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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 19 B&B in Westbrook with updated reviews, rates, and availability.

Inn at St John Portland In-Town
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1000)
"Charming Inn, rooms were beautiful. Everything you could need for a stay. Very quiet guests. Would definitely return and recommend it to friends. "
The price is $97
includes taxes & fees
$89 per night
May 1 - May 2
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Amazing location, so much beauty and charm at this inn. Have stayed twice and can’t wait to return!"
The price is $88
includes taxes & fees
$80 per night
May 5 - May 6
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Baxter | Premium bedding, individually decorated, individually furnished

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (144)
"Great, enjoyed our stay."
The price is $282
includes taxes & fees
$258 per night
May 1 - May 2
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (111)
"We loved our stay at Blind Tiger! So many thoughtful touches."
The price is $225
includes taxes & fees
$206 per night
May 12 - May 13
Blind Tiger Portland – Carleton Street
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (58)
"Nice place, cute little town"
The price is $190
includes taxes & fees
$174 per night
May 14 - May 15
And. N B&B
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is $182
includes taxes & fees
$167 per night
May 1 - May 2
The Orchard House & Cafe
West End Inn
Classic Room, 1 King Bed, City View | Individually decorated, individually furnished, iron/ironing board

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is $206
includes taxes & fees
$189 per night
May 1 - May 2
West End Inn
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"This bed and breakfast was absolutely charming. The common space was well equipped with all types of entertainment, puzzles, games, tea/coffee, and a self service honor system minibar. The full breakfast was delicious with plenty of options and the hosts seem to really enjoy sharing their home. The bedroom and bathroom were spotless and comfortable. We will definitely recommend this bed and breakfast."
The price is $190
includes taxes & fees
$175 per night
May 7 - May 8
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"Our hostess was a lovely and cheerful lady, always ready to help and to advise good spots to visit."
The price is $168
includes taxes & fees
$154 per night
May 1 - May 2
Candlebay Inn
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is $250
includes taxes & fees
$229 per night
May 1 - May 2
Fleetwood House Bed & Breakfast
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"This B and B was outstanding for attention to detail, immaculate condition and cleanliness. Their breakfast was delicious with a start of fresh fruit and scones, and a great breakfast burrito that day. A short walk to LLBean, it’s near all the attractions in Freeport. The hosts were very friendly and accommodating. It was a real pleasure to stay there!"
The price is $331
includes taxes & fees
$304 per night
May 3 - May 4
The James Place Inn B&B
Brewster House Bed & Breakfast
Exterior

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
The price is $239
includes taxes & fees
$219 per night
May 2 - May 3
Brewster House Bed & Breakfast
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
The Chadwick Bed & Breakfast
Exterior

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"The Innkeepers were friendly and wonderful communicators. Breakfast was DELICIOUS! The rooms were cozy and the area was easy to commute on foot"
The Chadwick Bed & Breakfast
Private suite...entire 3rd floor.
2 bedrooms, iron/ironing board, WiFi, bed sheets

Private suite...entire 3rd floor.

10.0 out of 10, Exceptional, (1)
"This was a great stay and experience in a Victorian style home! Loved the home and all the amenities and would recommend to others!! Kelley was a great host!!"
Private suite...entire 3rd floor.
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice country inn, beautiful views. best wishes for the new ownwers."
Harpswell Inn
Inn at Park Spring
Exterior

Inn at Park Spring

3.5 star property
10.0 out of 10, Exceptional, (48)
"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "
Inn at Park Spring
Portland B&B room - steps from Eastern Prom and beach and close to town too!

Portland B&B room - steps from Eastern Prom and beach and close to town too!

2.0 star property
9.4 out of 10, Exceptional, (10)
"The home is very warm and inviting. We'd love to return in the future and stay again if it's available. We were looking for something tranquil and cozy within walking distance to downtown and this hit the mark. We were just steps from a great view of the bay. The view from the promenade is just beautiful. I love that it was walkable to downtown but away from the commotion that goes with being downtown. Erna had some great dining recommendations as well. We've got nothing but positive things to...
Portland B&B room - steps from Eastern Prom and beach and close to town too!
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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Other property types in Westbrook

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.8 out of 10, Exceptional, (56)
"A great place to stay if you’re in town for several days. Felt like my own apt and loved the extra living space to chill after a busy week of work travels. "
The price is $311
includes taxes & fees
$292 per night
May 11 - May 12
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (104)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is $305
includes taxes & fees
$280 per night
May 5 - May 6
Oceanfront Condo! Spectacular Views From Private Large Balcony
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 Westbrook?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a B&B may be the perfect thing for your vacation to Westbrook. When you want to explore some attractions in town, Happy Wheels Skate Center and MAGAN Trailhead are worth a stop.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests, and tasty breakfasts, B&Bs offer a truly one-of-a-kind environment.
What are the top B&Bs in Westbrook?
Here are some B&Bs in the surrounding area: Inn at St John Portland In-Town: 4.9 mi (7.9 km) from the heart of Westbrook.Old Orchard Beach Inn: 11 mi (17.7 km) from the downtown core. Enjoy the outdoor pool and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 5.7 mi (9.2 km) from the heart of Westbrook. Fleetwood House Bed & Breakfast: 3 rooms. 3.5 mi (5.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. West End Inn: 6 rooms. Located 5.3 mi (8.5 km) from the core of Westbrook. Enjoy the local cuisine breakfast and deli.
When is the best time to stay at a B&B in Westbrook?
When you’re dreaming of a trip to Westbrook, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Westbrook are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Westbrook?
If you like to experience a new place through your taste buds, you’ll be sure to enjoy Westbrook for its restaurants and coffeehouses. When you want to check out some attractions in town, you might consider a visit to Happy Wheels Skate Center and MAGAN Trailhead. Maine Mall and Thompson’s Point are also some sites to visit if you want to see more of the area.
How can I get to and around Westbrook?
Planning your excursions in and around Westbrook is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 3.6 mi (5.9 km) away from the heart of the city. Otherwise, look for flights into Sanford, ME (SFM-Sanford Seacoast Regional), which is 25.5 mi (41.1 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.