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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 24 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, (1002)
"Beautiful location in a great area for dining and shopping that is all very walkable. The hotel was clean and overall a great experience. "
The price is $201
includes taxes & fees
$180 per night
May 6 - May 7
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1001)
"This is a very convenient location and clean rooms. "
The price is $195
includes taxes & fees
$170 per night
May 4 - May 5
Irving House At Harvard
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.8 out of 10, Excellent, (45)
"Comfortable and affordable!"
The price is $189
includes taxes & fees
$164 per night
May 4 - May 5
Homestay BnB Near Downtown Boston
HomeStay - B&B - Near South Boston - JFK-Umass Area
G1_Wonderful Triple Room With Bathroom | Desk, laptop workspace, free WiFi

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

2.0 star property
8.8 out of 10, Excellent, (31)
"Very nice amenities. Nice for a short stay "
HomeStay - B&B - Near South Boston - JFK-Umass Area
The Inn At Scituate Harbor
Standard Suite, 2 Queen Beds, Non Smoking, Harbor View | Premium bedding, blackout drapes, iron/ironing board, cribs/infant beds

The Inn At Scituate Harbor

3.5 star property
9.2 out of 10, Wonderful, (295)
"Very nice place 😊"
The price is $233
includes taxes & fees
$212 per night
May 4 - May 5
The Inn At Scituate Harbor
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (279)
"Wonderful place to stay, relax and enjoy the bay and ocean."
The price is $218
includes taxes & fees
$199 per night
May 4 - May 5
The Beacon Waterfront Inn
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed | Free WiFi, bed sheets

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (201)
"The stay was great!"
The price is $211
includes taxes & fees
$189 per night
May 3 - May 4
Château sur Mer Bed & Breakfast
A Village Bed and Breakfast
Front of property

A Village Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (53)
"Really nice place to stay, very good breakfast and super nice owner!"
A Village Bed and Breakfast
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.6 out of 10, Exceptional, (87)
"The staff was amazing. Stayed in communication the whole time. Clean and walking made easy to almost all shopping and attractions. "
The price is $307
includes taxes & fees
$307 per night
May 4 - May 5
Daniels House Inn
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very Good, (347)
"The staff was welcoming and friendly. The room was BEAUTIFUL and breakfast was delicious. Also, the location is perfect! Close to stores, historical sites, and not too far from Boston!"
The price is $289
includes taxes & fees
$259 per night
May 6 - May 7
North Bridge Inn
In home mini wing private space. 💜Stay at Hal's Salem, MA
Smart TV, video games, DVD player, books

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
Josephine's Bed & Breakfast
View from property

Josephine's Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (121)
"We had a quick overnight stay but found everything we needed. Breakfast was excellent and the hosts were friendly and welcoming. Highly recommend and would stay again!"
Josephine's Bed & Breakfast
The Pistachio Room at TPH - Boston
Outdoor dining

The Pistachio Room at TPH - Boston

9.8 out of 10, Exceptional, (42)
"It was wonderful! Nice, quiet, cozy & clean! Close enough to the freeway & city to get around but far enough away from the city where you get a nice, homey feel. Definitely would recommend to anyone with a spouse/significant other for a nice, relaxing getaway. "
The price is $184
includes taxes & fees
$160 per night
May 5 - May 6
The Pistachio Room at TPH - Boston
Stepping Stone Inn
View from property

Stepping Stone Inn

2.5 star property
9.6 out of 10, Exceptional, (85)
"Was great staying at the Stepping Stone, great place, super convenient and amazing staff. Would definitely stay there again."
The price is $296
includes taxes & fees
$265 per night
May 5 - May 6
Stepping Stone Inn
Charming B&B close to Salem and Boston
Private kitchen

Charming B&B close to Salem and Boston

2.0 star property
The price is $208
includes taxes & fees
$190 per night
May 5 - May 6
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
Wyman Bed & Breakfast
Comfort Room, 1 Bedroom | Premium bedding, cribs/infant beds, rollaway beds, free WiFi

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
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
Anastasia House
Interior detail

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
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (470)
"The location was great. Close to the metro and good dining options. "
The price is $188
includes taxes & fees
$162 per night
May 26 - May 27
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (192)
"Amazing stay, thank you!"
The price is $235
includes taxes & fees
$204 per night
May 5 - May 6
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (199)
"We loved how walkable this location was! It was easy to walk or find public transport for anywhere we needed! "
The price is $192
includes taxes & fees
$167 per night
May 4 - May 5
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. 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. 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 Winthrop Beach and Boston Harbor Islands State Park if you’re hoping to see some of the area’s natural features. You might put Massachusetts Bay and Donovan Beach 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.