Find Hotels with a Pool in Winchester, MA

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Outdoor pool, sun loungers

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,418 reviews)
"Good place to stay "
United States
Richard
The price is AED 449
AED 672 total
includes taxes & fees
1 Feb - 2 Feb
Omni Boston Hotel at the Seaport
Indoor pool

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3,925 reviews)
"Great accommodations and friendly staff!"
United States
Nicholas
The price is AED 384
AED 572 total
includes taxes & fees
25 Jan - 26 Jan
Seaport Hotel Boston
Indoor 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, (1,402 reviews)
"Clean room, great bar and breakfast options and good location. "
United States
Bianca
The price is AED 364
AED 530 total
includes taxes & fees
23 Jan - 24 Jan
Aloft by Marriott, Boston Seaport District
Presidential Suite | Premium bedding, in-room safe, blackout drapes, iron/ironing board

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,801 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is AED 467
AED 673 total
includes taxes & fees
19 Feb - 20 Feb
Hyatt Regency Boston
Indoor pool

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was very friendly. "
United States
Jean
The price is AED 496
AED 727 total
includes taxes & fees
23 Jan - 24 Jan
Renaissance® Boston Seaport District
Indoor pool

Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,001 reviews)
"Just ok place."
United States
Charlotte
The price is AED 393
AED 565 total
includes taxes & fees
31 Jan - 1 Feb
Element by Marriott, Boston Seaport District
Indoor pool

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,380 reviews)
"Great staff, excellent room."
United States
Wayne
The price is AED 485
AED 907 total
includes taxes & fees
16 Feb - 17 Feb
The Westin Boston Seaport District
Indoor pool

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, (1,428 reviews)
"Clean, good breakfast, location is good too"
United States
Carla
The price is AED 450
AED 517 total
includes taxes & fees
1 Feb - 2 Feb
Homewood Suites by Hilton Boston Seaport District
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

The Verb Hotel

The Verb Hotel
3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (1,982 reviews)
"Everything about our stay was phenomenal! "
United States
Lucas
The price is AED 426
AED 668 total
includes taxes & fees
25 Jan - 26 Jan
The Verb Hotel
Indoor pool

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,043 reviews)
"Great stay"
United States
Anthony
The price is AED 686
AED 966 total
includes taxes & fees
1 Feb - 2 Feb
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

Hyatt Regency Boston

Hyatt Regency Boston

10/10 Excellent
"Amazing place to stay! "
Yohlman 1-night trip
Posted 20 hours ago
Hyatt Regency Boston

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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.