Search Beach Resorts & Hotels in Bailey Island

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Check availability on Bailey Island Beach Resorts & Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Bailey Island beach hotels

Restaurant
Germaine Inn South Portland

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (405)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is ฿2,165
฿2,360 total
includes taxes & fees
3 Jan - 4 Jan 2026
Germaine Inn South Portland
Lounge
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, (1303)
"This was a great stay! Brandon helped us with a room upgrade and the staff were super friendly the whole time. It was in a perfect location as well, easy walking to lots of great places for food and shopping! "
United States
Stetson
The price is ฿2,793
฿3,090 total
includes taxes & fees
28 Jan - 29 Jan 2026
Hyatt Place Portland Downtown - Old Port Square
Garden
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, (879)
"Great stay "
United States
Sofia
The price is ฿3,448
฿3,759 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Harraseeket Inn & Event House Freeport Downtown
Exterior
Travelers Inn

Travelers Inn

Travelers Inn
2.0 star property
Brunswick
9.0 out of 10, Wonderful, (1000)
"Rooms were clean, bed was comfy and the personnel were very friendly. "
United States
SUSAN
The price is ฿2,110
฿2,300 total
includes taxes & fees
4 Jan - 5 Jan 2026
Travelers Inn
Exterior
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1002)
"Clean updated rooms, great staff, classic breakfast. "
Canada
Peter
The price is ฿2,932
฿3,196 total
includes taxes & fees
20 Jan - 21 Jan 2026
Best Western Plus Brunswick Bath
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1730)
"Great hotel in the perfect location. "
United States
Samantha
Portland Harbor Hotel
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, (1002)
"Great place to stay in boothbay. The owner is nice and place is clean. "
United States
Robert
The price is ฿3,164
฿4,168 total
includes taxes & fees
12 Jan - 13 Jan 2026
Flagship Inn and Suites
Porch
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (890)
"The room was very clean and the staff was so friendly!!! Definitely will stay here again!"
United States
Sherri
The Brunswick Hotel
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, (1006)
"Love this hotel. "
United States
Gabriella
The price is ฿2,824
฿3,125 total
includes taxes & fees
29 Jan - 30 Jan 2026
AC Hotel Portland Downtown/Waterfront, ME
View from property
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1005)
"Spotless rooms, very roomy bathrooms, great staff"
United States
Kerrie
The price is ฿2,817
฿3,117 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Westin Portland Harborview
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

Top Bailey Island Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Wonderful as always. Comfortable beds, spacious rooms. Lovely, helpful staff"
Mistiayn 1-night trip
Posted 19 hours ago
The Westin Portland Harborview

Frequently asked questions

What is Bailey Island like for travellers who love the beach?
Book a great spot to stay in Bailey Island, a place with a lot to offer the traveller dreaming of a beach holiday.
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 .
When's the best time for a beach holiday in Bailey Island?
You can plan your beach trip with a look at the seasons 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.
What is there to see and do around Bailey Island?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. Beach lovers can head straight to Popham Beach or Sand Beach for some quality time by the water. Make time for a range of local attractions, which include Bailey Island Bridge and Land's End Gift Shop. For more things to see and do, consider visiting Mackerel Cove or Cobwork Bridge.
What's the best way to get to my beach hotel in Bailey Island?
Here's some information to help you get to and around your beach accommodation in Bailey Island with ease. To get to Bailey Island, book a flight to Portland, ME (PWM-Portland Intl. Jetport), the closest major airport, which is located 17 mi (27.3 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.