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Check prices for these dates

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

Our top choices for Casco Bay Islands 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, (1,171 reviews)
"Great location and exactly what we needed for our time in Portland"
United States
Darbi
The price is AED 244
AED 266 total
includes taxes & fees
22 Nov - 23 Nov
Inn at St John Portland In-Town
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (497 reviews)
"Great stay in a historic home."
United States
Richard
The price is AED 526
AED 573 total
includes taxes & fees
2 Nov - 3 Nov
Candlebay Inn
A black front door with a light fixture above it, flanked by two potted evergreen trees.

3. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (184 reviews)
"Great place"
United States
Mark
The price is AED 575
AED 626 total
includes taxes & fees
1 Dec - 2 Dec
The Orchard House: Inn & Cafe
A covered porch with white railings and a view of a well-maintained lawn and pathway.

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (169 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is AED 603
AED 657 total
includes taxes & fees
2 Dec - 3 Dec
The Kendall Inn
A house with a sign for The James Place Inn, indicating a vacancy.

5. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 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
The price is AED 920
AED 1,003 total
includes taxes & fees
9 Nov - 10 Nov
The James Place Inn B&B
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

6. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
The price is AED 775
AED 845 total
includes taxes & fees
10 Nov - 11 Nov
Blind Tiger Portland – Carleton Street
Exterior

7. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is AED 801
AED 873 total
includes taxes & fees
30 Nov - 1 Dec
West End Collection at 146 Pine
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

8. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,005 reviews)
"Really nice hotel"
United States
James
The price is AED 458
AED 554 total
includes taxes & fees
2 Nov - 3 Nov
Old Orchard Beach Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

9. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is AED 989
AED 1,078 total
includes taxes & fees
17 Nov - 18 Nov
The Nicholson Inn
A two-story house with a porch and a sign reading "Fleetwork House."

10. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (150 reviews)
"Close location to airport. Sweet Neighbhorhood Good shower and breakfast was delish. Loved eating on the houses China"
United States
caia
The price is AED 841
AED 954 total
includes taxes & fees
2 Nov - 3 Nov
Fleetwood House Bed & Breakfast
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

11. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (203 reviews)
"Very helpful and friendly staff"
United States
paul k
The price is AED 896
AED 977 total
includes taxes & fees
3 Nov - 4 Nov
Blind Tiger Portland - Danforth Street.
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

12. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
"This little place was excellent! Great views, very convenient to walk everywhere. The morning breakfasts were delicious! Would definitely stay again!"
United States
Michele
The price is AED 648
AED 706 total
includes taxes & fees
2 Nov - 3 Nov
Harborage Inn on the Oceanfront
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

13. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (118 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
The price is AED 715
AED 779 total
includes taxes & fees
9 Nov - 10 Nov
Benjamin F. Packard House
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

15. Diamond Island | King Room with Private Ensuite

Diamond Island | King Room with Private Ensuite
West End
Diamond Island | King Room with Private Ensuite
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

16. The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
The price is AED 786
AED 933 total
includes taxes & fees
2 Nov - 3 Nov
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Experience the History of Portland - The Hope Island Room
West End
Experience the History of Portland - The Hope Island Room
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

18. Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay

Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
"Friendly"
United States
Amy
The price is AED 981
AED 1,121 total
includes taxes & fees
27 Nov - 28 Nov
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A wooden deck with three white Adirondack chairs facing a marina with boats and houses in the background.

19. Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay

Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"We had such a great time at The Greenleaf. Jersey is an incredible host and will make sure your visit is amazing."
United States
Karen G.
The price is AED 1,120
AED 1,321 total
includes taxes & fees
28 Nov - 29 Nov
Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Experience the History of Portland - Two Room Suite w/Private Bath
West End
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 Casco Bay Islands Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The room was excellent. Plenty of bench space in the bathroom, a magnifying makeup mirror with lighting, a walk-in shower, blackout curtains and a good amount of space for luggage. The gym looked fabulous but I didn’t have a chance to use it because it didn’t open till 8 in the morning, which was disappointing."
Antonia 1-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

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