The Best Hotels with a Pool in Winthrop, MA from ￥24,597 in 2026

Q: What are some accommodations with pools in Winthrop?

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. The Revolution Hotel : Hotel, 9-minute walk from Boston Convention and Exhibition Center. Provides 2 restaurants, an indoor pool, and a health club. Hyatt Regency Boston/Cambridge : Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 2 bars, an indoor pool, and a snack bar/deli. The Midtown Hotel MOD Collection by Sonesta : Offers buffet, an indoor pool, and free self parking. Encore Boston Harbor : Hotel, 1-minute walk from Massachusetts General Hospital. Offers complimentary wireless internet access, a seasonal outdoor pool, and a 24-hour fitness center.

A coastal town with a lighthouse, sandy beach, and residential buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Winthrop Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winthrop hotels with a pool

Suite, 1 King Bed, Non Smoking | Bathroom | Combined shower/tub, eco-friendly toiletries, hair dryer, towels

Hampton Inn Boston - Logan Airport

Revere

Swimming bliss awaits at this indoor hotel pool for year-round relaxation and refreshment.

￥27,847 total

includes taxes & fees

Aug 11 - Aug 12

Hilton Garden Inn Boston Logan Airport

East Boston

Dive into aquatic bliss at this Logan Airport hotel with a sparkling indoor pool for every mood.

￥33,895 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Boston Logan Airport

East Boston

Year-round aquatic bliss awaits at Boston's hotel with indoor pool and airport shuttle.

￥51,474 total

includes taxes & fees

Aug 25 - Aug 26

Embassy Suites Boston Logan Airport

East Boston

Splash into comfort at this Boston hotel with an indoor pool and rejuvenating hot tub for year-round aquatic bliss.

￥37,140 total

includes taxes & fees

Aug 10 - Aug 11

Hampton by Hilton at the Boston Seaport District

Seaport District

Dive into the indoor pool experience at this waterfront hotel, perfect for a refreshing escape after sightseeing in Boston.

￥31,946 total

includes taxes & fees

Aug 9 - Aug 10

Comfort Inn & Suites Logan International Airport

Revere

Make a splash at this modern hotel with year-round indoor pool and fitness center just steps from Logan Airport.

￥30,284 total

includes taxes & fees

Aug 19 - Aug 20

Courtyard by Marriott Boston Logan Airport

East Boston

Revitalizing dip in the spacious indoor pool awaits at this Boston hotel, perfect for aquatic escapes year-round.

￥33,895 total

includes taxes & fees

Aug 10 - Aug 11

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.

￥46,955 total

includes taxes & fees

Aug 28 - Aug 29

View all properties

Choose what matters most at hotels with a pool in Winthrop

Breakfast included

Hot tub

Top Winthrop Hotel Reviews

The Dagny Boston

10/10 Excellent

"The staff was extremely helpful during our stay and it was a great location in the middle of downtown Boston. We would stay here again."

Frequently asked questions

What are some accommodations with pools in Winthrop?

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. The Revolution Hotel: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Provides 2 restaurants, an indoor pool, and a health club. Hyatt Regency Boston/Cambridge: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 2 bars, an indoor pool, and a snack bar/deli. The Midtown Hotel MOD Collection by Sonesta: Offers buffet, an indoor pool, and free self parking. Encore Boston Harbor: Hotel, 1-minute walk from Massachusetts General Hospital. Offers complimentary wireless internet access, a seasonal outdoor pool, and a 24-hour fitness center.

What is there to see and do in Winthrop?

While you're in the area, consider exploring places like TD Garden, Fenway Park, and Boston Harbor. Surround yourself with nature at Winthrop Beach and Point Shirley Beach. The beaches and restaurants are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Winthrop?

You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Winthrop in the hottest months of July, August, or June when the average temperature is 70°F. Lodging 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 34°F.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Winthrop on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Winthrop Hotels with a Pool