Search Bailey Island hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Bailey Island

Germaine Inn South Portland

2.0 star property
Thorton Heights
7.6 out of 10, Good, (402)
"The room was very clean, spacious, and definitely great value for the money."
United States
Germain
Travelling with small children
The price is AU$103
includes taxes & fees
13 Dec - 14 Dec
Germaine Inn South Portland

Spark by Hilton Portland Airport Maine Mall

2.0 star property
South Portland
7.8 out of 10, Good, (1362)
"The room was clean and very nice."
United States
Noah
Travelling for leisure
The price is AU$97
includes taxes & fees
14 Dec - 15 Dec
Spark by Hilton Portland Airport Maine Mall

Travelers Inn

2.0 star property
Brunswick
9.0 out of 10, Wonderful, (1000)
"The room was clean and spacious"
United States
Jeanette
Travelling with family
The price is AU$112
includes taxes & fees
1 Jan - 2 Jan 2026
Travelers Inn

Tru by Hilton Portland Airport Area

2.5 star property
South Portland
8.8 out of 10, Excellent, (1643)
"Our room was very nice and clean."
United States
Ana
Travelling for leisure
The price is AU$122
includes taxes & fees
17 Dec - 18 Dec
Tru by Hilton Portland Airport Area

Casco Bay Inn

2.0 star property
Freeport
8.0 out of 10, Very good, (1001)
"Room was clean with an excellent bed."
United States
W Scott
Travelling for leisure
Casco Bay Inn

Long Creek Hotel by IHG

2.5 star property
South Portland
7.4 out of 10, Good, (1004)
"The service at breakfast was exceptional."
United States
Linda
Travelling with family
The price is AU$128
includes taxes & fees
9 Dec - 10 Dec
Long Creek Hotel by IHG

Comfort Inn Brunswick

2.5 star property
Brunswick
9.0 out of 10, Wonderful, (1001)
"Room was spacious and clean."
United States
Lorena
Travelling with partner
The price is AU$147
includes taxes & fees
10 Dec - 11 Dec
Comfort Inn Brunswick

Hampton Inn Bath (Brunswick Area)

3.0 star property
Bath
9.4 out of 10, Exceptional, (729)
"Room was clean and comfortable"
United States
Nancy
Travelling for leisure
The price is AU$183
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn Bath (Brunswick Area)

Portland Harbor Hotel

4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1705)
"Rooms were very nice, clean, and spacious."
United States
Kalen
Travelling with partner
The price is AU$235
includes taxes & fees
18 Dec - 19 Dec
Portland Harbor Hotel

DoubleTree by Hilton Hotel Portland

4.0 star property
South Portland
8.0 out of 10, Very good, (1301)
"The rooms are beautiful and clean."
United States
Lee
Travelling for leisure
The price is AU$122
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hotel Portland

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 star property
Freeport
8.6 out of 10, Excellent, (1001)
"A good breakfast and a nice pool."
United States
Brian
The price is AU$154
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Portland-By the Bay by IHG

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1421)
"The room was great, spacious and clean."
United States
Mercedes
Travelling with family
The price is AU$123
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Portland-By the Bay by IHG

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1134)
"Room was spacious, clean and comfortable."
United States
Christine
Travelling for business
The price is AU$156
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Portland Maine

Fairfield Inn & Suites by Marriott Brunswick Freeport

2.5 star property
Brunswick
8.8 out of 10, Excellent, (433)
"Very comfortable beds and wonderful bedding."
United States
Kim
Travelling with family
The price is AU$153
includes taxes & fees
23 Dec - 24 Dec
Fairfield Inn & Suites by Marriott Brunswick Freeport

Hyatt Place Portland Downtown - Old Port Square

3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1282)
"Was very nice room clean and roomy."
United States
michelle
Travelling for leisure
The price is AU$182
includes taxes & fees
9 Dec - 10 Dec
Hyatt Place Portland Downtown - Old Port Square

The Federal

3.5 star property
Brunswick
9.6 out of 10, Exceptional, (554)
"Helpful service, great mattress and bedding, really clean, room was neat as a pin, great shower, beautiful lobby"
United States
Edward
Travelling for business
The price is AU$194
includes taxes & fees
21 Dec - 22 Dec
The Federal

Cambria Hotel Portland Downtown-Old Port

3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1130)
"It was a very clean place and rooms were spacious"
United States
Lise
Travelling solo
The price is AU$206
includes taxes & fees
1 Jan - 2 Jan 2026
Cambria Hotel Portland Downtown-Old Port

Hampton Inn Portland Downtown - Waterfront

2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1002)
"The rooms were spacious and very clean."
United States
TZE
Travelling for leisure and business
The price is AU$153
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Portland Downtown - Waterfront

Residence Inn Portland Downtown/Waterfront

3.0 star property
East Bayside
8.8 out of 10, Excellent, (1002)
"Great location, clean, pool was perfect for the kids, quiet rooms, and staff were very professional and helpful."
United States
KEVIN
Travelling for leisure
The price is AU$137
includes taxes & fees
14 Dec - 15 Dec
Residence Inn Portland Downtown/Waterfront

Flagship Inn and Suites

2.5 star property
Boothbay Harbor
8.2 out of 10, Very good, (1002)
"room was clean and perfect location for us"
United States
Melissa
The price is AU$215
includes taxes & fees
4 Jan - 5 Jan 2026
Flagship Inn and Suites
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Bailey Island attractions

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.

Bailey Island featuring general coastal views

Top Bailey Island Hotel Reviews

Recent Reviews in Bailey Island

More cheap accommodation in Bailey Island

Frequently asked questions

What's the best place to stay in Bailey Island?
Located 15.8 mi (25.4 km) from the heart of Bailey Island, Clarion Hotel Portland Airport ME 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 DoubleTree by Hilton Hotel Portland. 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: Offers free self parking, a pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Portland and Holiday Inn Portland-By the Bay by IHG 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 59 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.

Explore a world of travel with Expedia