An aerial view of a river with a series of floating docks and a small island with trees.

Find a Bed and Breakfast in Orrs Island from CA $101

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Orrs Island 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 CA $93
CA $101 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $200
CA $218 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $219
CA $238 total
includes taxes & fees
Dec 1 - Dec 2
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 CA $222
CA $242 total
includes taxes & fees
Dec 1 - Dec 2
The Kendall Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

5. 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 CA $356
CA $388 total
includes taxes & fees
Nov 16 - Nov 17
The Nicholson Inn
A house with a sign for The James Place Inn, indicating a vacancy.

6. 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 CA $350
CA $382 total
includes taxes & fees
Nov 9 - Nov 10
The James Place Inn B&B
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

7. 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 CA $304
CA $331 total
includes taxes & fees
Nov 3 - Nov 4
Benjamin F. Packard House
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

8. 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 CA $246
CA $269 total
includes taxes & fees
Nov 2 - Nov 3
Harborage Inn on the Oceanfront
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

9. 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 CA $289
CA $315 total
includes taxes & fees
Nov 18 - Nov 19
Blind Tiger Portland – Carleton Street
Exterior

10. 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 CA $305
CA $332 total
includes taxes & fees
Nov 30 - Dec 1
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.

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 CA $341
CA $372 total
includes taxes & fees
Nov 3 - Nov 4
Blind Tiger Portland - Danforth Street.
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, (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 CA $320
CA $363 total
includes taxes & fees
Nov 2 - Nov 3
Fleetwood House Bed & Breakfast
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

13. 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 CA $299
CA $355 total
includes taxes & fees
Nov 2 - Nov 3
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
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.

14. Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay

Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
Boothbay Harbor
The price is CA $324
CA $384 total
includes taxes & fees
Nov 2 - Nov 3
Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

15. 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 CA $354
CA $419 total
includes taxes & fees
Nov 2 - Nov 3
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, 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.

16. 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
The price is CA $226
CA $267 total
includes taxes & fees
Nov 2 - Nov 3
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.

17. 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 CA $373
CA $428 total
includes taxes & fees
Nov 27 - Nov 28
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A balcony with a table set for two, a vase with flowers, and a view of a residential area.

18. Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay

Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"What a beautiful place! We loved staying here and will definitely be back."
United States
Anonymous traveller
The price is CA $490
CA $580 total
includes taxes & fees
Nov 2 - Nov 3
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

19. 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 CA $326
CA $385 total
includes taxes & fees
Nov 2 - Nov 3
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

20. Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor

Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great spot, details were handled by property very well"
United States
John H.
The price is CA $363
CA $431 total
includes taxes & fees
Nov 2 - Nov 3
Step-Free King with Your Own Harbor Balcony, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orrs Island Hotel Reviews

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"People need to understand that the Cambria has a daily resort fee. We were stalled on both checkouts with customers arguing and not wanting to pay because they paid on Expedia. Understand this$25 a day fee can be put toward any food or bar charges. People need to read their Expedia contract where it is clearly stated. Loved the outdoor fire areas at this hotel!"
Karl 1-night trip
Posted 2 hours ago
Cambria Hotel Portland Downtown-Old Port

Find out more about Orrs Island

Orrs Island B&B information

Number of reviews
2,372
Accommodation
58 B&B
Lowest Price
CA $101
Highest Price
CA $580

Frequently asked questions

Searching for B&Bs in Orrs Island?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're a solo traveler hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers.
Why would you choose B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it's a picturesque garden or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Orrs Island?
Here are some B&Bs in the area: Inn at St John Portland In-Town: 17.6 mi (28.3 km) from the heart of Orrs Island.Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 17 mi (27.4 km) from the heart of Orrs Island. The Orchard House: Inn & Cafe: 5 rooms. 9.2 mi (14.8 km) from the heart of downtown.Blind Tiger Portland – Carleton Street: 6 rooms. Located 17.3 mi (27.9 km) from the core of Orrs Island. Enjoy the unique décor and patio area.
When should I book my B&B in Orrs Island?
When you're planning your getaway to Orrs Island, 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 Orrs Island are January, February, March, and December, with each month seeing an average of 6 inches of snowfall.
What is there to do in Orrs Island?
If you want to check out some popular attractions in Orrs Island, you might enjoy a visit to Paddleworks. You might also consider a trip to sites like Bailey Island Bridge or Casco Bay if you have time to see more of the area.
How can I get to and around Orrs Island?
You can map out your trip in and around Orrs Island ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 18.3 mi (29.5 km) from the heart of the city. You can also search for flights into Portland Intl. Jetport Airport (PWM), which is 19.2 mi (30.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia