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

Find a Bed and Breakfast in Winthrop from CA $151

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Winthrop bed & breakfast

Double Room, 1 Queen Bed

1. Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.8 out of 10, Excellent, (221 reviews)
"Beautiful and quiet oasis. Friendly staff and easy check in process. Restaurants were in walking distance and only 28-30 minute drive to the airport. We were able to ise public transit to arrive and found a local cabbie to take us for departure."
United States
Allison
The price is CA $273
CA $305 total
includes taxes & fees
Aug 1 - Aug 2
Château sur Mer Bed & Breakfast
Full-size fridge, microwave, toaster, cleaning supplies

2. Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
8.0 out of 10, Very good, (71 reviews)
"It was a weird place"
United States
Gema
The price is CA $154
CA $177 total
includes taxes & fees
Aug 25 - Aug 26
Homestay In Fields Corner Area Boston
Full-size fridge, microwave, toaster, cookware/dishes/utensils

3. Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.4 out of 10, Very good, (74 reviews)
"Very good set up, very clean room and amenities, would recommend 👍"
United Kingdom
Andrew
Homestay In Boston -
Desk, WiFi (free), bed sheets

4. Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
8.0 out of 10, Very good, (29 reviews)
"It was easy to find and beds were comfy price was amazing."
United States
Roscoe
The price is CA $132
CA $151 total
includes taxes & fees
Aug 6 - Aug 7
Homestay Near Near Savin Hill Area
Full-size fridge, microwave, oven, stovetop

5. Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
8.6 out of 10, Excellent, (43 reviews)
"Very clean and tidy, very accommodating with free early check in because our flight arrived so early"
United States
Shannon
The price is CA $154
CA $177 total
includes taxes & fees
Aug 16 - Aug 17
Homestay Near Downtown Boston
Living area

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 $210
CA $295 total
includes taxes & fees
Aug 1 - Aug 2
Charming B&B close to Salem and Boston
King Luxury Suite Overlooking the Bay

7. The Beacon Waterfront Inn

The Beacon Waterfront Inn
3.0 star property
Hull
9.4 out of 10, Exceptional, (323 reviews)
"The room was incredible, very clean and the staff was wonderful"
United States
Sarah
The price is CA $424
CA $474 total
includes taxes & fees
Aug 9 - Aug 10
The Beacon Waterfront Inn
1 bedroom, WiFi, bed sheets

8. charming space in Lynn

charming space in Lynn
Lynn
6.0 out of 10, (1 review)
"When we booked this space, it was listed as an "entire home" (see screen shot), with nothing in the broader description to suggest it was otherwise. We checked in and were surprised to find food on the kitchen counter and the owner relaxing on the couch. In fact, this VRBO space is just a single attic bedroom with a shared bathroom (accessible through the shared kitchen). We were willing to consider the possibility that the misleading description was just a mistake in the listing rather than...
United States
Jonathan S.
The price is CA $123
CA $196 total
includes taxes & fees
Aug 3 - Aug 4
charming space in Lynn
View from property

9. Josephine's Bed & Breakfast

Josephine's Bed & Breakfast
3.0 star property
Hull
9.6 out of 10, Exceptional, (128 reviews)
"Beautifully decorated room and wonderful gourmet breakfast made by the wonderful hosts. "
United States
Donald
The price is CA $321
CA $321 total
includes taxes & fees
Aug 12 - Aug 13
Josephine's Bed & Breakfast
Smart TV, fireplace

10. The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (75 reviews)
"Nice place to live (self catering type) but a slop hill of about 25m to walk through if on foot. With 7 day pass, it is easy to travel to Boston city about 40mins. Nearby, get restaurants and 7-11. It is a good place (cost effective) to stay for my Boston marathon and walk around Boston. "
Hong Kong SAR China
Chin Tung James
The price is CA $132
CA $241 total
includes taxes & fees
Aug 6 - Aug 7
The Pistachio Room at TPH - Boston
Exterior detail

11. Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,004 reviews)
"For the price the private room was good, and the breakfast is better than many places around the BRB."
United States
Ramon
The price is CA $259
CA $297 total
includes taxes & fees
Aug 2 - Aug 3
Irving House At Harvard
Double Room, Ensuite

12. The College Club of Boston

The College Club of Boston
3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1,001 reviews)
"Unique and charming bed and breakfast in a great location."
Canada
Brittany
The price is CA $440
CA $506 total
includes taxes & fees
Aug 2 - Aug 3
The College Club of Boston
Exterior

13. The Salem Inn

The Salem Inn
3.5 star property
Salem
9.4 out of 10, Exceptional, (1,000 reviews)
"Wonderful staff, delicious breakfast and beautiful room!"
United States
Karen
The price is CA $377
CA $421 total
includes taxes & fees
Aug 2 - Aug 3
The Salem Inn
Full-size fridge, microwave, oven, stovetop

14. Homestay BnB Near Downtown Boston

Homestay BnB Near Downtown Boston
2.0 star property
Dorchester
8.6 out of 10, Excellent, (150 reviews)
"Nice clean room, great for a quick stay! I only needed to be in Boston for one night and this was a great option. 15 minute walk to the Red Line, and it wasn't a bad walk at all. Got back to the place my first night pretty late, but the area was clean and I wasn't nervous about feeling unsafe or anything of that nature. I didn't use the kitchen or some of the other offered amenities but regardless was a pleasant stay. Would definitely come back for any quick trips!"
United States
Ellie
The price is CA $450
CA $558 total
includes taxes & fees
Aug 1 - Aug 2
Homestay BnB Near Downtown Boston
Front of property

15. Daniels House Inn

Daniels House Inn
3.0 star property
Salem
9.4 out of 10, Exceptional, (115 reviews)
"It was very unique! Stayed in a very historical and clean home of Captain Stephen Daniels. We respected his home and learned a lot of history of Salem in our stay!"
United States
Nadia
The price is CA $445
CA $445 total
includes taxes & fees
Aug 13 - Aug 14
Daniels House Inn
View from property

16. Stepping Stone Inn

Stepping Stone Inn
2.5 star property
Downtown Salem
9.6 out of 10, Exceptional, (93 reviews)
"Was great staying at the Stepping Stone, great place, super convenient and amazing staff. Would definitely stay there again."
Canada
Sharon
The price is CA $420
CA $469 total
includes taxes & fees
Aug 12 - Aug 13
Stepping Stone Inn
Front of property

17. North Bridge Inn

North Bridge Inn
3.5 star property
Concord
8.4 out of 10, Very good, (352 reviews)
"What a wonderful spot. Nice big rooms, wonderful breakfast and so walkable to Concord. Highly recommend."
United States
Christine
The price is CA $363
CA $405 total
includes taxes & fees
Aug 20 - Aug 21
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

8/10 Good
"Cool room and view and good location. Room was not cleaned well though"
Danielle 3-night trip
Posted less than an hour ago
Omni Boston Hotel at the Seaport

Find out more about Winthrop

Winthrop B&B information

Number of reviews
2,676
Accommodation
39 B&B
Lowest Price
CA $151
Highest Price
CA $558

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 Point Shirley 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 In Fields Corner Area Boston: 5 rooms. 6.7 mi (10.8 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 Point Shirley 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.

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