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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

B&B in Winthrop

Double Room, 1 Queen Bed | Free WiFi, bed sheets
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

3.0 star property
Winthrop
8.6 out of 10, Excellent, (211)
"Very quaint and cute bed and breakfast with fun view of the bay and airplanes landing, cute restaurants nearby and super close to the airport. Great price for accommodations near Logan for early morning flight."
United States
Heidi
The price is AED 459
AED 513 total
includes taxes & fees
5 Jan - 6 January 2026
Château sur Mer Bed & Breakfast
Classic Triple Room | Interior
Homestay In Boston -

Homestay In Boston -

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Very clean and cozy"
United States
Vladimir
The price is AED 229
AED 263 total
includes taxes & fees
1 Jan - 2 January 2026
Homestay In Boston -
Full-size fridge, microwave, oven, stovetop
Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Great house!"
United States
Liang
The price is AED 213
AED 245 total
includes taxes & fees
9 Dec - 10 Dec
Homestay In Fields Corner Area Boston
Miscellaneous
The College Club of Boston

The College Club of Boston

3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1002)
"Everything! Tbh my fave was the cookies! It was the perfect stay in the heart of it all while being super quiet for a solo traveler! "
United States
Haley
The College Club of Boston
Exterior
Homestay Near Downtown Boston

Homestay Near Downtown Boston

2.0 star property
Dorchester
The price is AED 283
AED 325 total
includes taxes & fees
9 Dec - 10 Dec
Homestay Near Downtown Boston
Property grounds
The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston

Brighton
9.6 out of 10, Exceptional, (60)
"Great location and wonderful host"
United States
Robert M.
The price is AED 347
AED 631 total
includes taxes & fees
9 Dec - 10 Dec
The Pistachio Room at TPH - Boston
Exterior detail
Irving House At Harvard

Irving House At Harvard

3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1001)
"The staff was friendly and prompt, I got an upgrade, and the room and bathroom were spotless!"
United States
Frederick
The price is AED 496
AED 567 total
includes taxes & fees
17 Dec - 18 Dec
Irving House At Harvard
King Luxury Suite Overlooking the Bay | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Beacon Waterfront Inn

The Beacon Waterfront Inn

3.0 star property
Hull
9.4 out of 10, Exceptional, (301)
"Beautiful spacious room "
United States
Maryann
The price is AED 547
AED 611 total
includes taxes & fees
1 Jan - 2 January 2026
The Beacon Waterfront Inn
Front of property
The Salem Inn

The Salem Inn

3.5 star property
Salem
9.2 out of 10, Wonderful, (1001)
"Very clean and lovely atmosphere! Definitely grateful to stay here so I could walk everywhere! All the cool places are in walking distance."
United States
Chelsey
The price is AED 661
AED 738 total
includes taxes & fees
9 Dec - 10 Dec
The Salem Inn
Front of property
Daniels House Inn

Daniels House Inn

3.0 star property
Salem
9.4 out of 10, Exceptional, (100)
"This property is amazing. The home and rooms are clean, comfortable and beautiful. "
United States
Rachel
The price is AED 1,006
AED 1,006 total
includes taxes & fees
9 Dec - 10 Dec
Daniels House Inn
Front of property
North Bridge Inn

North Bridge Inn

3.5 star property
Concord
8.4 out of 10, Very Good, (349)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
The price is AED 716
AED 800 total
includes taxes & fees
11 Dec - 12 Dec
North Bridge Inn
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

Boston Harbor Hotel

Boston Harbor Hotel

10/10 Excellent
"Clean room, great staff, excellent food, great location "
Peter 1-night trip
Posted 1 day ago
Boston Harbor Hotel

Frequently asked questions

Searching for B&Bs in Winthrop?
Whether you're passing through town and are looking for an accommodation that's small and charming, or you're a solo traveler hoping to make some connections, B&Bs can be a great choice for many types of vacationers. During your time in Winthrop, you might want to spend some time strolling along the water at Winthrop Beach and Donovan Beach.
Why would you choose a B&B over a traditional hotel room?
With attentive service, opportunities to meet other guests, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Winthrop?
Here are some well-liked B&Bs in the surrounding area: Château sur Mer Bed & Breakfast: 3 rooms. 0.7 mi (1.2 km) from the heart of Winthrop.The College Club of Boston: 12 rooms. 5 mi (8.1 km) from the downtown core. Enjoy the library and coffee shop. Irving House At Harvard: Situated 6.6 mi (10.7 km) from the heart of Winthrop. Enjoy the local cuisine breakfast and deli. Homestay BnB Near Downtown Boston: 5 rooms. 5.5 mi (8.8 km) from the heart of downtown.The Salem Inn: Located 10.8 mi (17.3 km) from the core of Winthrop. Enjoy the free cooked breakfast and unique décor.
When is the best time to stay at a B&B in Winthrop?
When you're planning your getaway to Winthrop, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Winthrop?
Travelers enjoy Winthrop for its beaches and restaurants. Spend some time exploring Boston Harbor Islands State Park and Winthrop Beach if you're hoping to see some of the area's natural features. You might put Donovan Beach and Winthrop Shore Reservation on your list if you want to see more of the area.
How can I get to and around Winthrop?
You can plan your excursions in and around Winthrop ahead of time with these transportation options. Fly into Logan International Airport (BOS), which is located 2.1 mi (3.3 km) from the heart of the city. You can also search for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 2.7 mi (4.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.