Find Hotels with a Pool in Winchester, MA

Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Indoor pool

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,160 reviews)
  • cleanliness
    Dive into serenity at this indoor oasis with a steam room and poolside lounging for total aquatic escape.
$181 nightly
The price is $210
Apr 12 - Apr 13
Total with taxes and fees
Seaport Hotel Boston
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, (2,037 reviews)
  • cleanliness
    Heated outdoor pool becomes an urban oasis at this rock-n-roll hotel near Fenway Park.
$189 nightly
The price is $220
Apr 12 - Apr 13
Total with taxes and fees
The Verb Hotel
Indoor pool

Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,857 reviews)
  • cleanliness
    Dive into the indoor pool experience at this waterfront hotel, perfect for a refreshing escape after sightseeing in Boston.
$149 nightly
The price is $174
Apr 12 - Apr 13
Total with taxes and fees
Hampton Inn 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, (1,002 reviews)
  • cleanliness
    Splash into Boston's downtown scene at this hotel with indoor pool and piano bar vibes.
$189 nightly
The price is $220
Apr 12 - Apr 13
Total with taxes and fees
Element by Marriott, Boston Seaport District
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, (4,579 reviews)
  • cleanliness
    Sparkling rooftop pool sanctuary offers skyline views and poolside cocktails at this modern waterfront Boston retreat.
$230 nightly
The price is $267
May 10 - May 11
Total with taxes and fees
Omni Boston Hotel at the Seaport
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, (1,448 reviews)
  • cleanliness
    Swimming through modern luxury steps from Boston's convention center and port.
$151 nightly
The price is $174
Apr 12 - Apr 13
Total with taxes and fees
Homewood Suites by Hilton 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, (1,004 reviews)
  • cleanliness
    Seasonal outdoor pool creates the perfect summer oasis at this clean, comfortable hotel with fitness center and garden setting.
$121 nightly
The price is $135
Apr 13 - Apr 14
Total with taxes and fees
Sonesta Select Boston Danvers
Indoor pool

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,961 reviews)
  • cleanliness
    Swim year-round in Boston's downtown retreat with an indoor pool and wellness amenities.
$204 nightly
The price is $238
May 10 - May 11
Total with taxes and fees
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, (1,004 reviews)
  • cleanliness
    Serene indoor pool haven in Boston's Seaport District offers year-round aquatic relaxation.
$194 nightly
The price is $226
Apr 12 - Apr 13
Total with taxes and fees
Renaissance® Boston Seaport District
Indoor pool

Hampton Inn Salem Boston

Hampton Inn Salem Boston
2.5 star property
Downtown Salem
9.2 out of 10, Wonderful, (1,080 reviews)
  • cleanliness
    Swim year-round in this hotel's pristine heated indoor pool after exploring Salem's witchy wonders just steps from your room.
$139 nightly
The price is $155
Apr 27 - Apr 28
Total with taxes and fees
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

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Very well kept hotel with terrific food options in and around the hotel. The staff is very friendly and helpful. "
Richard 2-night trip
Posted 1 hour ago
Seaport Hotel Boston

Frequently asked questions

What are some accommodations with pools in Winchester?
Omni Boston Hotel at the Seaport: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool, and a full-service spa. Seaport Hotel Boston: Hotel, 11-minute walk from Boston Harbor. Offers 2 restaurants, an indoor pool, and a health club. Hilton Boston Park Plaza: Hotel located near New England Aquarium. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. Harborside Inn Of Boston: Hotel, 4-minute walk from Hynes Convention Center. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions. The Revolution Hotel: Hotel, 5-minute walk from Boston Common. Provides 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 Fenway Park, Encore Boston Harbor, and Harvard Square. 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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