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17 Dec - 18 Dec
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Our top choices for Bailey Island hotels

Restaurant
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1713)
"Great location and very clean hotel."
United States
Linda
Travelling with partner
The price is AU$235
includes taxes & fees
21 Dec - 22 Dec
Portland Harbor Hotel
Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1008)
"Good location and clean hotel."
United States
Ashley
Travelling for leisure
The price is AU$163
includes taxes & fees
23 Dec - 24 Dec
Hilton Garden Inn Portland Downtown Waterfront
Breakfast, lunch, dinner served; American cuisine
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1000)
"Wonderful location in walking distance to many points of interest, shopping, and dining."
United States
Devin
Travelling with partner
The price is AU$261
includes taxes & fees
4 Jan - 5 Jan 2026
The Press Hotel, Marriott Autograph Collection
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1007)
"Everything was great- the facilities are beautiful"
United States
Elliott
Travelling for leisure
The price is AU$204
includes taxes & fees
23 Dec - 24 Dec
Canopy by Hilton Portland Waterfront
Front of property
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1551)
"Clean, comfortable hotel with small luxuries that make for an amazing stay."
United States
Grant
Travelling with partner
Portland Regency Hotel & Spa
View from room
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1293)
"Excellent location in Old Port area with many shops, restaurants, and bars in walking distance."
United States
Dean
Travelling for leisure
The price is AU$162
includes taxes & fees
6 Jan - 7 Jan 2026
Hyatt Place Portland Downtown - Old Port Square
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1006)
"Hotel and room were clean and modern"
United States
Tyler
Travelling with friends
The price is AU$157
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn Portland Downtown - Waterfront
Children’s activities
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)
"The loft rooms are beautiful!"
United States
Sharon
Travelling for leisure
Inn By The Sea
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1435)
"The room was clean and had a great view."
United States
Carrie
Travelling for leisure
The price is AU$130
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Portland-By the Bay by IHG
Exterior
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1135)
"Pros: Room was very clean and modern with all the amenities."
United States
Preeti
Travelling for leisure
The price is AU$206
includes taxes & fees
7 Jan - 8 Jan 2026
Cambria Hotel Portland Downtown-Old Port
Baxter
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (167)
"the rooms are spacious and clean"
United States
Darby
The price is AU$338
includes taxes & fees
4 Jan - 5 Jan 2026
Blind Tiger Portland - Danforth Street.
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1003)
"Great location and clean facilities"
United States
Peter
Travelling with family
The price is AU$145
includes taxes & fees
21 Dec - 22 Dec
AC Hotel Portland Downtown/Waterfront, ME
Breakfast, lunch, dinner served; American cuisine
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1002)
"Hotel and room up to date, cozy and clean."
United States
Lisa
Travelling for leisure
The price is AU$163
includes taxes & fees
11 Jan - 12 Jan 2026
The Westin Portland Harborview
Signature Apartment, 2 Bedrooms | Living area
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block
3.5 star property
Downtown Portland
9.6 out of 10, Exceptional, (257)
"Very nice staff, safe and convenient area."
United States
Irene
Travelling with family
The price is AU$214
includes taxes & fees
13 Jan - 14 Jan 2026
The Docent’s Collection – Thompson Block
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1314)
"Friendly staff and clean hotel to go t near shopping and restaurants"
United States
Julie
Travelling with friends
The price is AU$122
includes taxes & fees
23 Dec - 24 Dec
DoubleTree by Hilton Hotel Portland
Exterior
The Harraseeket Inn & Event House Freeport Downtown

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, (876)
"It is a beautiful building with very comfortable rooms and walkable to shops and restaurants."
United States
Melissa
Travelling with family
The price is AU$179
includes taxes & fees
21 Dec - 22 Dec
The Harraseeket Inn & Event House Freeport Downtown
Two Queen Marina Front | Exterior
Tugboat Inn

Tugboat Inn

Tugboat Inn
3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1003)
"Great views of the harbor from our room."
United States
Dawn
Travelling for leisure
The price is AU$263
includes taxes & fees
22 Dec - 23 Dec
Tugboat Inn
Bar (on property)
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME
3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1005)
"Clean rooms, efficient check-in and check-out process, great bar."
United States
Patricia
Travelling with partner
The price is AU$132
includes taxes & fees
21 Dec - 22 Dec
Aloft Portland Downtown Waterfront ME
Exterior
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
2.5 star property
Freeport
8.6 out of 10, Excellent, (1003)
"The room was very clean, including the shower, very important to me."
United States
Alyssa
The price is AU$154
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Freeport by IHG
Lobby
Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)
3.0 star property
Bath
9.4 out of 10, Exceptional, (729)
"Bath is a beautiful town"
United States
Kari
The price is AU$201
includes taxes & fees
16 Jan - 17 Jan 2026
Hampton Inn Bath (Brunswick Area)
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 Bailey Island attractions

Bailey Island Bridge

Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
See properties

Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
See properties

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

Recent Reviews in Bailey Island

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

10/10 Excellent
"Love"
Frank 4-night trip
Posted 2 days ago
Aloft Portland Downtown Waterfront ME

More cheap accommodation in Bailey Island

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

369 Maine Mall Road South Portland ME
The price is AU$110 per night from 11 Jan to 12 Jan
AU$110
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)

Frequently asked questions

What's the best place to stay in Bailey Island?
Located 18.6 mi (29.9 km) from the heart of Bailey Island, Tru by Hilton Portland Airport Area is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Portland Harbor Hotel and Portland Regency Hotel & Spa. 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 58 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 Mackerel Cove and Land's End Gift Shop. 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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