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

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Our top choices for Westbrook bed & breakfast

1. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (143 reviews)
"Breakfast was wonderful!"
United States
Karen
$238 nightly
The price is $260
Sep 2 - Sep 3
Total with taxes and fees
Fleetwood House Bed & Breakfast

2. 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, (1,115 reviews)
"Room was clean, bed was comfortable, staff were helpful. Would stay here again!"
United States
Caleb
$179 nightly
The price is $195
Aug 31 - Sep 1
Total with taxes and fees
Inn at St John Portland In-Town

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, (96 reviews)
"Wonderful staff and scrumptious breakfast "
United States
Elena
$219 nightly
The price is $239
Aug 31 - Sep 1
Total with taxes and fees
West End Collection at 146 Pine

4. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,001 reviews)
"This place was amazing. The staff were so friendly and the breakfast was delicious!"
United States
Samantha
$129 nightly
The price is $141
Sep 30 - Oct 1
Total with taxes and fees
Old Orchard Beach Inn

5. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (129 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
$292 nightly
The price is $318
Sep 10 - Sep 11
Total with taxes and fees
Blind Tiger Portland – Carleton Street

6. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (192 reviews)
"Enjoyable"
Canada
Lawrence
$433 nightly
The price is $472
Sep 9 - Sep 10
Total with taxes and fees
Blind Tiger Portland - Danforth Street.

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

Experience the History of Portland - The Hope Island Room
West End
$271 nightly
The price is $295
Sep 9 - Sep 10
Total with taxes and fees
Experience the History of Portland - The Hope Island Room

8. Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Definitely worth a visit! Beach just down the road!"
United States
Matt S.
$178 nightly
The price is $195
Sep 4 - Sep 5
Total with taxes and fees
Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

9. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (179 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
$222 nightly
The price is $242
Sep 7 - Sep 8
Total with taxes and fees
The Orchard House: Inn & Cafe

10. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (485 reviews)
"Great location, quiet room, great breakfast......"
United States
Keith
$175 nightly
The price is $190
Sep 7 - Sep 8
Total with taxes and fees
Candlebay Inn

11. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
$300 nightly
The price is $327
Sep 7 - Sep 8
Total with taxes and fees
The Nicholson Inn

12. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
$331 nightly
The price is $361
Sep 8 - Sep 9
Total with taxes and fees
The Diamond Island Suite - Suite in Historic Home

13. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (159 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
$197 nightly
The price is $221
Sep 30 - Oct 1
Total with taxes and fees
The Kendall Inn

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

Experience the History of Portland - The Hope Island Room
West End
$391 nightly
The price is $426
Sep 20 - Sep 21
Total with taxes and fees
Experience the History of Portland - The Hope Island Room

15. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
$625 nightly
The price is $681
Sep 8 - Sep 9
Total with taxes and fees
The Loft - private suite in historic home

16. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (190 reviews)
"Fabulous hosts, beautiful property, excellent breakfast, walking distance to the main street of Freeport but still quiet. Highly recommend!"
United States
Carol
$239 nightly
The price is $260
Aug 31 - Sep 1
Total with taxes and fees
The James Place Inn B&B

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

Experience the History of Portland - Two Room Suite w/Private Bath
West End
$452 nightly
The price is $493
Sep 27 - Sep 28
Total with taxes and fees
Experience the History of Portland - Two Room Suite w/Private Bath

18. Bright Character Studio Near the Beach with Outdoor Seating & Parking

Bright Character Studio Near the Beach with Outdoor Seating & Parking
Old Orchard Beach
8.0 out of 10, Very Good, (1 review)
"served its purpose as between residences; nice place with all necessities; time of year issue was not enough heat; host attentive to any questions"
United States
Beth W.
$179 nightly
The price is $196
Sep 11 - Sep 12
Total with taxes and fees
Bright Character Studio Near the Beach with Outdoor Seating & Parking
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

Find out more about Westbrook

Westbrook B&B information

Number of reviews
3,384
Accommodation
18 B&B
Lowest Price
$141
Highest Price
$472

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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