A coastal town with a lighthouse, sandy beach, and residential buildings.

Find a Bed and Breakfast in Winthrop from CA $161

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Winthrop bed & breakfast

A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

1. Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.8 out of 10, Excellent, (226 reviews)
"I loved this place. She was so welcoming and accommodating. It was a wonderful time!!"
United States
Lisa
The price is CA $276
CA $308 total
includes taxes & fees
Oct 25 - Oct 26
Château sur Mer Bed & Breakfast
A kitchen with a stainless steel stove, oven, microwave, and refrigerator.

2. Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
7.8 out of 10, Good, (85 reviews)
"Great property, the hosts are very helpful. The property also had things in fridge for breakfast"
United States
Abhinav
The price is CA $136
CA $189 total
includes taxes & fees
Oct 1 - Oct 2
Homestay In Fields Corner Area Boston
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

3. Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.0 out of 10, Very good, (104 reviews)
"Great stay for dilli travelers good location with connectivity and house was clean and well equipped."
United States
Dhruv
The price is CA $140
CA $161 total
includes taxes & fees
Oct 1 - Oct 2
Homestay In Boston -
A modern kitchen with white cabinets, a marble island, and pendant lighting.

4. Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
8.4 out of 10, Very good, (57 reviews)
"Really clean space with a cozy vibe. Everything worked for us during the stay and the location was convenient. The walls were super thin so sound definitely travels but overall a safe, and comfy stay!"
Canada
Meagan
The price is CA $147
CA $169 total
includes taxes & fees
Oct 1 - Oct 2
Homestay Near Downtown Boston
A spacious room with a large window, a dark blue sofa, and a wooden floor.

5. Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
7.8 out of 10, Good, (61 reviews)
"God value for money, close to subway"
United Kingdom
Daniel
The price is CA $166
CA $191 total
includes taxes & fees
Oct 4 - Oct 5
Homestay Near Near Savin Hill Area
A living room with a sectional sofa, a glass coffee table, a small round table, and a wall-mounted TV.

6. Charming B&B close to Salem and Boston

Charming B&B close to Salem and Boston
Lynn
5.8 out of 10, (19 reviews)
"Inexpensive and close to many attractions. "
United States
Maria
The price is CA $212
CA $296 total
includes taxes & fees
Sep 30 - Oct 1
Charming B&B close to Salem and Boston
A bedroom with a large bed, a nightstand, a window with blinds, a balcony with a view, and a ceiling with a skylight.

7. The Beacon Waterfront Inn

The Beacon Waterfront Inn
3.0 star property
Hull
9.4 out of 10, Exceptional, (334 reviews)
"Pristine property with the most thoughtful host! Would not hesitate to stay here again!"
United States
james
The price is CA $251
CA $281 total
includes taxes & fees
Oct 1 - Oct 2
The Beacon Waterfront Inn
A living room with a brick fireplace, a brown leather sofa, a patterned rug, and a dining area with a table and chairs.

8. The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (79 reviews)
"There room and common areas were very clean neat. It was a very pleasant stay. I would stay there again."
United States
L M C.
The price is CA $134
CA $243 total
includes taxes & fees
Oct 4 - Oct 5
The Pistachio Room at TPH - Boston
A sailboat on calm water during sunset.

9. Josephine's Bed & Breakfast

Josephine's Bed & Breakfast
3.0 star property
Hull
9.6 out of 10, Exceptional, (134 reviews)
"Josephines was lovely. Very nostalgic, loved the decor!!! Breakfast was excellent! I am hoping to stay there again"
United States
Marsha
The price is CA $231
CA $231 total
includes taxes & fees
Oct 15 - Oct 16
Josephine's Bed & Breakfast
A two-story building with a sign reading "Irving House Bed & Breakfast".

10. Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,007 reviews)
"What a wonderful experience to have stayed at Irving House. Highly recommended-"
United States
Alejandra
The price is CA $445
CA $510 total
includes taxes & fees
Oct 12 - Oct 13
Irving House At Harvard
A residential house with a porch, two wooden doors, a black railing, and a number '8' on the wall.

11. 2-bedroom bed & breakfast in adorable Lynn with AC comfort

2-bedroom bed & breakfast in adorable Lynn with AC comfort
Lynn
10.0 out of 10, Exceptional, (2 reviews)
"Michael, the host, had great communication skills and the place was clean and very accommodating. Wonderful home away from home feel. Highly recommend staying here and it’s close to Salem as well."
United States
Romualdo S.
The price is CA $424
CA $531 total
includes taxes & fees
Sep 29 - Sep 30
2-bedroom bed & breakfast in adorable Lynn with AC comfort
A hotel room with a large bed, a sitting area with a table and chairs, a fireplace, and a view of the street through the windows.

12. The College Club of Boston

The College Club of Boston
3.0 star property
Back Bay
9.6 out of 10, Exceptional, (1,002 reviews)
"The location was brilliant."
Australia
Leighton
The price is CA $546
CA $628 total
includes taxes & fees
Oct 27 - Oct 28
The College Club of Boston
A garden with a flower in the foreground and a row of houses in the background.

13. The Inn At Scituate Harbor

The Inn At Scituate Harbor
3.5 star property
Scituate
9.2 out of 10, Wonderful, (327 reviews)
"Stunning views of the harbor. Located at the edge of the downtown area, as easy walk to a number of restaurants and shops."
United States
robert
The price is CA $363
CA $423 total
includes taxes & fees
Sep 29 - Sep 30
The Inn At Scituate Harbor
A two-story building with a red door and multiple windows.

14. Daniels House Inn

Daniels House Inn
3.0 star property
Salem
9.4 out of 10, Exceptional, (119 reviews)
"It’s a fantastic old house. Great place to stay if you’re looking for a unique experience in Salem"
Canada
Kristofor
The price is CA $876
CA $876 total
includes taxes & fees
Oct 5 - Oct 6
Daniels House 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

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

10/10 Excellent
"Clean room - comfortable bed. Super quiet stay"
Brooke 1-night trip
Posted 1 hour ago
Hyatt Regency Boston Harbor

Find out more about Winthrop

Winthrop B&B information

Number of reviews
3,333
Accommodation
36 B&B
Lowest Price
CA $161
Highest Price
CA $876

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.Homestay In Boston -: 3 rooms. 5.4 mi (8.8 km) from the downtown core. Irving House At Harvard: Situated 6.6 mi (10.6 km) from the heart of Winthrop. Enjoy the local cuisine breakfast and deli. The College Club of Boston: 12 rooms. 5 mi (8.1 km) from the heart of downtown. Enjoy the library and coffee shop. Homestay Near Downtown Boston: 3 rooms. Located 5.5 mi (8.8 km) from the core of Winthrop.
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 Donovan Beach if you're hoping to see some of the area's natural features. You might put Winthrop Shore Reservation and Short Beach 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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