick

Sandwich Lodge & Resort

Sandwich Lodge & Resort
2.0 star property
Sandwich
8.6 out of 10, Excellent, (1007)
"The room was clean, breakfast was good. Perfect for a few nights."
United States
Tracy
$109 nightly
The price is $125
Dec 21 - Dec 22
Total with taxes and fees
Sandwich Lodge & Resort

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1740)
"Excellent hotel very nice "
United States
PAUL
$139 nightly
The price is $162
Dec 28 - Dec 29
Total with taxes and fees
Sheraton Boston, a Marriott Hotel

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center
8.0 out of 10, Very Good, (1305)
"Great staff, very clean property, and good breakfast. "
United States
Jasmine
$111 nightly
The price is $125
Dec 21 - Dec 22
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Springfield MA

The Verb Hotel

The Verb Hotel
3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (1959)
"Breakfast very limited, but otherwise nice place to stay."
United States
Gemma
$139 nightly
The price is $162
Dec 21 - Dec 22
Total with taxes and fees
The Verb Hotel
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