Find Hotels with a Pool in Winchester, MA

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Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Outdoor pool
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
5.0 star property
9.2 out of 10, Wonderful, (4144)
"Nice hotel!"
$214 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Omni Boston Hotel at the Seaport
Indoor pool
The Westin Boston Seaport District
The Westin Boston Seaport District
4.0 star property
9.0 out of 10, Wonderful, (2232)
"Great hotel We had an awesome stay! "
$182 nightly
The price is $212
Nov 9 - Nov 10
Total with taxes and fees
The Westin Boston Seaport District
Indoor pool
Seaport Hotel Boston
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (3526)
"Wonderful area and great hotel. "
$216 nightly
The price is $251
Nov 15 - Nov 16
Total with taxes and fees
Seaport Hotel Boston
Indoor pool
Aloft by Marriott, Boston Seaport District
Aloft by Marriott, Boston Seaport District
3.0 star property
9.0 out of 10, Wonderful, (1349)
"Enjoyed my stay "
$190 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
Aloft by Marriott, Boston Seaport District
Indoor pool
Hyatt Regency Boston
Hyatt Regency Boston
4.0 star property
9.0 out of 10, Wonderful, (1652)
"Loved our stay here and cant wait to come back!! "
$227 nightly
The price is $264
Nov 9 - Nov 10
Total with taxes and fees
Hyatt Regency Boston
Indoor pool
Homewood Suites by Hilton Boston Seaport District
Homewood Suites by Hilton Boston Seaport District
3.0 star property
9.2 out of 10, Wonderful, (1318)
"Loved our stay"
$160 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Homewood Suites by Hilton Boston Seaport District
Indoor pool
Renaissance® Boston Seaport District
Renaissance® Boston Seaport District
4.0 star property
9.0 out of 10, Wonderful, (1014)
"Great valet service, and the restaurant was good."
$259 nightly
The price is $302
Nov 8 - Nov 9
Total with taxes and fees
Renaissance® Boston Seaport District
Indoor pool
DoubleTree by Hilton Boston North Shore
DoubleTree by Hilton Boston North Shore
4.0 star property
8.0 out of 10, Very Good, (2153)
"Great stay for the family"
$109 nightly
The price is $122
Nov 2 - Nov 3
Total with taxes and fees
DoubleTree by Hilton Boston North Shore
Indoor pool
Hampton Inn Boston Seaport District
Hampton Inn Boston Seaport District
3.0 star property
9.2 out of 10, Wonderful, (2612)
"wonderful stay"
$191 nightly
The price is $223
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn Boston Seaport District
Indoor pool
InterContinental Boston by IHG
InterContinental Boston by IHG
5.0 star property
9.4 out of 10, Exceptional, (1012)
"The staff went above and beyond to make our stay amazing!"
$282 nightly
The price is $328
Oct 31 - Nov 1
Total with taxes and fees
InterContinental Boston by IHG
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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Top Winchester Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

10/10 Excellent
"Every was fine"
Anne 1-night trip
Posted 9 hours ago
Hilton Boston Logan Airport

Frequently asked questions

What are some accommodations with pools in Winchester?
Omni Boston Hotel at the Seaport: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool, and a full-service spa. CitizenM Boston North Station: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Features 2 restaurants, an indoor pool, and a health club. The Dagny Boston: Hotel located near Faneuil Hall Marketplace. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions. Seaport Hotel Boston: Hotel, 7-minute walk from Boston Harbor. Offers a sauna, an indoor pool, and complimentary wired internet access. The Revolution Hotel: Hotel, 3-minute walk from The Shops at Prudential Center. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions.
What is there to see and do in Winchester?
While you're in the area, consider exploring places like TD Garden, Fenway Park, and New England Aquarium. Take in the natural beauty with a stop at Winter Pond.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Winchester in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 33°F.
What's the best way to travel around Winchester?
Knowing the transportation options in Winchester can help you enjoy the area beyond your hotel pool. To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station. Winchester might not have many public transit options to choose from so consider a car rental to maximize your time.

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