A frozen river with a bridge crossing over it, surrounded by buildings and parked cars.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Westbrook bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,145 reviews)
"Cute spot and very affordable."
United States
Tess
$144 nightly
The price is $157
Oct 5 - Oct 6
Total with taxes and fees
Inn at St John Portland In-Town
A garden with a stone wall, various plants, and flowers.

2. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (147 reviews)
"Breakfast was wonderful!"
United States
Karen
$238 nightly
The price is $260
Oct 4 - Oct 5
Total with taxes and fees
Fleetwood House Bed & Breakfast

3. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (99 reviews)
"Lovely property"
United States
Mary
$248 nightly
The price is $270
Oct 28 - Oct 29
Total with taxes and fees
West End Collection at 146 Pine
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

4. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,006 reviews)
"Beautiful property a short walk from the beach and all the attractions make it an ideal place to stay"
United States
James
$129 nightly
The price is $141
Sep 29 - Sep 30
Total with taxes and fees
Old Orchard Beach Inn
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

5. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (132 reviews)
"Beautiful place"
United States
Samuel
$328 nightly
The price is $358
Oct 28 - Oct 29
Total with taxes and fees
Blind Tiger Portland – Carleton Street
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

6. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (193 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
$493 nightly
The price is $538
Oct 28 - Oct 29
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
A kitchen with a wooden table, bench, and a fireplace.

7. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
$290 nightly
The price is $316
Oct 6 - Oct 7
Total with taxes and fees
Experience the History of Portland - The Hope Island Room
A black front door with a light fixture above it, flanked by two potted evergreen trees.

8. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (181 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
$208 nightly
The price is $226
Oct 20 - Oct 21
Total with taxes and fees
The Orchard House: Inn & Cafe
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

9. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (490 reviews)
"Great stay in a historic home."
United States
Richard
$194 nightly
The price is $211
Sep 30 - Oct 1
Total with taxes and fees
Candlebay Inn
A house with a sign for The James Place Inn, indicating a vacancy.

10. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (193 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
$228 nightly
The price is $249
Oct 5 - Oct 6
Total with taxes and fees
The James Place Inn B&B
A two-story house with a balcony, a front porch, and a snow-covered landscape.

11. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
$291 nightly
The price is $317
Oct 11 - Oct 12
Total with taxes and fees
The Nicholson Inn
A bedroom with a large bed, a wooden wardrobe, and a bench.

12. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
$317 nightly
The price is $346
Sep 29 - Sep 30
Total with taxes and fees
The Diamond Island Suite - Suite in Historic Home
A staircase with a wooden handrail and black steps, leading to a room with patterned wallpaper and a chandelier.

13. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
$536 nightly
The price is $584
Sep 29 - Sep 30
Total with taxes and fees
The Loft - private suite in historic home
A dining area with a round table, six chairs, and a floral centerpiece.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
$371 nightly
The price is $404
Oct 6 - Oct 7
Total with taxes and fees
Experience the History of Portland - The Hope Island Room
A covered porch with white railings and a view of a well-maintained lawn and pathway.

15. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (162 reviews)
"The room was lovely and comfortable, including easy-to-adjust air conditioning. Breakfast was delicious as were the homemade cookies available each evening. Coffee and tea were available all the time."
United States
Kenneth and
$258 nightly
The price is $288
Sep 29 - Sep 30
Total with taxes and fees
The Kendall Inn
An outdoor dining setup with a table set for two, featuring candles, glassware, and a vase of flowers.

16. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
$400 nightly
The price is $436
Sep 29 - Sep 30
Total with taxes and fees
Experience the History of Portland - Two Room Suite w/Private Bath
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 Westbrook Hotel Reviews

Grand Beach Inn

Grand Beach Inn

8/10 Good
"🙂 our stay was great. It was a very much at the end of the season and we were very satisfied with our stay."
Kirt 1-night trip
Posted 4 hours ago
Grand Beach Inn

Find out more about Westbrook

Westbrook B&B information

Number of reviews
2,603
Accommodation
27 B&B
Lowest Price
$141
Highest Price
$584

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Westbrook?
Prices for B&Bs in Westbrook often vary, but you can find a great deal from $141 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Westbrook 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 & Breakfast in Westbrook?
The most popular time to book a B&B in Westbrook is from January to March, during the peak season when visitors flock to enjoy the winter charm of this coastal town. This period is great for those who appreciate crisp weather and the opportunity to experience winter activities while savoring the peaceful ambiance of the area.

During these months, temperatures generally range from the low 20s to mid-40s Fahrenheit, allowing for comfortable strolls along the scenic beaches and waterfront. The picturesque landscapes covered in a light dusting of snow create a serene backdrop for outdoor adventures, such as winter hiking and birdwatching, which are particularly popular in nearby parks.

If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter atmosphere, allowing you to enjoy the stunning coastal views and local attractions without the hustle and bustle of peak tourist season. Plus, you can take advantage of off-season rates while still experiencing the charm of Westbrook.
What is the difference between a Westbrook Bed & Breakfast and a hotel?
Every Westbrook 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 Westbrook B&Bs.

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