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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

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
9.0 out of 10, Wonderful, (1000)
"Great remote check in options"
The price is SAR 634
SAR 708 total
includes taxes & fees
4 Feb - 5 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
9.4 out of 10, Exceptional, (18)
"Every thing"
The price is SAR 394
SAR 560 total
includes taxes & fees
21 Feb - 22 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)
"Comfortable and convenient "
The price is SAR 506
SAR 580 total
includes taxes & fees
13 Feb - 14 Feb
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 SAR 634
SAR 749 total
includes taxes & fees
4 Feb - 5 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, (1001)
"I loved staying here! It was my first solo trip and I had nothing but great experiences with both the staff and the location. As a single female travel I never felt unsafe while walking around both during the day and at night. The staff was very friendly and helpful."
The price is SAR 671
SAR 772 total
includes taxes & fees
6 Feb - 7 Feb
The College Club of Boston
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
9.0 out of 10, Wonderful, (19)
"Clean. The sheets smell clean pillows everything very well taken care of. Thank you."
The price is SAR 315
SAR 470 total
includes taxes & fees
4 Feb - 5 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, (277)
"Beautiful big room"
The price is SAR 596
SAR 654 total
includes taxes & fees
4 Feb - 5 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 SAR 741
SAR 741 total
includes taxes & fees
10 Feb - 11 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 SAR 713
SAR 796 total
includes taxes & fees
11 Feb - 12 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)
"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
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, (428)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is SAR 508
SAR 589 total
includes taxes & fees
17 Feb - 18 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, (860)
"The property was easy to get in and out of and close to many shops and restaurants"
The price is SAR 520
SAR 613 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder
Global Luxury Suites Downtown Boston
Living room

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (525)
"It’s set up like an air b and b so the kitchen was really nice for our group"
The price is SAR 412
SAR 930 total
includes taxes & fees
5 Feb - 6 Feb
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. 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. HomeStay - B&B - Near South Boston - JFK-Umass Area: 4 rooms. Situated 5.6 mi (9 km) from the heart of Winthrop. Homestay BnB Near Downtown Boston: 5 rooms. 5.5 mi (8.8 km) from the heart of downtown.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.