🏊 Top 10 Winchester Hotels with Swimming Pool

Q: What are some accommodation options 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 located near New England Aquarium. Offers a 24-hour fitness centre, an indoor pool and flat-screen televisions. The Revolution Hotel : Hotel, 2-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool and a full-service spa. Encore Boston Harbor : Hotel, 5-minute walk from Boston Common. Features a health club, an indoor pool and a snack bar/deli. The Dagny Boston : Hotel, 8-minute walk from Harvard University. Features a rooftop terrace, an indoor pool and a snack bar/deli.

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

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Our top choices for Winchester hotels with a pool

Omni Boston Hotel at the Seaport

Seaport District

Sparkling rooftop pool sanctuary offers skyline views and poolside cocktails at this modern waterfront Boston retreat.

RM819 total

includes taxes & fees

13 Feb - 14 Feb

Aloft by Marriott, Boston Seaport District

Seaport District

Aquatic serenity awaits at this urban hotel's indoor pool, steps from Boston's waterfront gems.

RM598 total

includes taxes & fees

15 Feb - 16 Feb

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

The Verb Hotel

Fenway–Kenmore

Heated outdoor pool becomes an urban oasis at this rock-n-roll hotel near Fenway Park.

RM594 total

includes taxes & fees

12 Feb - 13 Feb

Hyatt Regency Boston

Downtown Boston

Swim year-round in Boston's city centre retreat with an indoor pool and wellness amenities.

RM738 total

includes taxes & fees

12 Feb - 13 Feb

Renaissance® Boston Seaport District

Seaport District

Serene indoor pool haven in Boston's Seaport District offers year-round aquatic relaxation.

RM676 total

includes taxes & fees

16 Feb - 17 Feb

The Westin Boston Seaport District

Seaport District

Dive into aquatic relaxation at this Boston seaport hotel, where an indoor pool and hot tub create a rejuvenating urban oasis.

RM888 total

includes taxes & fees

17 Feb - 18 Feb

Seaport Hotel Boston

Seaport District

Dive into serenity at this indoor oasis with a steam room and poolside lounging for total aquatic escape.

RM756 total

includes taxes & fees

15 Feb - 16 Feb

Element by Marriott, Boston Seaport District

Seaport District

Splash into Boston's city centre scene at this hotel with indoor pool and piano bar vibes.

RM607 total

includes taxes & fees

16 Feb - 17 Feb

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Choose what matters most at hotels with a pool in Winchester

Breakfast included

Hot tub

Top Winchester Hotel Reviews

Hyatt Regency Boston

10/10 Excellent

"Wonderful location. Self park garage attached to hotel. Large rooms. Nice lobby and bar. Walking distance to Boston Common, North End and many wonderful places."

Frequently asked questions

What are some accommodation options 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 located near New England Aquarium. Offers a 24-hour fitness centre, an indoor pool and flat-screen televisions. The Revolution Hotel: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool and a full-service spa. Encore Boston Harbor: Hotel, 5-minute walk from Boston Common. Features a health club, an indoor pool and a snack bar/deli. The Dagny Boston: Hotel, 8-minute walk from Harvard University. Features a rooftop terrace, 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 such as 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 accommodation with an outdoor swimming pool if you're planning to visit Winchester in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 0°C.

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 see more of the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station. Winchester may not have many public transport options to choose from, so consider a car rental to maximise your time.

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Change your mind

Treat yourself

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Check availability on Winchester Hotels with Swimming Pools

Our top choices for Winchester hotels with a pool

Omni Boston Hotel at the Seaport

Aloft by Marriott, Boston Seaport District

The Verb Hotel

Hyatt Regency Boston

Renaissance® Boston Seaport District

The Westin Boston Seaport District

Seaport Hotel Boston

Element by Marriott, Boston Seaport District

Hampton Inn Boston Seaport District

InterContinental Boston by IHG

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

Hyatt Regency Boston

Hilton Boston Logan Airport

Hampton Inn Boston - Logan Airport

Harborside Inn Of Boston

Seaport Hotel Boston

The Dagny Boston

Hilton Boston Back Bay

Frequently asked questions

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