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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 21 B&B in Winthrop with updated reviews, rates, and availability.

The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Delightful stay! Room 13 in West House was beautiful and included breakfast was hot and delicious. We happened to have a snowstorm the night of our stay and the parking lot was plowed and our car was shoveled all around. All the staff we encountered were friendly and helpful. "
The price is AED 661
AED 738 total
includes taxes & fees
22 Feb - 23 Feb
The Salem Inn
HomeStay - B&B - Near South Boston - JFK-Umass Area
Room

HomeStay - B&B - Near South Boston - JFK-Umass Area

2.0 star property
9.2 out of 10, Wonderful, (20)
"Clean and quiet. Value for money. To manage your expectations, the floors are very squeaky and the blinds need changing, especially in the shared bathroom."
The price is AED 386
AED 549 total
includes taxes & fees
22 Feb - 23 Feb
HomeStay - B&B - Near South Boston - JFK-Umass Area
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1002)
"Good place"
The price is AED 496
AED 652 total
includes taxes & fees
2 Mar - 3 Mar
Irving House At Harvard
The Inn At Scituate Harbor
Terrace/patio

The Inn At Scituate Harbor

3.5 star property
9.2 out of 10, Wonderful, (288)
"Easy check in, friendly staff, clean room, great views "
The price is AED 621
AED 733 total
includes taxes & fees
23 Feb - 24 Feb
The Inn At Scituate Harbor
The College Club of Boston
Exterior

The College Club of Boston

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Charming. Safe, quiet, old world. Felt intimate, cozy, and special. We loved everything except the breakfast- it’s something you get at the cheapest motels. Plan for eating out. Parking is very expensive. Back Bay charges more than advertised. Dining suggestions were great. "
The price is AED 841
AED 967 total
includes taxes & fees
23 Feb - 24 Feb
The College Club of Boston
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (22)
"Very clean room and shower"
The price is AED 309
AED 460 total
includes taxes & fees
22 Feb - 23 Feb
Homestay BnB Near Downtown Boston
The Beacon Waterfront Inn
Room

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (278)
"Overall nice stay in the showboat room. Couple things though to mention include that the heat thermostat did not seem to work. We like it a little warmer so we turned it up a bit but the temperature did not change in the room and nor did we hear the heat kick on at all during our stay. It wasn't cold, but it wasn't ideal either -also they only give you a very thin quilt type blanket which during the winter isn't quite enough for me. Other than that, for cleanliness overall facilities looked very...
The price is AED 584
AED 641 total
includes taxes & fees
24 Feb - 25 Feb
The Beacon Waterfront Inn
A Village Bed and Breakfast
Room

A Village Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (52)
"delightful breakfast included hard boiled eggs, fresh fruit, yogurt, cereals, cheese, pastries, rustic breads, toaster available, coffee, tea assortment, and much more. nice conversation with owner and other guests during breakfast hour. short walk to train for easy commute into the city. I would stay here again if I come back to the Boston area."
A Village Bed and Breakfast
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.4 out of 10, Exceptional, (85)
"My daughter and I really enjoyed our stay here. The location is perfect for walking to everything we wanted to see and on-site parking is a big plus. The place is impeccably clean and having a continental breakfast ready in the morning was a nice touch to start the day. Staying in the oldest house in Salem was a very cool experience. "
The price is AED 756
AED 756 total
includes taxes & fees
24 Feb - 25 Feb
Daniels House Inn
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very Good, (346)
"Excellent. Everything from the smallest detail was covered. Breakfast was wonderful. Bed was very comfortable. Shower was amazing. Everything was top notch! "
The price is AED 698
AED 780 total
includes taxes & fees
22 Feb - 23 Feb
North Bridge Inn
Josephine's Bed & Breakfast
Room

Josephine's Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (121)
"The parking was up a steep hill but Ann told us ahead of time where to park.The room and common areas are quaint, clean and relaxing."
Josephine's Bed & Breakfast
Morrison House
Front of property

