Find Hotels with a Pool in Winchester, MA

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Check availability on Winchester Hotels with a Pool

Tonight
Feb 26 - Feb 27
Tomorrow
Feb 27 - Feb 28
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

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, (4,469 reviews)
"Beautiful hotel!"
United States
Suzanne
The price is NT$3,173
NT$4,972 total
includes taxes & fees
Mar 1 - Mar 2
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, (4,047 reviews)
"Beautiful hotel, excellent staff and really nice location."
United States
Brad
The price is NT$3,967
NT$5,688 total
includes taxes & fees
Mar 8 - Mar 9
Seaport Hotel Boston
Indoor pool

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,882 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is NT$4,084
NT$5,852 total
includes taxes & fees
Mar 1 - Mar 2
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, (1,002 reviews)
"Clean room, very kind staff at the restaurant. "
United States
lina
The price is NT$4,510
NT$6,529 total
includes taxes & fees
Mar 8 - Mar 9
Renaissance® 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, (1,994 reviews)
"Love this hotel so clean and friendly "
United States
julie
The price is NT$3,636
NT$5,693 total
includes taxes & fees
Mar 1 - Mar 2
The Verb Hotel
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, (1,424 reviews)
"Clean room, great bar and breakfast options and good location. "
United States
Bianca
The price is NT$3,289
NT$4,741 total
includes taxes & fees
Mar 8 - Mar 9
Aloft by Marriott, Boston Seaport District
Seasonal outdoor pool

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,008 reviews)
"Room was nice"
United States
Kevin
The price is NT$3,163
NT$3,533 total
includes taxes & fees
Mar 5 - Mar 6
Sonesta Select Boston Danvers
Indoor pool

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,087 reviews)
"Terrific stay & absolutely wonderful staff, food, etc."
United States
Annette
The price is NT$6,239
NT$8,688 total
includes taxes & fees
Mar 1 - Mar 2
InterContinental Boston by IHG
Indoor pool, sun loungers

Hampton Inn Boston/Peabody

Hampton Inn Boston/Peabody
2.5 star property
Peabody
8.6 out of 10, Excellent, (1,003 reviews)
"Great check in service.room was very clean"
United States
EDWARD
The price is NT$3,066
NT$3,425 total
includes taxes & fees
Mar 18 - Mar 19
Hampton Inn Boston/Peabody
Indoor pool

Hampton Inn Salem Boston

Hampton Inn Salem Boston
2.5 star property
Downtown Salem
9.2 out of 10, Wonderful, (1,055 reviews)
"We enjoyed our stay!!"
United States
Tesse
The price is NT$3,955
NT$4,418 total
includes taxes & fees
Mar 5 - Mar 6
Hampton Inn Salem Boston
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Top Winchester Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Very clean room. Location is great!"
Suzanne 1-night trip
Posted 6 hours ago
Harborside Inn Of Boston

Frequently asked questions

What are some accommodations with pools in Winchester?
Hilton Boston Park Plaza: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Offers 4 restaurants, an outdoor pool, and a full-service spa. Omni Boston Hotel at the Seaport: 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 located near New England Aquarium. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. The Revolution Hotel: Hotel, 5-minute walk from Boston Common. Features a health club, an indoor pool, and a snack bar/deli. The Dagny Boston: Hotel, 4-minute walk from Hynes Convention Center. Provides 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 Fenway Park, Encore Boston Harbor, and TD Garden. 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.