Find a Bed and Breakfast in Winthrop from CA $144

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Winthrop B&B

The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"Great location and comfortable!"
The price is CA $330
CA $369 total
includes taxes & fees
Aug 25 - Aug 26
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1001)
"Was a nice stay. Clean facilities and a nice breakfast"
The price is CA $268
CA $307 total
includes taxes & fees
Sep 2 - Sep 3
Irving House At Harvard
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (78)
"Very clean, comfortable and quiet B&B. Highly recommend staying here"
The price is CA $149
CA $211 total
includes taxes & fees
Aug 17 - Aug 18
Homestay BnB Near Downtown Boston
The College Club of Boston
Exterior

The College Club of Boston

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Great great stay "
The price is CA $453
CA $520 total
includes taxes & fees
Aug 17 - Aug 18
The College Club of Boston
Morrison House
Exterior

Morrison House

3.0 star property
9.4 out of 10, Exceptional, (54)
"Very pleasant stay"
Morrison House
HomeStay - B&B - Near South Boston - JFK-Umass Area
Basic Room | Bathroom

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

2.0 star property
8.4 out of 10, Very good, (48)
"Affordable and close to public transit! "
The price is CA $166
CA $230 total
includes taxes & fees
Aug 11 - Aug 12
HomeStay - B&B - Near South Boston - JFK-Umass Area
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Amazing atmosphere and location! The owners had quick and thorough communication. "
The price is CA $437
CA $437 total
includes taxes & fees
Aug 11 - Aug 12
Daniels House Inn
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (291)
"Cheryl was a lovely host. I enjoyed my stay:)"
The price is CA $288
CA $315 total
includes taxes & fees
Aug 17 - Aug 18
The Beacon Waterfront Inn
The Pistachio Room at TPH - Boston
Property grounds

The Pistachio Room at TPH - Boston

9.6 out of 10, Exceptional, (49)
"Decent Stay"
The price is CA $144
CA $253 total
includes taxes & fees
Sep 1 - Sep 2
The Pistachio Room at TPH - Boston
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (204)
"Nice place to stay "
The price is CA $260
CA $290 total
includes taxes & fees
Aug 12 - Aug 13
Château sur Mer Bed & Breakfast
Charming B&B close to Salem and Boston
Private kitchen

Charming B&B close to Salem and Boston

2.0 star property
5.6 out of 10, (5)
The price is CA $186
CA $269 total
includes taxes & fees
Aug 11 - Aug 12
Charming B&B close to Salem and Boston
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very good, (348)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
The price is CA $356
CA $398 total
includes taxes & fees
Aug 17 - Aug 18
North Bridge Inn
Stepping Stone Inn
View from property

Stepping Stone Inn

2.5 star property
9.6 out of 10, Exceptional, (86)
"Was great staying at the Stepping Stone, great place, super convenient and amazing staff. Would definitely stay there again."
The price is CA $412
CA $461 total
includes taxes & fees
Aug 12 - Aug 13
Stepping Stone Inn
The Inn At Scituate Harbor
Standard Suite, 2 Queen Beds, Non Smoking, Harbour View

The Inn At Scituate Harbor

3.5 star property
9.2 out of 10, Wonderful, (308)
"Incredible location with amazing views. Walkable to many restaurants, bars, coffee shops, etc. Terry at the front desk was wonderful during our stay. "
The price is CA $316
CA $367 total
includes taxes & fees
Sep 1 - Sep 2
The Inn At Scituate Harbor
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, (3)
"This place was so clean, safe, and wonderful in all aspects. Highly recommended. Views out back of beautiful gardens and Marsh. There was a great assortment of snacks, movies, games, and books.Host family lives here and were so pleasant and welcoming. Book this listing today! You wont be disappointed. "
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, (123)
"Family and historical artifacts throughout"
The price is CA $318
CA $318 total
includes taxes & fees
Aug 21 - Aug 22
Josephine's 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, (57)
"Wonderful service from the young lady who took care of the house. Delicious breakfast! Safe neighborhood. Lovely location. "
A Village Bed and Breakfast
"The In & Out Room" at TPH - Boston
Fridge, microwave, oven, stovetop

"The In & Out Room" at TPH - Boston

9.4 out of 10, Exceptional, (13)
"This was a room in a shared bed and breakfast. The entire house was beautiful, clean, and updated just enough to be comfortable in an old house. I would 100% stay here again!"
"The In & Out Room" at TPH - Boston
I New apartment with Luxury amenities in Boston.
Fridge, microwave, stovetop, dishwasher

I New apartment with Luxury amenities in Boston.

10.0 out of 10, Exceptional, (2)
"As an attendee to PAX East since 2013, I mostly used nearby hotels, but this year we looked into other kinds of lodgings, and this one appeared as close enough and well furnished, for cheaper than the 4 nights at the hotel.It was a great experience, clean room, close to several groceries, so the kitchen was well used. Comfortable beds as well, it was a great experience that we will be looking into in the next years again!"
I New apartment with Luxury amenities in Boston.
Natalie House - Boston
Garden

Natalie House - Boston

3.0 star property
8.8 out of 10, Excellent, (26)
"Host was super accommodating. Easy check in. Great neighborhood. "
The price is CA $222
CA $294 total
includes taxes & fees
Aug 11 - Aug 12
Natalie House - 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.
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Top Winthrop Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Check in was amazing. Peter, the bellman, was the most professional, happy, informative bellman I have had anywhere in the world. "
Jay 1-night trip
Posted 8 hours ago
Encore Boston Harbor