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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Orrs Island hotels

In-room safe, blackout curtains, iron/ironing board, free WiFi
The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block
2.0 star property
Downtown Portland
10.0 out of 10, Exceptional, (3)
"Really nice and clean new hotel!"
United States
Michael
Travelling for leisure
The price is AU$252
includes taxes & fees
25 Jan - 26 Jan 2026
The Docent's Collection - Boyd Block
Restaurant
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages
3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (68)
"We had very nice views and the room itself was very clean."
United States
Angela
Travelling with family
The price is AU$223
includes taxes & fees
28 Dec - 29 Dec
Spinneys Guesthouse & Beach Cottages
On the beach, fishing
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (293)
"A wonderful place to relax on the ocean and enjoy spa services."
United States
Sharon
Travelling for leisure
Inn By The Sea
Front of property – evening/night
Inn On Peaks Island

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (107)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is AU$261
includes taxes & fees
28 Dec - 29 Dec
Inn On Peaks Island
Desk, blackout curtains, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME
2.0 star property
Westbrook
5.6 out of 10, (1000)
"it was a great stay nice bed"
United States
Oneida P.
Travelling for leisure
The price is AU$113
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Portland ME
Executive Room, 1 King Bed, Balcony, Ocean View | Terrace/patio
Greenleaf Inn

Greenleaf Inn

Greenleaf Inn
2.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (14)
"The view out of the windows from the bed was beautiful."
United States
Tara
Travelling for leisure
The price is AU$536
includes taxes & fees
27 Dec - 28 Dec
Greenleaf Inn
Front of property
Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (78)
"Very nice comfortable room with friendly staff and excellent breakfast."
United States
Robert
The price is AU$362
includes taxes & fees
28 Dec - 29 Dec
Harbour Towne Inn on the Waterfront
Individually decorated, individually furnished, desk, laptop workspace
SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
9.0 out of 10, Wonderful, (197)
"The hotel was very clean and comfortable, and only a couple minutes from downtown Freeportand L.L."
United States
William
Travelling with family
The price is AU$153
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Freeport Brunswick
Sherman Zwicker
The Thistle Inn

The Thistle Inn

The Thistle Inn
2.0 star property
Boothbay Harbor
7.6 out of 10, Good, (86)
"Fantastic location to all attractions in the village of Boothbay harbor."
United States
Rick-Linda
The Thistle Inn
Deluxe Room, 1 King Bed, Harbour View, Oceanfront | Water view
Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (223)
"Beautiful new rooms with full fridge/freezer and k-cup coffee machine."
United States
Kirsten
Travelling for leisure
The price is AU$358
includes taxes & fees
1 Jan - 2 Jan 2026
Harborage Inn on the Oceanfront
Exterior
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"The rooms are clean. and comfy beds and pillows"
United States
Christine
Travelling for leisure
The price is AU$272
includes taxes & fees
1 Jan - 2 Jan 2026
The Kendall Inn
Daily buffet breakfast (USD 10 per person)
Flagship Inn and Suites

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1001)
"we were impressed with the with the condition of the room and the excellent customer service we experienced."
United States
Carole
Travelling for leisure
The price is AU$200
includes taxes & fees
12 Jan - 13 Jan 2026
Flagship Inn and Suites
Terrace/patio
Admirals Quarters Inn

Admirals Quarters Inn

Admirals Quarters Inn
2.0 star property
Boothbay Harbor
9.4 out of 10, Exceptional, (30)
"It has a great set up with access to common rooms and kitchen."
United States
Lisa
Travelling with family
Admirals Quarters Inn
Two Queen Marina Front | Exterior
Tugboat Inn

Tugboat Inn

Tugboat Inn
3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1000)
"Views from rooms were beautiful"
United States
Joan
The price is AU$276
includes taxes & fees
28 Dec - 29 Dec
Tugboat Inn
On the beach
The McKernan Inn

