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

Find Hotels with a Pool in Winthrop, MA

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Check availability on Winthrop Hotels with a Pool

Tonight
Oct 4 - Oct 5
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Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Winthrop hotels with a pool

A modern rooftop lounge with seating and tables, a cityscape view, and a decorative wall mural.
A hotel room with a large bed, a desk, a chair, and a view of a cityscape through a large window.
A modern hotel lobby with a reception desk, a large digital display, and a marble floor.
A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

1. Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
Seaport District
  • Sparkling rooftop pool sanctuary offers skyline views and poolside cocktails at this modern waterfront Boston retreat.
$354 nightly
$412 total
Oct 30 - Oct 31
Total with taxes and fees
Omni Boston Hotel at the Seaport
An indoor swimming pool with a skylight ceiling, seating area with cushions, and a 'No Diving' sign.
A woman seated in a chair reading a book in a room with a fireplace, wooden floor, and decorative wall panels.
A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.
A hotel room with a large window offering a city view, a television, a patterned armchair, a sofa, and a small table with a vase of flowers.

2. Seaport Hotel Boston

Seaport Hotel Boston
Seaport District
  • Dive into serenity at this indoor oasis with a steam room and poolside lounging for total aquatic escape.
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
Seaport Hotel Boston
A swimming pool with lounge chairs and a glass-enclosed area with a view of the city.
A spacious lobby with a large mural of a city skyline and a waterfront view.
A modern building with a restaurant named "O'Connors" on the ground floor.
A multi-level atrium with exposed brick walls, a central open space, and hanging lights.

3. The Westin Boston Seaport District

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.
$209 nightly
$244 total
Oct 25 - Oct 26
Total with taxes and fees
The Westin Boston Seaport District
A swimming pool with lanes, a sunroof, and exercise equipment in the background.
A hotel room with a large bed, two armchairs, a sofa, a small round table, and a mirror.
Two people dining at a restaurant with various dishes and drinks on the table.
A conference room with tables, chairs, a projector screen, and pendant lighting.

4. Hyatt Regency Boston

Hyatt Regency Boston
Downtown Boston
  • Swim year-round in Boston's downtown retreat with an indoor pool and wellness amenities.
$245 nightly
$285 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Regency Boston
A modern indoor swimming pool with clear blue water, sun loungers, and large windows offering views of the city.
A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.
A modern outdoor seating area with round tables, cushioned seating, and potted plants.
A hotel room with a bed, a desk with a TV, a chair, a sofa with a patterned pillow, and a view of a body of water and buildings.

5. Hampton by Hilton at the Boston Seaport District

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.
$162 nightly
$188 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton by Hilton at the Boston Seaport District
An indoor swimming pool with clear water, surrounded by lounge chairs and a dining area.
A modern living room with a fireplace, two armchairs, a coffee table, and a striped rug.
A modern bar area with a long counter, bar stools, and a television screen.
A hotel room with a large bed, a desk with a TV, a red armchair, a small table, and a phone on the nightstand.

6. Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
Revere
  • Swimming bliss awaits at this indoor hotel pool for year-round relaxation and refreshment.
$155 nightly
$173 total
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn Boston - Logan Airport
An indoor swimming pool with a blue-lit edge, surrounded by seating and large windows.
A spacious lobby with a central seating area, multiple levels, and a fountain.
A hotel room with a large bed, a TV, a desk, and a view of the city.
A modern hotel room with a dining area, a sofa, and a view of the city skyline.

7. Hilton Boston Logan Airport

Hilton Boston Logan Airport
East Boston
  • Year-round aquatic bliss awaits at Boston's hotel with indoor pool and airport shuttle.
$262 nightly
$305 total
Nov 2 - Nov 3
Total with taxes and fees
Hilton Boston Logan Airport
An indoor swimming pool with clear water, tiled edges, and a pool lift. There are lounge chairs and a sunshade area with umbrellas.
A modern bathroom with a large mirror, a sink, and a glass-enclosed shower.
A hotel room with a large bed, a bedside table with a lamp, a wooden headboard, and a small desk with a telephone.
A Hilton Garden Inn hotel with a modern design, featuring a large signboard with the hotel's name.

8. Hilton Garden Inn Boston Logan Airport

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.
$186 nightly
$217 total
Nov 3 - Nov 4
Total with taxes and fees
Hilton Garden Inn Boston Logan Airport
An indoor swimming pool with a lifeguard station, seating area, and potted plants.
A modern kitchen with a marble countertop, bar stools, and a flat-screen TV mounted on the wall.
A modern lounge area with sofas, round tables, and a bar with multiple seating options.
A hotel room with a large bed, bedside tables with lamps, a TV, a small sofa, and a coffee table.

9. Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea
Chelsea
  • Relax in the refreshing indoor pool at this Boston area hotel, where loungers invite post-adventure unwinding and comfort awaits.
$144 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
Doubletree By Hilton Boston Logan Airport Chelsea
An indoor swimming pool with a tiled floor, a diving board, and lounge chairs.
A hotel room with a kitchenette, a desk with a lamp, a chair, a bed with blue curtains, and a TV.
A spacious hotel lobby with a high ceiling, large windows, and a blue carpet.
A hotel room with a sofa, two armchairs, a small table, a TV, and a dresser.

10. Embassy Suites Boston Logan Airport

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.
$220 nightly
$256 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites Boston Logan Airport
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Choose what matters most at hotels with a pool in Winthrop

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Winthrop Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"The hotel is in a great location, within walking distance to many must see sights. It is clean, and the staff is very nice. We had a great experience at this hotel, would definitely return again!!"
Milagros 6-night trip
Posted 7 hours ago
Harborside Inn Of Boston
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

10/10 Excellent
"Polite staff"
Daniel 3-night trip
Posted 15 hours ago
Copley Square Hotel, a FOUND Hotel

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. Seaport Hotel Boston: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Offers 2 restaurants, an indoor pool, and a health club. The Revolution Hotel: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Features 2 bars, an indoor pool, and a snack bar/deli. Hilton Boston Park Plaza: Hotel, 12-minute walk from Massachusetts Institute of Technology. Features a snack bar/deli, an indoor pool, and complimentary wireless internet access. The Dagny Boston: Offers buffet, a seasonal outdoor pool, and free self parking.
What is there to see and do in Winthrop?
While you're in the area, consider exploring places like Fenway Park, Faneuil Hall Marketplace, and TD Garden. Surround yourself with nature at Winthrop Beach and Donovan 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.

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