A coastal town with a lighthouse, sandy beach, and residential buildings.

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Winthrop bed & breakfast

A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

1. Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.6 out of 10, Excellent, (232 reviews)
"An ideal location to explore old Quebec City. Our stay was comfortable and the staff was consistently hlpful."
United States
Kathryn
$189 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
Château sur Mer Bed & Breakfast
Private kitchen

2. Homestay BnB Near Downtown Boston

Homestay BnB Near Downtown Boston
2.0 star property
Dorchester
8.4 out of 10, Very good, (165 reviews)
"Place was spotless. Great location. Comfortable room. Perfect for flight layover and overall short term stay in Boston."
Canada
Tracey
$126 nightly
The price is $145
Nov 8 - Nov 9
Total with taxes and fees
Homestay BnB Near Downtown Boston
A hotel room with a large bed, a sitting area with a table and chairs, a fireplace, and a view of the street through the windows.

3. The College Club of Boston

The College Club of Boston
3.0 star property
Back Bay
9.6 out of 10, Exceptional, (1,005 reviews)
"This is a beautiful and friendly place to stay in the city, very convenient to restaurants and cafes, and is a very relaxing place to return after a busy day of sight seeing."
United States
Julia
$176 nightly
The price is $202
Nov 29 - Nov 30
Total with taxes and fees
The College Club of Boston
A two-story building with a sign reading "Irving House Bed & Breakfast".

4. Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,002 reviews)
"Very accommodating with late arrival."
United States
Ellen
$145 nightly
The price is $166
Nov 22 - Nov 23
Total with taxes and fees
Irving House At Harvard
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

5. Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.0 out of 10, Very good, (126 reviews)
"Great stay for dilli travelers good location with connectivity and house was clean and well equipped."
United States
Dhruv
$93 nightly
The price is $107
Nov 1 - Nov 2
Total with taxes and fees
Homestay In Boston -
A spacious room with a large window, a dark blue sofa, and a wooden floor.

6. Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
7.8 out of 10, Good, (83 reviews)
"Great location, actually very easy to get to Boston downtown. Perfect for the price."
Canada
Chloe
$118 nightly
The price is $136
Nov 2 - Nov 3
Total with taxes and fees
Homestay Near Near Savin Hill Area
A kitchen with a stainless steel stove, oven, microwave, and refrigerator.

7. Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
7.8 out of 10, Good, (98 reviews)
"I like how quiet and clean the place is and I will be back."
United States
Nadege
$113 nightly
The price is $130
Nov 3 - Nov 4
Total with taxes and fees
Homestay In Fields Corner Area Boston
A bedroom with a large bed, a nightstand, a window with blinds, a balcony with a view, and a ceiling with a skylight.

8. The Beacon Waterfront Inn

The Beacon Waterfront Inn
3.0 star property
Hull
9.4 out of 10, Exceptional, (341 reviews)
"Great place to stay 100% recommendable!"
United States
Maximiliano
$199 nightly
The price is $222
Nov 4 - Nov 5
Total with taxes and fees
The Beacon Waterfront Inn
A yellow building with a black door, white columns, and a brick pathway leading to the entrance.

9. The Salem Inn

The Salem Inn
3.5 star property
Salem
9.4 out of 10, Exceptional, (1,000 reviews)
"Absolutely loved staying here, beautiful inside and out. Would happily stay here again"
United States
Donald
$180 nightly
The price is $201
Dec 1 - Dec 2
Total with taxes and fees
The Salem Inn
A living room with a brick fireplace, a brown leather sofa, a patterned rug, and a dining area with a table and chairs.

10. The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (82 reviews)
"There room and common areas were very clean neat. It was a very pleasant stay. I would stay there again."
United States
L M C.
$142 nightly
The price is $163
Nov 2 - Nov 3
Total with taxes and fees
The Pistachio Room at TPH - Boston
A living room with a sectional sofa, a glass coffee table, a small round table, and a wall-mounted TV.

