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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Winthrop hotels with a pool

A view from a window with a lamp in the foreground, a clear sky, and buildings across the water.

1. The Winthrop Arms Hotel And Restaurant

The Winthrop Arms Hotel And Restaurant
3.0 star property
Winthrop
8.6 out of 10, Excellent, (769 reviews)
"Beautiful location and hotel."
United States
Lori
The price is ￥29,719
￥33,195 total
includes taxes & fees
Nov 2 - Nov 3
The Winthrop Arms Hotel And Restaurant
A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

2. Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.6 out of 10, Excellent, (232 reviews)
"An ideal location to explore old Quebec City. Our stay was comfortable and the staff was consistently hlpful."
United States
Kathryn
The price is ￥29,798
￥33,284 total
includes taxes & fees
Nov 1 - Nov 2
Château sur Mer Bed & Breakfast
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 Winthrop

Breakfast included
Hot tub

Top Winthrop Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"Nice experience, great location"
Ricardo 1-night trip
Posted 3 hours ago
Harborside Inn Of 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.