Morrison House

3.0 star property
9.4 out of 10, Exceptional, (49)
"This is a charming B&B located in the heart of Davis Square. The service is excellent! There is home made quick bread (e.g., banana) every morning for breakfast, plus a full array of other breakfast items. French press coffee. Because it's an historic home, the bedrooms are of different sizes. No lift, but the manager kindly carried my suitcase upstairs. There are games and books. I would stay again."
Morrison House
In home mini wing private space. 💜Stay at Hal's Salem, MA
Exterior

In home mini wing private space. 💜Stay at Hal's Salem, MA

2.0 star property
10.0 out of 10, Exceptional, (2)
"Diane was very accommodating, friendly and offered great suggestions of places to go and see. The little touches, chocolates, stocked fridge, and fruit were so appreciated. The house was decorated so fun! Added to our vibe of a weekend in Salem! We’ll be back! "
In home mini wing private space. 💜Stay at Hal's Salem, MA
Château sur Mer Bed & Breakfast
Front of property

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (201)
"It was a beautiful area, especially this time of year. Joan, our hostess, was very friendly and helpful. Her breakfast was wonderful, and there was plenty of everything. If you left there hungry, it would your own fault. The time I was there I felt at home. Joan was fantastic."
Château sur Mer Bed & Breakfast
Stepping Stone Inn
Exterior

Stepping Stone Inn

2.5 star property
9.6 out of 10, Exceptional, (85)
"Run by the kindest people (and friendliest cats!) in all of Salem, and could not possibly be more centrally located! You can walk everywhere from here, and you have a front row seat to any events in the square - it's literally right across the street. Parking in Salem is at a premium, and we are driving a crew cab truck to make it even worse, but Matt went WELL above and beyond to make sure we got a great spot. Do note - it's a lovely old house, but like most old houses, it does have steps, ...
Stepping Stone Inn
Charming B&B close to Salem and Boston
Living area

Charming B&B close to Salem and Boston

2.0 star property
Charming B&B close to Salem and Boston
Natalie House - Boston
Front of property

Natalie House - Boston

3.0 star property
8.8 out of 10, Excellent, (26)
"Host was super accommodating. Easy check in. Great neighborhood. "
Natalie House - Boston
Old Corner Inn
Exterior

Old Corner Inn

3.0 star property
9.0 out of 10, Wonderful, (38)
"We had a wonderful 1 week stay at the Old Corner Inn! We loved the location. It was less then 2 hours to the train and had great parking! The innkeeper Mike was so friendly and wonderful! He helped us plan our excursions! He went out of his way to make sure our trip was wonderful and special"
Old Corner Inn
Wyman Bed & Breakfast
Room

Wyman Bed & Breakfast

2.0 star property
7.4 out of 10, Good, (51)
"Aaron went the extra mile to accommodate all the runners over the Boston Marathon Weekend. A fantastic experience, would whole heartedly recommend the Wyman B&B."
Wyman Bed & Breakfast
Anastasia House
Front of property

Anastasia House

3.0 star property
6.8 out of 10, (10)
"I cannot check in. Nobody at home. The cellphone always lock. I have no idea, if they are fraud？"
Anastasia House
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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Other property types in Winthrop

Sonder 907 Main
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (433)
"Clean, spacious room/bathroom, convenient. "
The price is AED 473
AED 548 total
includes taxes & fees
23 Feb - 24 Feb
Sonder 907 Main
No. 284 powered by Sonder
Room

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (868)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is AED 565
AED 667 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder
Temple Place Suites
Room

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is AED 353
AED 607 total
includes taxes & fees
22 Feb - 23 Feb
Temple Place Suites
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.

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. If your ideal vacation to Winthrop includes spending lots of time outside, Boston Harbor Islands State Park and Winthrop Shore Reservation are good spots to enjoy the scenery.
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 BnB Near Downtown Boston: 5 rooms. 5.5 mi (8.8 km) from the downtown core. The Salem Inn: Situated 10.8 mi (17.3 km) from the heart of Winthrop. Enjoy the free cooked breakfast and unique décor. The College Club of Boston: 12 rooms. 5 mi (8.1 km) from the heart of downtown. Enjoy the library and coffee shop. Irving House At Harvard: Located 6.6 mi (10.7 km) from the core of Winthrop. Enjoy the local cuisine breakfast and deli.
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.