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16 Feb - 17 Feb
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17 Feb - 18 Feb
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20 Feb - 22 Feb
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27 Feb - 1 Mar

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Our top choices for Bailey Island hotels

50-inch flat-screen TV with cable channels

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street
2.0 star property
Downtown Portland
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and clean new hotel!"
United States
Michael
The price is NZ$308
includes taxes & fees
1 Mar - 2 Mar
The Docent's Collection at 178 Middle Street
Interior

Fairfield by Marriott Inn & Suites Portland Maine Airport

Fairfield by Marriott Inn & Suites Portland Maine Airport
3.0 star property
Scarborough
8.2 out of 10, Very good, (1,006 reviews)
"The rooms were clean and the breakfast had a great variety "
United States
Debra
The price is NZ$141
includes taxes & fees
22 Feb - 23 Feb
Fairfield by Marriott Inn & Suites Portland Maine Airport
Dinner served

The Federal

The Federal
3.5 star property
Brunswick
9.6 out of 10, Exceptional, (576 reviews)
"Every aspect of the stay was wonderful!"
United States
Debra
The price is NZ$213
includes taxes & fees
22 Feb - 23 Feb
The Federal
Front of property – evening/night

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (107 reviews)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is NZ$197
includes taxes & fees
17 Feb - 18 Feb
Inn On Peaks Island
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (297 reviews)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Lobby

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
9.0 out of 10, Wonderful, (210 reviews)
"Great place to stay. Great rate too."
United States
Peter
The price is NZ$157
includes taxes & fees
18 Feb - 19 Feb
SpringHill Suites by Marriott Freeport Brunswick
Exterior

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (894 reviews)
"Really great location."
United States
Carissa
The price is NZ$215
includes taxes & fees
17 Feb - 18 Feb
The Harraseeket Inn & Event House Freeport Downtown
Bar (on property)

OneSixtyFive

OneSixtyFive
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (147 reviews)
"Super cute and private family suite. Check in was insanely easy (I never went to the front reception the entire trip) and the staff was supper helpful. "
United States
David
OneSixtyFive
Theatre show

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,000 reviews)
"Nice place to stay for the price "
United States
Robert
The price is NZ$207
includes taxes & fees
18 Feb - 19 Feb
Flagship Inn and Suites
Lobby

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, (1,000 reviews)
"Enjoyed my stay "
United States
Matthew
The price is NZ$152
includes taxes & fees
8 Mar - 9 Mar
The Freeport Hotel, an Ascend Collection Hotel
Suite, 2 Bedrooms

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
South Portland
7.8 out of 10, Good, (1,389 reviews)
"Clean, great staff, communication and overll great stay. Will definitely stay again"
United States
Katrina
The price is NZ$110
includes taxes & fees
3 Mar - 4 Mar
Spark by Hilton Portland Airport Maine Mall
Indoor pool

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was nice and staff was very nice also"
United States
Bethann
The price is NZ$169
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn Freeport/Brunswick
Shopping centre

Casco Bay Inn

Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very good, (1,001 reviews)
"Very nice place to stay at"
United States
Robert
The price is NZ$135
includes taxes & fees
17 Feb - 18 Feb
Casco Bay Inn
Breakfast, dinner and brunch served

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (910 reviews)
"The staff was kind and knowledgeable and the room was perfect. We will definitely stay here again!"
United States
Jennifer
The Brunswick Hotel
Free daily continental breakfast

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
3.5 star property
South Portland
8.4 out of 10, Very good, (2,876 reviews)
"Very good stay "
United States
Malachi David
The price is NZ$153
includes taxes & fees
17 Feb - 18 Feb
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Exterior

Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland
3.0 star property
Scarborough
9.4 out of 10, Exceptional, (1,001 reviews)
"clean, friendly staff, quiet location, good food, A+"
United States
Tara
The price is NZ$206
includes taxes & fees
22 Feb - 23 Feb
Homewood Suites by Hilton Portland
Premium bedding, desk, laptop workspace, blackout curtains

Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
3.0 star property
Brunswick
8.8 out of 10, Excellent, (445 reviews)
"The breakfast was delicious. "
United States
Elaina
The price is NZ$182
includes taxes & fees
22 Feb - 23 Feb
Fairfield Inn & Suites by Marriott Brunswick Freeport
Restaurant

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages
3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (69 reviews)
"Room was spotless but had a nod to the past as one would expect from an inn of its time. Staff, Cecelia, was very sweet and helpful. The views from our room were spectacular. Friends loved the sauna, ocean dip experience! I would definitely recommend this resort "
United States
Jennifer
The price is NZ$268
includes taxes & fees
1 Mar - 2 Mar
Spinneys Guesthouse & Beach Cottages
Lobby

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1,002 reviews)
"Clean, quality place to stay at reasonable price. "
United States
ROD
The price is NZ$140
includes taxes & fees
23 Feb - 24 Feb
Best Western Freeport Inn
Free daily buffet breakfast

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,001 reviews)
"Staff was wonderful!"
United States
Elaine
The price is NZ$159
includes taxes & fees
17 Feb - 18 Feb
Best Western Plus Brunswick 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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Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island
Bailey Island featuring general coastal views

Top Bailey Island Hotel Reviews

Long Creek Hotel by IHG

Long Creek Hotel by IHG

10/10 Excellent
"Great stay, friendly staff."
Jaime 1-night trip
Posted 12 hours ago
Long Creek Hotel by IHG

More cheap accommodation in Bailey Island

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
The price is NZ$121 per night from 17 Mar to 18 Mar
NZ$121
17 Mar - 18 Mar
includes taxes & fees
6.6/10 (1,001 reviews)

Frequently asked questions

What's the best place to stay in Bailey Island?
Located 14.6 mi (23.5 km) from the heart of Bailey Island, The Westin Portland Harborview is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Clarion Hotel Portland Airport ME and Portland Harbor Hotel. See all available top hotels, or vacation rentals in Bailey Island.
What are some of the best holiday rentals that Bailey Island has to offer?
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This highly rated holiday home rental in Bailey Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Bailey Island.
If I need to cancel my hotel reservation in Bailey Island, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.
What's the best hotel to stay near the beach in Bailey Island?
BAILEY ISLAND MOTEL is a top hotel with a seasonal outdoor pool and free WiFi, and it's located close to the beach . See more stays near the beach in Bailey Island.
What are some accommodation options with pools in Bailey Island?
Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Offers free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG and DoubleTree by Hilton Hotel Portland are a couple of other choices that feature an on-site pool. View all hotels with pools in Bailey Island.
What is staying in Bailey Island like?
Visitors can enjoy all that Bailey Island has to offer, including the shopping, seafood restaurants and local tours. Tourists can also enjoy so much more including its monuments. In Bailey Island, there are 62 hotels and other accommodation options to choose from. Find out more about Bailey Island.
What should I do while I'm visiting Bailey Island?
Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Land's End Gift Shop and Mackerel Cove. Take a look at what more there is to see and do in Expedia's Bailey Island guide.
What's the weather like in Bailey 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 Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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