Compare Hotels with Pools in Massachusetts
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Featured Massachusetts Hotels with Pools

Bayside Resort Hotel
225 Route 28 West Yarmouth MA
$110 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Main Street.
Pool
Hot Tub

John Carver Inn & Spa
25 Summer Street Plymouth MA
$149 nightly
The price is $167 total per night
$167 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
With a stay at John Carver Inn & Spa in Plymouth (Plymouth Cultural District), you'll be steps from Richard Sparrow House and John Jenney Museum.
Pool
Hot Tub

Embassy Suites by Hilton Boston Waltham
550 Winter Street Waltham MA
$95 nightly
The price is $106 total per night
$106 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Embassy Suites by Hilton Boston Waltham in Waltham, you'll be in the business district, within a 15-minute drive of Harvard University and Tufts University.
Pool
Breakfast included

Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
$85 nightly
The price is $95 total per night
$95 total
Dec 29 - Dec 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Red Roof Inn PLUS+ South Deerfield – Amherst in South Deerfield, you'll be within a 15-minute drive of University of Massachusetts Amherst and Yankee Candle Village.
Pet friendly
Parking included

The Colonnade Hotel Back Bay
120 Huntington Avenue Boston MA
$250 nightly
The price is $291 total per night
$291 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
In the heart of Boston, The Colonnade Hotel Back Bay is within a 5-minute drive of Northeastern University and Boston Museum of Fine Arts.
Pool
Pet friendly

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
$111 nightly
The price is $125 total per night
$125 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at La Quinta Inn & Suites by Wyndham Springfield MA places you in the heart of Springfield, within a 5-minute drive of Paramount Theater and MGM Springfield.
Pool
Breakfast included

Sandwich Lodge & Resort
54 Route 6A Sandwich MA
$109 nightly
The price is $125 total per night
$125 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Sandwich Lodge & Resort in Sandwich, you'll be connected to a shopping center, within a 5-minute drive of Cape Cod Beaches and Shawme-Crowell State Forest.
Pool
Breakfast included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub

Hampton Inn Boston/Natick
319 Speen Street, 7 Newton MA
With a stay at Hampton Inn Boston/Natick in Newton (Auburndale), you'll be within a 15-minute drive of Harvard University and Harvard Square.
Pool
Pet friendly

Revere Hotel Boston Common
200 Stuart St Boston MA
$176 nightly
The price is $205 total per night
$205 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Revere Hotel Boston Common places you in the heart of Boston, within a 10-minute walk of Boston Common and Newbury Street.
Pet friendly
Free WiFi

Hilton Boston/Woburn
2 Forbes Rd. Woburn MA
$114 nightly
The price is $127 total per night
$127 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Woburn, Hilton Boston/Woburn is in the business district, within a 15-minute drive of Burlington Mall and Bunker Hill Monument.
Pool
Pet friendly
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.
Massachusetts Hotels with Pools essential information
Hotels with Pools in Massachusetts |
631 |
|---|---|
Highest price | $291 |
Cheapest price | $95 |
Total number of hotels in Massachusetts | 17,419 |
Popular hotels | Bayside Resort Hotel, John Carver Inn & Spa, Embassy Suites by Hilton Boston Waltham, Red Roof Inn PLUS+ South Deerfield – Amherst, The Colonnade Hotel Back Bay, La Quinta Inn & Suites by Wyndham Springfield MA, Sandwich Lodge & Resort, The Yankee, Trademark Collection by Wyndham, Hampton Inn Boston/Natick, Revere Hotel Boston Common, Hilton Boston/Woburn, Ocean Club on Smuggler's Beach |
Most Recent Massachusetts Hotel Reviews

Boston Harbor Hotel
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Staff are awesome and room was amazing. My favorite hotel in Boston. "
A verified traveler stayed at Boston Harbor Hotel
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