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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, (1000)
"Affordable bed and breakfast for 1 very near Harvard. Clean, comfortable bed. Nearest shared bath small but doable. Other nearby shared bath much larger. Nice variety of breakfast fare. Would definitely return and recommend. "
The price is AED 533
AED 610 total
includes taxes & fees
24 Nov - 25 Nov
Irving House At Harvard
The Salem Inn
Front of property
The Salem Inn
3.5 star property
9.0 out of 10, Wonderful, (1000)
"We absolutely LOVED this hotel. The staff was extremely attentive and the ghosts were a plus too!"
The price is AED 621
AED 693 total
includes taxes & fees
19 Nov - 20 Nov
The Salem Inn
The College Club of Boston
Exterior
The College Club of Boston
3.0 star property
9.2 out of 10, Wonderful, (1000)
"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
20 Nov - 21 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, (279)
"Staff was super friendly and helpful. Great location. Walkable to shops and restaurants. Our room had view of harbor. Breakfast was simple but adequate: coffee, juice, yogurt/granola, muffins, cold cereal. Room was large and clean, but somewhat dated. Bathroom was small. I would stay here again."
The price is AED 621
AED 721 total
includes taxes & fees
6 Nov - 7 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 731
AED 802 total
includes taxes & fees
11 Nov - 12 Nov
The Beacon Waterfront Inn
Morrison House
Front of property
Morrison House
3.0 star property
9.4 out of 10, Exceptional, (47)
"I really enjoyed my stay at Morrison house. The room was clean, lovely and quiet. And the owner was very friendly! "
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."
The price is AED 694
AED 775 total
includes taxes & fees
6 Nov - 7 Nov
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, (47)
"Our room was spacious and had a lovely enclosed porch too! The host was warm and friendly. Location convenient to Boston, Cambridge and Salem was not far either. We enjoyed our stay!"
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, (1)
"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 956
AED 956 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
7.2 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, (38)
"We had a wonderful stay in this beautiful home! Short walk to gorgeous stone beach with amazing views. Very comfortable beds and living area. Everything we needed was easily available. We will absolutely be booking again! The host gave an extensive and detailed list of transportation options, local restaurants, activities, etc. Would highly recommend!"
The price is AED 551
AED 1,169 total
includes taxes & fees
6 Nov - 7 Nov
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Maverick Suites at 28 Fenway
Lobby sitting area
Maverick Suites at 28 Fenway
3.0 star property
9.0 out of 10, Wonderful, (148)
"The facility looks amazing and exceeded our expectations. The communication was clear and seamless. The location is great; however, every morning around 5-6 a.m., there was a very loud garbage pickup just under our window. The view from the window was a brick wall from the building across. The insulation of the unit is poor. The room was very cold, despite the AC set to 75F and with the additional portable heater (which was a very welcome addition). It took 2 days to warm the unit up."
The price is AED 463
AED 891 total
includes taxes & fees
6 Nov - 7 Nov
Maverick Suites at 28 Fenway
Global Luxury Suites Downtown Boston
Living room
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (490)
"This was an amazing location to stay in. Quick walk to Boston Commons, central to get to lots of things. The apartment was very clean, beds were very comfortable. The kitchen had just about everything you would need if you wanted to eat in the apartment or cook a meal. Would highly recommend staying at this spot especially if you are a family and looking for more than a single hotel room."
The price is AED 622
AED 1,168 total
includes taxes & fees
18 Nov - 19 Nov
Global Luxury Suites Downtown Boston
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. 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.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. The Inn At Scituate Harbor: Located 18 mi (29 km) from the core of Winthrop. Enjoy the patio area and indoor swimming pool.
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.