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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, (1,170 reviews)
"Great location . Staff was awesome"
United States
Shad
The price is AED 306
AED 334 total
includes taxes & fees
27 Oct - 28 Oct
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
1 Nov - 2 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 829
AED 904 total
includes taxes & fees
27 Oct - 28 Oct
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, (166 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 646
AED 704 total
includes taxes & fees
26 Nov - 27 Nov
The Kendall 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, (137 reviews)
"Beautiful place"
United States
Samuel
The price is AED 788
AED 859 total
includes taxes & fees
17 Nov - 18 Nov
Blind Tiger Portland – Carleton Street
Exterior

6. 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 768
AED 837 total
includes taxes & fees
1 Nov - 2 Nov
West End Collection at 146 Pine
A house with a sign for The James Place Inn, indicating a vacancy.

7. 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 garden with a stone wall, various plants, and flowers.

8. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (149 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is AED 841
AED 954 total
includes taxes & fees
27 Oct - 28 Oct
Fleetwood House Bed & Breakfast
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

9. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (117 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 698
AED 761 total
includes taxes & fees
3 Nov - 4 Nov
Benjamin F. Packard House
A two-story house with a balcony, a front porch, and a snow-covered landscape.

10. 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 947
AED 1,032 total
includes taxes & fees
27 Oct - 28 Oct
The Nicholson Inn
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

11. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,004 reviews)
"Really nice hotel"
United States
James
The price is AED 458
AED 554 total
includes taxes & fees
27 Oct - 28 Oct
Old Orchard Beach Inn
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

12. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (201 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
The price is AED 896
AED 977 total
includes taxes & fees
17 Nov - 18 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.

13. 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 691
AED 753 total
includes taxes & fees
5 Nov - 6 Nov
Harborage Inn on the Oceanfront
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 large house with multiple sections, surrounded by lush greenery and trees.

15. The Squire Tarbox Inn

The Squire Tarbox Inn
2.5 star property
Wiscasset
9.6 out of 10, Exceptional, (23 reviews)
"Lovely spot."
United States
Oona
The price is AED 1,115
AED 1,327 total
includes taxes & fees
30 Oct - 31 Oct
The Squire Tarbox Inn
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)
"Our host, Jersey, was awesome. He goes out of his way to satisfy his customers. Can't say enough good things about the property!"
United States
Robert
The price is AED 786
AED 981 total
includes taxes & fees
27 Oct - 28 Oct
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. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
The price is AED 793
AED 965 total
includes taxes & fees
27 Oct - 28 Oct
The Diamond Island Suite - Suite in Historic Home
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.

18. 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 serene lakeside setting with two rocking chairs facing a calm body of water, a fire pit in the center, and a clear view of boats and distant land.

19. Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay

Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
The price is AED 973
AED 1,213 total
includes taxes & fees
27 Oct - 28 Oct
Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

20. Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor

Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay."
United States
Kaitlyn H.
The price is AED 929
AED 1,157 total
includes taxes & fees
7 Nov - 8 Nov
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
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 Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"A wonderful stay while in Ashbury, NJ! The view from our oceanside window was beautiful. Well worth the extra $ to get the ocean view large window. Friendly staff, comfy room. Hope to return some day. What a fun town, too!"
Krista 2-night trip
Posted less than an hour ago
Portland Harbor Hotel

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