Find Hotels with a Pool in Winchester, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

This weekend
Next weekend

Our top choices for Winchester hotels with a pool

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,412 reviews)
"Nice hotel"
United States
Michael
The price is ¥17,906
¥25,382 total
includes taxes & fees
Feb 15 - Feb 16
Aloft by Marriott, Boston Seaport District

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,445 reviews)
"Beautiful hotel!"
United States
Suzanne
The price is ¥19,027
¥28,503 total
includes taxes & fees
Feb 1 - Feb 2
Omni Boston Hotel at the Seaport

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3,947 reviews)
"Great accommodations and friendly staff!"
United States
Nicholas
The price is ¥22,499
¥31,511 total
includes taxes & fees
Jan 31 - Feb 1
Seaport Hotel Boston

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean room, very kind staff at the restaurant. "
United States
lina
The price is ¥19,774
¥29,373 total
includes taxes & fees
Jan 31 - Feb 1
Renaissance® Boston Seaport District

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,817 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is ¥20,303
¥29,092 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt Regency Boston

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,391 reviews)
"Great staff, excellent room."
United States
Wayne
The price is ¥20,560
¥38,448 total
includes taxes & fees
Feb 16 - Feb 17
The Westin Boston Seaport District

Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,821 reviews)
"Excellent hotel and stay"
United States
Ana
The price is ¥19,911
¥23,187 total
includes taxes & fees
Feb 12 - Feb 13
Hampton Inn Boston Seaport District

Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff was very friendly! Housekeeping was very sweet and always greeted me with a smile. I enjoyed the complimentary breakfast."
United States
Daniel
The price is ¥17,906
¥25,382 total
includes taxes & fees
Feb 12 - Feb 13
Element by Marriott, Boston Seaport District

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (1,437 reviews)
"Breakfast included was nice and the suite room was clean. "
United States
Tyler
The price is ¥20,381
¥23,429 total
includes taxes & fees
Feb 16 - Feb 17
Homewood Suites by Hilton Boston Seaport District

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,060 reviews)
"Awesome location & comfortable room!"
United States
Christine
The price is ¥29,077
¥40,932 total
includes taxes & fees
Feb 1 - Feb 2
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.

Top Winchester Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Winchester?
Seaport Hotel Boston: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Features 2 restaurants, an indoor pool, and a health club. Harborside Inn Of Boston: Hotel, 7-minute walk from New England Aquarium. Provides a sauna, an indoor pool, and complimentary wired internet access. The Langham, Boston: Hotel located near New England Aquarium. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions. The Revolution Hotel: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Provides 4 restaurants, an outdoor pool, and a full-service spa. Encore Boston Harbor: Hotel, 9-minute walk from Boston Common. Offers a health club, an indoor pool, and a snack bar/deli.
What is there to see and do in Winchester?
While you're in the area, consider exploring places like TD Garden, Fenway Park, and Encore Boston Harbor. 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.