Find hotels in Bailey Island, ME from ￥11,336

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 14 - Dec 15
Tomorrow
Dec 15 - Dec 16
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Bailey Island hotels

Premium bedding, desk, blackout drapes, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1712)
Just steps from cobblestone streets and waterfront dining, this boutique hotel offers 3 coffee shops, a 24-hour fitness center, and a garden terrace. Unwind with a refreshing drink at the bar after exploring nearby Cross Insurance Arena and Fore Street Gallery.
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is ￥17,164
￥24,934 total
includes taxes & fees
Dec 16 - Dec 17
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, (1007)
Situated on the bay with convenient access to Casco Bay Lines Ferry Terminal, this Art Deco hotel features an indoor pool and hot tub. The restaurant and bar provide dining options while guest rooms include refrigerators and microwaves for extra comfort.
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is ￥14,833
￥16,411 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Portland Downtown Waterfront
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillowtop beds
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, (1001)
Housed in a historic newspaper building, this hotel offers free bike rentals to explore nearby Monument Square. Enjoy American cuisine at UNION restaurant, unwind at 2 bars, and stay fit in the 24-hour gym. Just 17 minutes from Portland Intl. Jetport.
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is ￥24,369
￥26,962 total
includes taxes & fees
Dec 21 - Dec 22
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, (1004)
Experience Portland's lively waterfront district from this contemporary Canopy hotel with 2 dining options, including Luna for dinner. Near Cross Insurance Arena and Fore Street Gallery, guests praise helpful staff and clean rooms at this well-maintained property.
"Staff was lovely. Room was excellent and the hotel decor is very appealing. "
United States
Harris
The price is ￥19,037
￥21,063 total
includes taxes & fees
Dec 22 - Dec 23
Canopy by Hilton Portland Waterfront
Terrace/patio
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)
Elegant sanctuary in Portland with deep-tissue massages and body wraps at the full-service spa. This historic hotel offers 2 bars, fitness center, and hot tub. Enjoy easy access to N.W. Barrett Gallery and Fore Street Gallery, plus free WiFi.
"Yes, excellent service and we really enjoyed our stay."
United States
Bruce
Portland Regency Hotel & Spa
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, (1289)
Located in downtown Portland, this hotel offers a 24-hour fitness center and convenient free airport shuttle. Grab a bite at the café or unwind with a drink at the bar. Near Fore Street Gallery and N.W. Barrett Gallery, you'll enjoy attentive service and tasty breakfast.
"Room was great, awesome location!"
United States
Erick
The price is ￥15,114
￥16,723 total
includes taxes & fees
Jan 5 - Jan 6, 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, (1002)
Immerse yourself in Portland's vibrant waterfront district with easy access to Casco Bay Lines Ferry Terminal. This hotel offers a complimentary breakfast, indoor pool, and 24-hour fitness center. Guests consistently praise the helpful staff and convenient location.
"Clean, comfortable and convenient location."
United States
Kurt
The price is ￥14,334
￥15,859 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Portland Downtown - Waterfront
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)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
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, (1429)
Enjoy stunning city vistas from this downtown Portland hotel, just minutes from the Museum of Art and Charles Q. Clapp House. An indoor pool, sauna, and 24-hour fitness center await after a day exploring nearby attractions.
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
The price is ￥12,153
￥13,446 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn Portland-By the Bay by IHG
Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, laptop workspace, blackout drapes
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, (1132)
Stylishly positioned in Downtown Portland, this hotel offers easy access to the Maine Jewish Museum. Unwind at the on-site restaurant and bar after exploring nearby attractions. Guests consistently praise the comfortable beds, helpful staff, and convenient location in the charming Old Port area.
"Excellent room and accommodations in nice location near so much of downtown Portland’s charms"
United States
NEWELL
The price is ￥15,456
￥21,347 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cambria Hotel Portland Downtown-Old Port
Baxter | Premium bedding, individually decorated, individually furnished
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)
Wake to a complimentary self-serve breakfast at this cozy Portland B&B. Located within a short drive of Maine Mall and Victoria Mansion, guests enjoy free WiFi and helpful concierge services for exploring local treasures.
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
The price is ￥32,097
￥34,986 total
includes taxes & fees
Jan 13 - Jan 14, 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)
Embrace seaside tranquility at this Portland waterfront hotel with complimentary airport and beach shuttles. Enjoy a workout anytime in the 24-hour fitness center before unwinding with drinks at the bar. Located near Casco Bay Lines Ferry Terminal and popular museums.
"The amenities and location "
United States
Michael
The price is ￥13,555
￥14,997 total
includes taxes & fees
Dec 21 - Dec 22
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, (1001)
Experience tranquil rooms in this spa hotel near downtown Portland's attractions. The American cuisine at C2 restaurant and excellent cafe with breakfast service complement the full-service spa. Guests praise the helpful staff while enjoying easy access to Portland Stage.
"Helpful and friendly staff"
United States
Wei Chien
The price is ￥15,269
￥16,893 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Westin Portland Harborview
Exclusive Apartment, 2 Bedrooms | Dining room
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)
Experience Portland charm in this modern hotel with free WiFi and 24-hour assistance. Outdoor enthusiasts can explore nearby trails, while N.W. Barrett Gallery and Maine Sports Hall of Fame await cultural seekers just minutes away.
"Excellent property and the staff was so wonderful, would definitely come back here!"
United States
ERIC
The price is ￥22,244
￥24,246 total
includes taxes & fees
Dec 29 - Dec 30
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, (1311)
This tranquil hotel features an indoor pool and Blue Wave Grille restaurant serving three meals daily. Located just minutes from Maine Mall and only 2.4 mi from the airport, guests appreciate the peaceful atmosphere and convenient shopping options nearby.
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
The price is ￥11,569
￥12,611 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Portland
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, (874)
"Great stay "
United States
Sofia
The price is ￥16,975
￥18,503 total
includes taxes & fees
Dec 21 - Dec 22
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)
Embrace coastal charm at this Boothbay Harbor hotel with a marina and hot tub for evening relaxation. Enjoy fresh seafood at the Tugboat Main Dining Room, then unwind on the terrace. Convenient in-room refrigerators and microwaves enhance your waterfront escape.
"We had a wonderful 2 night stay over Thanksgiving! Dinner in the Tugboat Restaurant was good. Convienient location to the shops and the Gardens aglow. "
United States
Allison
The price is ￥24,928
￥27,172 total
includes taxes & fees
Dec 15 - Dec 16
Tugboat Inn
Property entrance
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, (1004)
Set in the heart of Portland, this stylish hotel offers a lively bar/lounge for evening relaxation. Steps from Victoria Mansion and Charles Q. Clapp House, guests love the central location and attentive service. The 24-hour fitness center keeps your routine intact.
"Clean, good breakfast and nice bar! "
United States
James
The price is ￥12,309
￥13,618 total
includes taxes & fees
Dec 17 - Dec 18
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, (1001)
This business-friendly hotel offers a refreshing indoor pool and convenient fitness center. Located a short drive from Bradbury Mountain State Park, guests enjoy free breakfast and parking. The helpful staff ensures a pleasant stay near Freeport Station.
"This hotel was wonderful. So clean, so quiet, great service, great breakfast. I will DEFNITELY be staying here again."
United States
Wendy
The price is ￥14,646
￥15,964 total
includes taxes & fees
Dec 16 - Dec 17
Holiday Inn Express Hotel & Suites Freeport by IHG
Exterior
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)
This Maine hotel offers an indoor pool and 24-hour fitness center, plus complimentary breakfast and parking. Located near Waterfront Park and Markings Gallery, guests praise the helpful staff and clean rooms.
"Great room check in was awesome! People were great wil be back for sure "
United States
Jeremy
The price is ￥18,573
￥20,244 total
includes taxes & fees
Dec 21 - Dec 22
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Bailey Island attractions