11. Charming B&B close to Salem and Boston

Charming B&B close to Salem and Boston
Lynn
6.2 out of 10, (21 reviews)
"Inexpensive and close to many attractions. "
United States
Maria
$195 nightly
The price is $214
Nov 1 - Nov 2
Total with taxes and fees
Charming B&B close to Salem and Boston
A compact kitchen with a dining table, chairs, a refrigerator, microwave, stove, and cabinets.

12. 2-bedroom bed & breakfast in adorable Lynn with AC comfort

2-bedroom bed & breakfast in adorable Lynn with AC comfort
Lynn
10.0 out of 10, Exceptional, (10 reviews)
$343 nightly
The price is $376
Nov 3 - Nov 4
Total with taxes and fees
2-bedroom bed & breakfast in adorable Lynn with AC comfort
A two-story building with a red door and multiple windows.

13. Daniels House Inn

Daniels House Inn
3.0 star property
Salem
9.4 out of 10, Exceptional, (122 reviews)
"It’s a fantastic old house. Great place to stay if you’re looking for a unique experience in Salem"
Canada
Kristofor
$274 nightly
The price is $274
Nov 16 - Nov 17
Total with taxes and fees
Daniels House Inn
A garden with a flower in the foreground and a row of houses in the background.

14. The Inn At Scituate Harbor

The Inn At Scituate Harbor
3.5 star property
Scituate
9.2 out of 10, Wonderful, (330 reviews)
"Stunning views of the harbor. Located at the edge of the downtown area, as easy walk to a number of restaurants and shops."
United States
robert
$209 nightly
The price is $229
Nov 2 - Nov 3
Total with taxes and fees
The Inn At Scituate Harbor
A modern kitchen with white cabinets, a marble island, and pendant lighting.

15. Homestay Near Downtown Boston - Savin Hill Area

Homestay Near Downtown Boston - Savin Hill Area
2.0 star property
Dorchester
8.4 out of 10, Very good, (62 reviews)
"House was kept tidy during my stay"
United States
Alexander Joshua
$113 nightly
The price is $130
Nov 1 - Nov 2
Total with taxes and fees
Homestay Near Downtown Boston - Savin Hill Area
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

Ramada by Wyndham Boston

Ramada by Wyndham Boston

10/10 Excellent
"Excellent service"
Agustin 2-night trip
Posted 2 hours ago
Ramada by Wyndham Boston

Find out more about Winthrop

Winthrop B&B information

Number of reviews
1,719
Accommodation
38 B&B
Lowest Price
$107
Highest Price
$376

Frequently asked questions

What are the most popular Winthrop Bed & Breakfasts?
Château sur Mer Bed & Breakfast is a great choice for travelers seeking a unique and inviting experience in Winthrop, boasting an excellent 8.6 rating. This charming property offers a delightful partial ocean view, allowing guests to soak in the beauty of the seaside right from their accommodations. Known for its warm hospitality, guests rave about the inclusive setting and the delicious breakfast served each morning, which adds a wonderful touch to your stay.
What is the nightly rate for a Bed and Breakfast in Winthrop?
Prices for B&Bs in Winthrop often vary, but you can find a great deal from $107 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winthrop B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Winthrop?
The best time to book a B&B in Winthrop is during the summer months, particularly from June to August. This is when outdoor enthusiasts flock to the area to take advantage of the pleasant weather and the stunning landscapes of the North Cascades. The vibrant energy of the season creates a friendly setting, superb for hiking, biking, and exploring the picturesque town, known for its charming Western-themed architecture.

July stands out as the most popular month, as visitors enjoy long days filled with sunshine and a wealth of activities. Temperatures typically range from the mid-50s to the low 80s Fahrenheit, allowing for comfortable outdoor adventures and leisurely strolls through town. The annual Winthrop Rhythm & Blues Festival in July adds to the lively vibe, attracting music lovers from near and far.

For those looking for a more budget-friendly option, consider visiting in September. This month offers a beautiful transition into fall, with fewer crowds and a chance to witness the changing colors of the leaves. The weather remains mild, and many outdoor activities can still be enjoyed, making it a wonderful time for scenic hikes and exploring local attractions at a more relaxed pace.
What is the difference between a Winthrop Bed & Breakfast and a hotel?
Every Winthrop B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winthrop B&Bs.

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