Find a Bed and Breakfast in Winthrop from CA $78

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Our top choices for Winthrop bed & breakfast

Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.8 out of 10, Excellent, (212 reviews)
"Joan is very friendly and helpful. She seeks to accommodate guests in whatever way she can. My room was quiet and had a private bathroom and shower. I was able to arrive quite late my first night, around 2am, and was left clear instructions on how to get in. Everything was clean and charming. Thanks Joan!"
United States
Jake
The price is CA $257
CA $288 total
includes taxes & fees
May 11 - May 12
Château sur Mer Bed & Breakfast

Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
8.8 out of 10, Excellent, (37 reviews)
"Great place "
United States
Robert
The price is CA $34
CA $78 total
includes taxes & fees
May 11 - May 12
Homestay In Fields Corner Area Boston

Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
9.0 out of 10, Wonderful, (23 reviews)
"Great place and friendly host. Host was very accommodating even when we arrived later in the night. Large bedroom with great amenities. Close to public transportation."
United States
Kantinant
The price is CA $76
CA $131 total
includes taxes & fees
May 4 - May 5
Homestay Near Downtown Boston

Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.8 out of 10, Excellent, (38 reviews)
"Good place for a night. "
United States
René
The price is CA $103
CA $206 total
includes taxes & fees
May 5 - May 6
Homestay In Boston -

The Salem Inn

The Salem Inn
3.5 star property
Salem
9.2 out of 10, Wonderful, (1,001 reviews)
"We loved our stay at the Curwen House. Lovely decor, quiet and perfectly located in the historic district. Breakfast was awesome and the kindest staff. Thank you for a wonderful stay."
United States
Melissa
The price is CA $250
CA $280 total
includes taxes & fees
May 5 - May 6
The Salem Inn

The Beacon Waterfront Inn

The Beacon Waterfront Inn
3.0 star property
Hull
9.4 out of 10, Exceptional, (309 reviews)
"This is a beautiful boutique hotel. Our room was huge, very clean and comfortable. The cleaning lady was very attentive and helpful with our special request related to extra bed sheets. The owner lives on the property and greeted us personally. There is plenty of free(!!!) parking available. The area is quiet and picturesque. We stayed for 5 nights and highly recommended this place."
United States
Dmitri
The price is CA $231
CA $258 total
includes taxes & fees
Apr 30 - May 1
The Beacon Waterfront Inn

Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
7.4 out of 10, Good, (10 reviews)
"The house was quite very clean awesome place to stay "
United States
Alexadria
The price is CA $69
CA $87 total
includes taxes & fees
Apr 30 - May 1
Homestay Near Near Savin Hill Area

The Inn At Scituate Harbor

The Inn At Scituate Harbor
3.5 star property
Scituate
9.2 out of 10, Wonderful, (322 reviews)
"Great stay!"
United States
Elizabeth
The price is CA $324
CA $380 total
includes taxes & fees
May 3 - May 4
The Inn At Scituate Harbor

Daniels House Inn

Daniels House Inn
3.0 star property
Salem
9.4 out of 10, Exceptional, (105 reviews)
"Beautiful space! The owners are very accommodating. Perfect location. Will definitely stay again! "
United States
Nina
The price is CA $418
CA $418 total
includes taxes & fees
May 7 - May 8
Daniels House Inn

North Bridge Inn

North Bridge Inn
3.5 star property
Concord
8.4 out of 10, Very good, (350 reviews)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
The price is CA $353
CA $394 total
includes taxes & fees
May 17 - May 18
North Bridge Inn

The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (64 reviews)
"A fantastic stay! Host was very accommodating and quick to respond to messages! Would absolutely stay here again. Our favorite part was the shower with the fun colored lights. Definitely a highlight of our trip! "
United States
Mauri C.
The price is CA $129
CA $234 total
includes taxes & fees
Apr 30 - May 1
The Pistachio Room at TPH - Boston

Stepping Stone Inn

Stepping Stone Inn
2.5 star property
Downtown Salem
9.6 out of 10, Exceptional, (91 reviews)
"Cute place clean and walkable to everything. Nice staff"
United States
Christine
The price is CA $344
CA $385 total
includes taxes & fees
May 20 - May 21
Stepping Stone Inn

The College Club of Boston

The College Club of Boston
3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1,000 reviews)
"Wonderful hospitality, great location!"
United States
Ben
The price is CA $502
CA $576 total
includes taxes & fees
May 3 - May 4
The College Club of Boston

Homestay BnB Near Downtown Boston

Homestay BnB Near Downtown Boston
2.0 star property
Dorchester
8.6 out of 10, Excellent, (149 reviews)
"Stayed here for the Boston Marathon as a 23 y/o female and it worked well. The host was kind and responsive. The property was also nice for a home stay situation. I never felt unsafe, each room had a key lock and the bathroom sharing was never a problem. The rooms were spacious and comfortable."
United States
Jenna
The price is CA $189
CA $256 total
includes taxes & fees
May 22 - May 23
Homestay BnB Near Downtown Boston

Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast options were excellent and everything high quality and fresh."
United States
Scott
The price is CA $294
CA $337 total
includes taxes & fees
May 2 - May 3
Irving House At Harvard
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

Find out more about Winthrop

Winthrop B&B information

Number of reviews
4,675
Accommodation
32 B&B
Lowest Price
CA $78
Highest Price
CA $576

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.Irving House At Harvard: 6.6 mi (10.6 km) from the downtown core. Enjoy the local cuisine breakfast and deli. The College Club of Boston: 12 rooms. Situated 5 mi (8.1 km) from the heart of Winthrop. Enjoy the library and coffee shop. Homestay Near Downtown Boston: 3 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 Winthrop Beach and Massachusetts Bay 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.

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