Find hotels in Bailey Island, ME from AED 255

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Compare 1,690 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Smuggler's Cove Inn

2.5 star property
9.0 out of 10, Wonderful, (357)
"First time staying at this hotel, but I have been coming to the East Boothbay region for 20 years. Stayed in the pier building and it was well worth it just for the view alone. I just happened to pick the weekend the rements of past hurricanes from the south worked its way up so it was extremely windy making the balcony good for 5 minutes at a time lol The bed I could have just stayed in all day and been happy as a clam, my first night I slept 12hrs which was much needed. The complementary...
The price is AED 689
AED 751 total
includes taxes & fees
8 May - 9 May
Smuggler's Cove Inn

Harbour Towne Inn on the Waterfront

3.0 star property
9.6 out of 10, Exceptional, (63)
"Last minute find for us to spend the night. The breakfast was wonderful. Beautiful view of the harbor. Enjoyed sitting in the chairs down on the dock in the morning."
The price is AED 776
AED 846 total
includes taxes & fees
13 Apr - 14 Apr
Harbour Towne Inn on the Waterfront

Harborage Inn on the Oceanfront

3.5 star property
9.4 out of 10, Exceptional, (206)
"Absolutely comfortable stay! Fresh and clean. Free breakfast choices every morning! Highly recommend!! Will plan to make future visits here!"
The price is AED 609
AED 664 total
includes taxes & fees
13 Apr - 14 Apr
Harborage Inn on the Oceanfront

The Thistle Inn

2.0 star property
8.0 out of 10, Very Good, (60)
"I’ve stayed at several different places and Boothbay Harbor over the years. I enjoyed that everything was no hassle. We arrived late due to snow on our way up and my only slight complaint was I wish someone could’ve turned the heat to the room on. Other than that great stay!"
The Thistle Inn

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Absolutely loved our stay with recommend this hotel to anyone! The staff for supportive and helpful and the location was absolutely beautiful"
The price is AED 533
AED 580 total
includes taxes & fees
1 May - 2 May
Tugboat Inn

Greenleaf Inn

2.0 star property
10.0 out of 10, Exceptional, (7)
"the Inn was in the perfect location. Restaurants and shops are close by. The host was a very helpful and accommodating and it was very friendly atmosphere. I would definitely recommend to my friends and family to come and visit the Greenleaf Inn. They give you the VIP treatment here . Can’t wait to return for our next stay. "
The price is AED 992
AED 1,197 total
includes taxes & fees
25 Apr - 26 Apr
Greenleaf Inn

Admirals Quarters Inn

2.0 star property
9.4 out of 10, Exceptional, (18)
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Admirals Quarters Inn

Flagship Inn and Suites

2.5 star property
8.2 out of 10, Very Good, (1001)
"Very nice hotel! Clean room too. Staff was very friendly and funny. Made us feel welcome. "
The price is AED 348
AED 463 total
includes taxes & fees
28 Apr - 29 Apr
Flagship Inn and Suites

Mid-Town Motel

2.0 star property
9.0 out of 10, Wonderful, (156)
"Management was wonderful and accommodating. Easy walk into town. Clean and well maintained. Highly recommend. Will stay again. "
The price is AED 657
AED 717 total
includes taxes & fees
6 May - 7 May
Mid-Town Motel

The Squire Tarbox Inn

2.5 star property
9.6 out of 10, Exceptional, (22)
"Excellent visit to Maine and the Squire Tarbox. New owners have made major design improvements and restored the property."
The price is AED 950
AED 1,131 total
includes taxes & fees
15 Apr - 16 Apr
The Squire Tarbox Inn

Spinneys Guesthouse & Beach Cottages

3.0 star property
9.0 out of 10, Wonderful, (30)
"Loved staying at Spinneys, got to partake in the cedar sauna and staff was accommodating to an early check in. Next morning we were able to wake up and watch seals play in the water right out front, along with a beautiful sunrise. Will be back!"
The price is AED 413
AED 566 total
includes taxes & fees
27 Apr - 28 Apr
Spinneys Guesthouse & Beach Cottages

Hampton Inn Bath (Brunswick Area)

3.0 star property
9.4 out of 10, Exceptional, (648)
"Staff were great! Helpful and pleasant, we had a wonderful weekend. I’ll definitely return."
The price is AED 521
AED 568 total
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Bath (Brunswick Area)

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (94)
"Beautiful inn! Very comfortable and clean. The innkeepers Amy and Mark were super nice. Breakfast was absolutely delicious. We will definitely be back! "
The price is AED 841
AED 917 total
includes taxes & fees
13 Apr - 14 Apr
Benjamin F. Packard House

Residence Inn Bath Brunswick Area

3.0 star property
9.6 out of 10, Exceptional, (330)
"Joan and Missy went out of their way to print my AA boarding passes. Very very helpful."
The price is AED 403
AED 439 total
includes taxes & fees
20 Apr - 21 Apr
Residence Inn Bath Brunswick Area

Rodeway Inn & Suites Brunswick near Hwy 1

2.0 star property
7.2 out of 10, Good, (454)
"It was perfect for us. First floor, king bed, easy access to restaurants, shopping, sights and scenery. Would definitely stay there again. "
The price is AED 275
AED 300 total
includes taxes & fees
13 Apr - 14 Apr
Rodeway Inn & Suites Brunswick near Hwy 1

Best Western Plus Brunswick Bath

2.5 star property
8.2 out of 10, Very Good, (1003)
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The price is AED 360
AED 393 total
includes taxes & fees
27 Apr - 28 Apr
Best Western Plus Brunswick Bath

Days Inn by Wyndham Brunswick Bath Area

2.0 star property
7.8 out of 10, Good, (1003)
"Ok"
The price is AED 364
AED 396 total
includes taxes & fees
13 Apr - 14 Apr
Days Inn by Wyndham Brunswick Bath Area

OneSixtyFive

3.0 star property
9.4 out of 10, Exceptional, (118)
"Exceptional service from staff and the quality of the food at dinner and breakfast were a delightful surprise. Rooms were classically beautiful, clean, and comfortable. The radiator heating was great and on the warm-side for sure. Would definitely stay again. "
The price is AED 694
AED 757 total
includes taxes & fees
16 Apr - 17 Apr
OneSixtyFive

The Federal

2.5 star property
9.6 out of 10, Exceptional, (449)
"Really really nice and very well done renovation feels like new construction and done tastefully and has a classic new England vibe. Perfect place when visiting bowdoin "
The price is AED 559
AED 609 total
includes taxes & fees
20 Apr - 21 Apr
The Federal

Relax Inn

2.5 star property
7.6 out of 10, Good, (952)
"quick safe and easy off highway"
The price is AED 275
AED 300 total
includes taxes & fees
13 Apr - 14 Apr
Relax Inn
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

Try to resist marooning yourself forever on this serene bit of land that features beaches, hikes and a lively community.

Bailey Island featuring rugged coastline and a house

Frequently asked questions

What's the best place for a 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 traveler data. Two other choices for your visit to the area are Portland Harbor Hotel and Cambria Hotel Portland Downtown-Old Port. 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: Hotel, 11-minute walk from Thompson's Point. Features free self parking, a pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham 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 67 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 Ragged Island. 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.