The McKernan Inn

The McKernan Inn
3.0 star property
South Portland
9.0 out of 10, Wonderful, (86)
"The room was spacious and clean."
United States
Deborah
Travelling for leisure
The McKernan Inn
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
The price is AU$355
includes taxes & fees
27 Dec - 28 Dec
The James Place Inn B&B
BBQ/picnic Area
TownePlace Suites by Marriott Portland Airport ME

TownePlace Suites by Marriott Portland Airport ME

TownePlace Suites by Marriott Portland Airport ME
2.0 star property
South Portland
9.0 out of 10, Wonderful, (347)
"Beautiful facility, clean, comfy beds."
Canada
Barbara Anne
Travelling with friends
The price is AU$145
includes taxes & fees
1 Jan - 2 Jan 2026
TownePlace Suites by Marriott Portland Airport ME
Deluxe Suite, 1 King Bed | Living area
The Weldon Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (90)
"The full kitchen and appliances were perfect for my stay so that I did not have to eat out"
United States
Brandi Nicole
Travelling for leisure
The price is AU$342
includes taxes & fees
12 Jan - 13 Jan 2026
The Weldon Hotel
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is AU$271
includes taxes & fees
4 Jan - 5 Jan 2026
Brewster House Bed & Breakfast
Lobby
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
2.0 star property
Freeport
7.8 out of 10, Good, (1000)
"The bed was wonderfully soft!"
United States
Kate
Travelling solo
The price is AU$137
includes taxes & fees
15 Jan - 16 Jan 2026
The Freeport Hotel, an Ascend Collection Hotel
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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Stay near popular Orrs Island attractions

Paddleworks

Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area.
See properties

Learn more about Orrs Island

Orrs Island is calling! Discover its hiking, skiing, island views and more.

See all hotels in Orrs Island
The unique, granite Cribstone Bridge, Bailey Island Bridge, connecting Orr's and Bailey Islands in Harpswell, Maine

Top Orrs Island Hotel Reviews

Recent Reviews in Orrs Island

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Clean room and friendly staff"
Parise 1-night trip
Posted 3 days ago
Comfort Inn South Portland Airport

More cheap accommodation in Orrs Island

Motel 6 Portland, ME

Motel 6 Portland, ME

1 Riverside St Portland ME
The price is AU$92 per night from 4 Jan to 5 Jan
AU$92
4 Jan - 5 Jan 2026
includes taxes & fees
5.4/10 (1,001 reviews)

Frequently asked questions

What's the best place to stay in Orrs Island?
Located 16.5 mi (26.6 km) from the heart of Orrs Island, Portland Harbor Hotel is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Portland Regency Hotel & Spa and Canopy by Hilton Portland Waterfront. See all available top hotels, or vacation rentals in Orrs Island.
What are some of the best holiday rentals that Orrs Island has to offer?
Oceanfront Cabin-Castle in Maine Woods: This holiday home rental outside of Orrs Island is located by the ocean, and has a fireplace, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. See all vacation rentals in Orrs Island.
If I need to cancel my hotel reservation in Orrs Island, will I receive a refund?
Yes, most hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Orrs Island.
What are some hotels with pools in Orrs Island?
Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Features free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG and Embassy Suites by Hilton Portland Maine are a couple of other choices with an on-site pool. View all hotels with pools in Orrs Island.
What is staying in Orrs Island like?
Visitors can enjoy all that Orrs Island has to offer, including the ski areas, mountain views and seafood restaurants. This city also attracts tourists with its rich culture. In Orrs Island, there are 36 hotels and other accommodation options to choose from. Find out more about Orrs Island.
What should I do while I'm visiting Orrs Island?
A favourite place to visit is Paddleworks. You'll also find Bailey Island Bridge and Casco Bay in the area. Take a look at what more there is to see and do in Expedia's Orrs Island guide.
What's the seasonal weather like in Orrs Island?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Orrs Island are January, February, March and December, with each month seeing an average of 14 cm of snowfall.

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