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Compare 19 B&B in Winthrop with updated reviews, rates, and availability.

Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1007)
"Really quiet, affordable, good breakfast. Overall i had a peaceful stay. My only suggestion is that the employees wear less cologne when walking through the breakfast area in the morning. It made the food taste like the guy’s cologne. "
The price is AED 422
AED 568 total
includes taxes & fees
8 Dec - 9 Dec
Irving House At Harvard
The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.0 out of 10, Wonderful, (1027)
"Quaint historical building. Close to walkable attractions. "
The price is AED 621
AED 693 total
includes taxes & fees
1 Dec - 2 Dec
The Salem Inn
The College Club of Boston
Exterior

The College Club of Boston

3.0 star property
9.2 out of 10, Wonderful, (1003)
"Lovely property and helpful staff. No AC but only a plug in fan made for a warm night. Toilet in our room didn’t always flush. "
The price is AED 1,062
AED 1,220 total
includes taxes & fees
25 Nov - 26 Nov
The College Club of Boston
The Inn At Scituate Harbor
Terrace/patio

The Inn At Scituate Harbor

3.5 star property
9.2 out of 10, Wonderful, (281)
"Nice place/area close to restaurants with beautiful views! "
The price is AED 621
AED 721 total
includes taxes & fees
25 Nov - 26 Nov
The Inn At Scituate Harbor
The Beacon Waterfront Inn
Room

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (273)
"Clean and great. Breakfast was okay"
The price is AED 621
AED 681 total
includes taxes & fees
6 Dec - 7 Dec
The Beacon Waterfront Inn
Morrison House
Front of property

Morrison House

3.0 star property
9.4 out of 10, Exceptional, (48)
"Great location, spacious home. The bed was very comfortable and parking was easy. The home has an old fashioned feel to it. Cat was cute! "
Morrison House
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."
The price is AED 716
AED 716 total
includes taxes & fees
1 Dec - 2 Dec
Josephine's Bed & Breakfast
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
A Village Bed and Breakfast
Room

A Village Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (50)
"The continental breakfast was outstanding. We enjoyed visiting with other guests at breakfast. The T train was two blocks away with service every 8 minutes."
A Village Bed and Breakfast
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
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.4 out of 10, Exceptional, (80)
"The Daniels House is a great stay for anyone interested in the history of Salem, it has great historical details and feels lot a time capsule with lots of great little details"
The price is AED 946
AED 946 total
includes taxes & fees
1 Dec - 2 Dec
Daniels House Inn
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
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! "
North Bridge Inn
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
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
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

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Exterior

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available

10.0 out of 10, Exceptional, (39)
"My sister and I did a trip where we split a day in Boston and a day in Salem. This was a perfect place to stay for both. Frank was a lovely host who was very responsive and gave us a lot of good suggestions. We especially really enjoyed getting to use the balcony. My sister and I both said we would love to stay here again! "
The price is AED 918
AED 1,637 total
includes taxes & fees
25 Nov - 26 Nov
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Global Luxury Suites Downtown Boston
Living room

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (493)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is AED 503
AED 1,028 total
includes taxes & fees
1 Dec - 2 Dec
Global Luxury Suites Downtown Boston
Maverick Suites at 28 Fenway
Lobby sitting area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is AED 450
AED 876 total
includes taxes & fees
23 Dec - 24 Dec
Maverick Suites at 28 Fenway
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.The Salem Inn: 10.8 mi (17.3 km) from the downtown core. Enjoy the free cooked breakfast and unique décor. The College Club of Boston: 12 rooms. Situated 5 mi (8.1 km) from the heart of Winthrop. Enjoy the library and coffee shop. Irving House At Harvard: 6.6 mi (10.7 km) from the heart of downtown. Enjoy the local cuisine breakfast and deli. Homestay BnB Near Downtown Boston: 5 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 Boston Harbor Islands State Park 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.