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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Great Island bed & breakfast

A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

1. 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 HK$1,123
HK$1,224 total
includes taxes & fees
2 Nov - 3 Nov
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

2. 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 HK$1,483
HK$1,617 total
includes taxes & fees
2 Nov - 3 Nov
The Kendall 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 HK$1,771
HK$1,931 total
includes taxes & fees
25 Oct - 26 Oct
The Orchard House: Inn & Cafe
A two-story house with a balcony, a front porch, and a snow-covered landscape.

4. 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 HK$2,022
HK$2,204 total
includes taxes & fees
25 Oct - 26 Oct
The Nicholson 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 HK$1,966
HK$2,143 total
includes taxes & fees
9 Nov - 10 Nov
The James Place Inn B&B
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

6. 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 HK$1,797
HK$1,959 total
includes taxes & fees
1 Nov - 2 Nov
Benjamin F. Packard House
A small, neatly arranged bedroom with a single bed, a bedside table with a lamp, a small table with a vase of flowers, and a door leading to a bathroom.

7. 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, (1,169 reviews)
"We love to stay at historic places when we travel, and we were not disappointed with this one! So cute and cozy!"
United States
Vicki
The price is HK$654
HK$713 total
includes taxes & fees
25 Oct - 26 Oct
Inn at St John Portland In-Town
A bedroom with a bed, two windows with shutters, a lamp, a chair, and a wall-mounted light fixture.

8. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend this stay, gorgeous location and breakfast was fantastic."
United States
Maja
The price is HK$1,758
HK$1,916 total
includes taxes & fees
24 Oct - 25 Oct
Five Gables Inn
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

9. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
"Wonderful Have stayed here before Best I. Booth Bay Staff is great. You will not be disappointed."
United States
David
The price is HK$1,476
HK$1,609 total
includes taxes & fees
5 Nov - 6 Nov
Harborage Inn on the Oceanfront
A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

10. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (83 reviews)
"It was just perfect for our visit to boothbay. Easy to walk downtown for food and shopping. Breakfast was incredible."
United States
Floyd
The price is HK$2,121
HK$2,312 total
includes taxes & fees
23 Oct - 24 Oct
Harbour Towne Inn on the Waterfront
A large house with multiple sections, surrounded by lush greenery and trees.

11. 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 HK$2,382
HK$2,835 total
includes taxes & fees
23 Oct - 24 Oct
The Squire Tarbox Inn
A two-story house with a porch and a sign reading "Fleetwork House."

12. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (148 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is HK$1,797
HK$2,037 total
includes taxes & fees
25 Oct - 26 Oct
Fleetwood House Bed & Breakfast
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

13. 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 HK$1,776
HK$1,936 total
includes taxes & fees
17 Nov - 18 Nov
Blind Tiger Portland – Carleton Street
Exterior

14. 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 HK$1,671
HK$1,822 total
includes taxes & fees
1 Nov - 2 Nov
West End Collection at 146 Pine
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

15. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (199 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
The price is HK$1,938
HK$2,113 total
includes taxes & fees
11 Nov - 12 Nov
Blind Tiger Portland - Danforth Street.
A large white house with multiple balconies, a porch, and a garage.

16. Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor

Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Boothbay Harbor has so many wonderful restaurants, activities and shops to visit. Jersey was one of a kind. Always wanting to help or recommend things to do."
United States
Eileen O.
The price is HK$2,181
HK$2,720 total
includes taxes & fees
31 Oct - 1 Nov
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, a patterned rug, a plant, and two framed pictures on the wall.

17. 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 HK$1,985
HK$2,463 total
includes taxes & fees
25 Oct - 26 Oct
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
A room with a large window overlooking a marina, a white cushioned bench, and a vase with flowers.

18. Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor

Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jearsy was great! Will stay again."
United States
Sara S.
The price is HK$1,828
HK$2,284 total
includes taxes & fees
25 Oct - 26 Oct
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A room with a large window offering a view of a marina and boats.

19. 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 HK$2,103
HK$2,489 total
includes taxes & fees
27 Oct - 28 Oct
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A large white house with multiple balconies, a porch, and a garage.

20. 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 HK$1,679
HK$2,096 total
includes taxes & fees
24 Oct - 25 Oct
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, 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 Great Island Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"."
Tracy 1-night trip
Posted 1 hour ago
Inn at St John Portland In-Town

Find out more about Great Island

Great Island B&B information

Number of reviews
2,464
Accommodation
55 B&B
Lowest Price
HK$713
Highest Price
HK$2,835

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