Best Resorts in Bailey Island

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 1 Resorts in Bailey Island with updated reviews, rates, and availability.

Bates Island: Casco Bay Glamping Experience
Property grounds

Bates Island: Casco Bay Glamping Experience

Bates Island: Casco Bay Glamping Experience
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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Other property types in Bailey Island

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Orchid Harbor, Bailey Island 3BR
Miscellaneous

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (1)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
The price is $429
includes taxes & fees
$424 per night
May 1 - May 2
Orchid Harbor, Bailey Island 3BR
The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is $311
includes taxes & fees
$292 per night
May 11 - May 12
The Weldon Hotel
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.

Frequently asked questions

What can I expect from a resort vacation in Bailey Island?
You deserve some time off, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing trip to Bailey Island. One of the comfortable resort hotels in the surrounding area could be just what you’re looking for, whether you’re hoping for a luxurious suite, shopping possibilities, or nightly entertainment options.
What's the best resort for my stay in Bailey Island?
Here’s our top-rated resort near Bailey Island: Bates Island: Casco Bay Glamping Experience - 5.7 mi (9.1 km) from Bailey Island.
What can I do in Bailey Island?
Learn about the local history at monuments like Bailey Island Bridge, or bring the kids to Land’s End Gift Shop for some family fun. Additional attractions in the area include Ragged Island and Cobwork Bridge.
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.
What's the best way to get to and around Bailey Island?
Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) away from the heart of the city. You can also search for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.