Find Boutique Hotels in Winthrop, MA

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Check availability on Winthrop Boutique Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Winthrop Boutique Hotels

Peruvian cuisine
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4755)
"Great location. "
United States
Veronica
The price is SAR 841
SAR 1,154 total
includes taxes & fees
6 Dec - 7 Dec
The Godfrey Hotel Boston
In-room safe, blackout drapes, iron/ironing board, free WiFi
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4.0 star property
Back Bay
8.6 out of 10, Excellent, (3897)
"The room , staff , amenities, and location were great "
United States
Omar
The price is SAR 299
SAR 349 total
includes taxes & fees
22 Dec - 23 Dec
Copley Square Hotel, a FOUND Hotel
Terrace/patio
Hotel Commonwealth

Hotel Commonwealth

4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1893)
"what a warm and hospitable staff in a beautiful hotel! it was a perfect stay!! "
United States
Jennifer
The price is SAR 496
SAR 752 total
includes taxes & fees
18 Dec - 19 Dec
Hotel Commonwealth
Interior
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3.0 star property
South End
9.0 out of 10, Wonderful, (1000)
"Great stay"
United States
John
The price is SAR 418
SAR 596 total
includes taxes & fees
4 Jan - 5 January 2026
Staypineapple, A Delightful Hotel, South End
Reception
Eurostars The Boxer

Eurostars The Boxer

4.0 star property
West End
8.6 out of 10, Excellent, (1352)
"Wonderful stay!"
Canada
Lise
The price is SAR 450
SAR 600 total
includes taxes & fees
4 Jan - 5 January 2026
Eurostars The Boxer
Aerial view
The Hotel Marblehead

The Hotel Marblehead

3.5 star property
Marblehead
9.2 out of 10, Wonderful, (451)
"Wonderful place to stay."
United States
Veronica
The Hotel Marblehead
View from room
The Bostonian Boston

The Bostonian Boston

4.0 star property
Government Center
8.2 out of 10, Very Good, (1937)
"Great hotel"
United States
Yasmin
The price is SAR 409
SAR 607 total
includes taxes & fees
21 Dec - 22 Dec
The Bostonian Boston
Standard Room, 1 Full Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
Charlesmark Hotel

Charlesmark Hotel

4.0 star property
Back Bay
8.8 out of 10, Excellent, (1115)
"Great location, comfortable rooms with character "
United States
joan
Charlesmark Hotel
Exterior
Pennyweight Hotel Boston, Curio Collection by Hilton

Pennyweight Hotel Boston, Curio Collection by Hilton

4.0 star property
West End
8.2 out of 10, Very Good, (1111)
"Room was lovely. Parking was a breeze. "
United States
Jonathan
The price is SAR 475
SAR 685 total
includes taxes & fees
4 Jan - 5 January 2026
Pennyweight Hotel Boston, Curio Collection by Hilton
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4.0 star property
Back Bay
9.2 out of 10, Wonderful, (2269)
"This was a good value hotel with nice amenities in an excellent location."
United States
Elizabeth
The price is SAR 973
SAR 1,264 total
includes taxes & fees
18 Dec - 19 Dec
The Colonnade Hotel Back Bay
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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Top Winthrop Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Amazing experience Amazing staff Ramy kept checking on us which was amazing "
Abha 2-night trip
Posted 1 day ago
The Dagny Boston

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Frequently asked questions

What's there to see and do in Winthrop?
The beaches, restaurants, and seaside are just some of the things to enjoy while you're in the area. Top activities and sights around Winthrop include Fenway Park, New England Aquarium, and TD Garden. You might also want to see spots like Copley Square, Harvard Square, and Boston Harbor Islands State Park during your trip.
What kind of weather should I plan for when I travel to Winthrop?
Having a good idea of the weather in Winthrop will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches.
What's the best way to get to my boutique hotel in Winthrop?
You have a few options for traveling to and around Winthrop. The closest major airport is Logan International Airport (BOS), which is located 2.1 mi (3.3 km) from the heart of the city, but Boston, MA (BNH-Boston Harbor Seaplane Base) may also be an option. If you'd like to venture out around the area, you may want a rental car for your journey.