Bailey Island Bridge

The world's only cribstone bridge connects Bailey Island with unique granite slabs that allow tides to flow freely. Drive or walk across this 1926 engineering marvel for spectacular coastal views.
See properties

Land's End Gift Shop

Perched at Bailey Island's southern tip, this charming shop offers an array of Maine-made treasures. Browse two levels of local crafts and specialty foods while enjoying Casco Bay views from the rocky coastline.
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 which includes general coastal views

Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Perfect location, great hospitality. "
Sebastian 2-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

More cheap stays 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 ￥10,400 per night from Jan 11 to Jan 12
￥10,400
￥11,336 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.8/10 Excellent! (1,646 reviews)

Frequently asked questions

What's the best place for a 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 traveler data. Two other 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 vacation rentals in Bailey Island?
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This highly rated vacation home rental in Bailey Island is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.
Where can I learn more about changing or cancelling my trip to Bailey Island?
To access more information about picking new dates or cancelling your trip to Bailey Island, go to https://www.expedia.com/service/.
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 accommodations 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 onsite pool. View all hotels with pools in Bailey Island.
What is the best hotel near Portland International Jetport Airport (PWM)?
Hilton Garden Inn Portland Airport is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Portland Intl. Jetport Airport. Other good choices within close proximity to the airport include Days Inn by Wyndham Airport/Maine Mall and Embassy Suites by Hilton Portland Maine.
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 accommodations to choose from. Find out more about Bailey Island.
What are the top places to visit in Bailey Island?
Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your agenda are Land's End Gift Shop and Mackerel Cove. Check out what more to see and do in Expedia's Bailey Island guide.
What's the seasonal weather like in Bailey Island?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia