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 24 - Oct 25
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Oct 25 - Oct 26
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Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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 living room with a city view, featuring a sofa, armchairs, a coffee table, and a dining area.

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.
$219 nightly
$255 total
Nov 22 - Nov 23
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 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.
A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.

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.
$174 nightly
$202 total
Nov 22 - Nov 23
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 modern building with a restaurant named "O'Connors" on the ground floor.
A modern indoor space with seating areas, a central staircase, and a wooden ceiling.
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.
$167 nightly
$194 total
Nov 22 - Nov 23
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.
A hotel entrance with a clear pedestrian crossing and a taxi parked outside.
Two people dining at a restaurant with various dishes and drinks on the table.

4. Hyatt Regency Boston

Hyatt Regency Boston
Downtown Boston
  • Swim year-round in Boston's downtown retreat with an indoor pool and wellness amenities.
$164 nightly
$191 total
Nov 23 - Nov 24
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 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.
A modern outdoor seating area with round tables, cushioned seating, and potted plants.
A modern living room with a large sofa, a coffee table, and a fireplace. There is a dining area in the background with a table and chairs.

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.
$127 nightly
$147 total
Nov 23 - Nov 24
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 bar area with a long counter, bar stools, and a television screen.
A modern living room with a fireplace, two armchairs, a coffee table, and a striped rug.
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.
$98 nightly
$110 total
Nov 24 - Nov 25
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 modern hotel room with a dining area, a sofa, and a view of the city skyline.
A modern hotel lobby with multiple computer stations, comfortable seating, and indoor plants.

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.
$127 nightly
$147 total
Nov 24 - Nov 25
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 Hilton Garden Inn hotel with a modern design, featuring a large signboard with the hotel's name.
A buffet setup with various food items including fruits, vegetables, and pastries.
A hotel room with a large bed, a bedside table with a lamp, a wooden headboard, and a small desk with a telephone.

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.
$127 nightly
$147 total
Nov 22 - Nov 23
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 living room with a sectional sofa, a round coffee table, and a floor lamp with lights.
A modern kitchen with a marble countertop, bar stools, and a flat-screen TV mounted on the wall.
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.
$118 nightly
$132 total
Nov 22 - Nov 23
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 sofa, two armchairs, a small table, a TV, and a dresser.
A hotel room with a kitchenette, a desk with a lamp, a chair, a bed with blue curtains, and a TV.
A large, multi-story building with the sign "Embassy Suites" indicating it is a hotel.

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.
$127 nightly
$147 total
Nov 22 - Nov 23
Total with taxes and fees
Embassy Suites Boston Logan Airport
View all properties

Choose what matters most at hotels with a pool in Winthrop

Breakfast included
Hot tub
4 stars
5 stars
Spa

Find out more about Winthrop

Discover top Winthrop attractions

Winthrop is a charming town that offers an array of engaging activities for travelers seeking adventure and relaxation. Begin your exploration at the stunning natural landscapes that envelop the area, perfect for hiking or simply soaking in the breathtaking views. The nearby scenic rivers provide opportunities for kayaking or canoeing, allowing you to navigate through serene waters surrounded by lush greenery. For those interested in local culture, the town hosts various art galleries showcasing works from talented regional artists, offering a glimpse into the creative spirit of the community. In the evenings, the vibrant atmosphere of local eateries invites you to indulge in delicious farm-to-table cuisine, highlighting the region's fresh ingredients. If you're traveling with family, consider visiting the unique outdoor spaces where children can engage in fun and educational experiences, making it a memorable trip for all ages. With comfortable accommodations nearby, you'll find it easy to unwind after a day of exploration, ensuring a stay that balances adventure with relaxation.

Top Winthrop Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"An affordable stay in Boston Back Bay. The property was well maintained. The young man that checked us in was so helpful. We arrived early and he was able to get us an early check-in and even helped us get our luggage up a few stairs to our room. Ride shares can be a little pricey depending on where you want to go, but it worked out for us without a problem since we went to several areas of Boston."
Mary 2-night trip
Posted 4 hours ago
The Midtown Hotel MOD Collection by Sonesta
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

10/10 Excellent
"Excellent location. Clean and big rooms. Friendly staff"
Youssef 2-night trip
Posted 11 hours ago
Four Points by Sheraton Boston Newton
Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

8/10 Good
"Overall, the establishment was great for our visit. Staff were friendly and we had comfortable sleeping."
Amanda 4-night trip
Posted 11 hours ago
Wyndham Boston Beacon Hill
The Dagny Boston

The Dagny Boston

10/10 Excellent
"Great Hotel. An option for a sit down breakfast would be nice but no complaints."
Mark 4-night trip
Posted 12 hours ago
The Dagny Boston

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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