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Compare 18 B&B in Winthrop with updated reviews, rates, and availability.

Irving House At Harvard
3.0 star property
8.8 out of 10, Excellent, (1001)
"Convenient, quiet, friendly property! Great stay!"
The price is AED 680
AED 778 total
includes taxes & fees
29 Sep - 30 Sep
Irving House At Harvard
The Salem Inn
3.5 star property
9.0 out of 10, Wonderful, (1002)
"Great full breakfast in the mornings!"
The Salem Inn
The College Club of Boston
3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great location and venue is a well looked after heritage building that's full of character. The room was super comfortable, and the staff are really helpful. Bathrooms are clean and only shared with one other room. Recommend bringing a pair of house shoes for extra comfort."
The price is AED 1,355
AED 1,558 total
includes taxes & fees
27 Oct - 28 Oct
The College Club of Boston
The Beacon Waterfront Inn
3.0 star property
9.4 out of 10, Exceptional, (265)
"Beautiful property. Quiet. Delicious seafood restaurant nearby and the beach…wow! Highly recommend "
The price is AED 584
AED 641 total
includes taxes & fees
10 Oct - 11 Oct
The Beacon Waterfront Inn
The Inn At Scituate Harbor
3.5 star property
9.2 out of 10, Wonderful, (277)
"Beautiful view of the harbor. Only cons are stairs that are narrow and a bit of a musty smell from the air conditioning so we just opened our window for fresh air instead. "
The price is AED 826
AED 947 total
includes taxes & fees
30 Sep - 1 Oct
The Inn At Scituate Harbor
Josephine's Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (120)
"Super cute with lots of personality. Comfortable bed and nice bathroom. I had to leave early so I couldn't get breakfast since it's only served from 8:30AM to 9:30AM... "
The price is AED 791
AED 791 total
includes taxes & fees
2 Oct - 3 Oct
Josephine's Bed & Breakfast
Château sur Mer Bed & Breakfast
3.0 star property
8.6 out of 10, Excellent, (198)
"Excellent location costing $30 for cab ride from downtown Intercontinental hotel to B&B. Public transit near by to their subway system. King Bed was comfortable with lots of blankets in a very clean house. They have 4 rooms. Breakfast included yogurt, juices, cereal, fresh fruit, boiled eggs, cheese, ham, sausage, toast and coffee. Joan was very friendly and helpful. Would definitely stay here again. "
The price is AED 694
AED 775 total
includes taxes & fees
29 Oct - 30 Oct
Château sur Mer Bed & Breakfast
Morrison House
3.0 star property
9.2 out of 10, Wonderful, (44)
"A homely, beautiful, warm, clean and very comfortable place to stay. Ask for a parking pass. Overall an awesome place to stay "
Morrison House
Daniels House Inn
3.0 star property
9.4 out of 10, Exceptional, (79)
"Gorgeous property! Super comfortable beds and soft linens. We had a shared bathroom but never saw the other guests so it felt private. Highly recommend!"
Daniels House Inn
A Village Bed and Breakfast
3.5 star property
10.0 out of 10, Exceptional, (45)
"Great place! Really enjoyed my stay; the people were warm and inviting; the house was very homey and close to the Green line. Loved the breakfast---will be staying again!"
A Village Bed and Breakfast
Charming B&B close to Salem and Boston
2.0 star property
The price is AED 551
AED 786 total
includes taxes & fees
27 Oct - 28 Oct
Charming B&B close to Salem and Boston
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
Stepping Stone Inn
2.5 star property
9.6 out of 10, Exceptional, (84)
"Lovely stay at the Stepping Stone. Matt was very helpful pointing things out locally, and their ‘butler’/cat Clifford was a cutie who welcomed us into our room. Close to everything in downtown Salem & right next to the Witch Museum & the town common. Highly recommended. Thank you! "
Stepping Stone Inn
North Bridge Inn
3.5 star property
8.4 out of 10, Very Good, (345)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
North Bridge Inn
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
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
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
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
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Other property types in Winthrop

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
10.0 out of 10, Exceptional, (35)
"The calm of a typical and friendly residential neighborhood... less than 20-25 minutes (car + subway) from the heart of Boston was perfect for us. Orient Heights subway station is just 6 minutes from the house with an incentive parking lot at only $2.40 per 24 hours. This saved us the hassle of driving around the city while allowing us to come and go as we pleased. The residence and its two spacious bedrooms + dining and living rooms allowed us to be comfortable throughout our stay and there...
The price is AED 900
AED 1,612 total
includes taxes & fees
29 Sep - 30 Sep
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Maverick Suites at 28 Fenway
2.5 star property
9.2 out of 10, Wonderful, (123)
"It was in a good location for walking Boston. "
The price is AED 437
AED 861 total
includes taxes & fees
29 Sep - 30 Sep
Maverick Suites at 28 Fenway
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2283)
"Just a standard hotel for a quick stay (nothing special). I found it a little annoying to have to pay for parking, even though it’s only $10 a night….. it’s Burlington with parking everywhere not downtown Boston. "
The price is AED 657
AED 734 total
includes taxes & fees
29 Sep - 30 Sep
HYATT house Boston/Burlington
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.Irving House At Harvard: 6.6 mi (10.7 km) from the downtown core. Enjoy the local cuisine breakfast and deli. The Salem Inn: Situated 10.8 mi (17.3 km) from the heart of Winthrop. Enjoy the free cooked breakfast and unique décor. The College Club of Boston: 12 rooms. 5 mi (8.1 km) from the heart of downtown. Enjoy the library and coffee shop.
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.