Hotels in Bailey Island

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Dates

June 2026

July 2026

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Where to stay in Bailey Island?

Panoramic Room, 1 King Bed, Balcony, Ocean View (Pier Building) | Terrace/patio

Smuggler's Cove Inn

East Boothbay

$208 total

includes taxes & fees

May 20 - May 21

Bluebird Ocean Point Inn

Ocean Point

$207 total

includes taxes & fees

May 29 - May 30

Linekin Bay Resort

Boothbay Harbor

$250 total

includes taxes & fees

May 20 - May 21

2 restaurants, breakfast, lunch, dinner served; local cuisine

Spruce Point Inn

Boothbay Harbor

$308 total

includes taxes & fees

May 25 - May 26

Boothbay Harbor Inn

Boothbay Harbor

$174 total

includes taxes & fees

May 20 - May 21

Deluxe Room, 1 King Bed, Harbor View, Oceanfront | Water view

Harborage Inn on the Oceanfront

Boothbay Harbor

$320 total

includes taxes & fees

May 21 - May 22

Triple Queen Suite Overlooking Whale Park | Balcony view

Fishermans Wharf Inn

Boothbay Harbor

$196 total

includes taxes & fees

May 21 - May 22

American Eagle | Desk, iron/ironing board, free WiFi, bed sheets

The Thistle Inn

Boothbay Harbor

$217 total

includes taxes & fees

May 20 - May 21

Tugboat Inn

Boothbay Harbor

$196 total

includes taxes & fees

May 20 - May 21

Greenleaf Inn

Boothbay Harbor

$415 total

includes taxes & fees

May 26 - May 27

Admirals Quarters Inn

Boothbay Harbor

$455 total

includes taxes & fees

May 20 - May 21

Windward Premium Harbor View King | Premium bedding, Tempur-Pedic beds, minibar, iron/ironing board

Topside Inn

Boothbay Harbor

$319 total

includes taxes & fees

May 20 - May 21

Flagship Inn and Suites

Boothbay Harbor

$140 total

includes taxes & fees

May 20 - May 21

Mid-Town Motel

Boothbay Harbor

$157 total

includes taxes & fees

May 20 - May 21

Newagen Seaside Inn

Southport

$177 total

includes taxes & fees

May 26 - May 27

Ocean Gate Inn

Southport

$309 total

includes taxes & fees

May 29 - May 30

Spinneys Guesthouse & Beach Cottages

Phippsburg

$200 total

includes taxes & fees

May 21 - May 22

Fairwinds Spa Accessible | Premium bedding, laptop workspace, iron/ironing board, free WiFi

Sebasco Harbor Resort & Golf Club

Phippsburg

$256 total

includes taxes & fees

May 25 - May 26

Hampton Inn Bath (Brunswick Area)

Bath

$162 total

includes taxes & fees

May 27 - May 28

Residence Inn Bath Brunswick Area

Bath

$147 total

includes taxes & fees

May 25 - May 26

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Go beyond your typical stay in Bailey Island

Spa

Pool

Top landmarks in Bailey Island

Bailey Island Bridge

4.6/5 (10 reviews)

You might want to get your camera out and head to Bailey Island Bridge— just one of the landmarks located 0.8 mi (1.3 km) from central Bailey Island.

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Learn more about Bailey Island

Bailey Island is well-known for its attractions such as Bailey Island Bridge and Cobwork Bridge.

See all hotels in Bailey Island

Check out reviews of Bailey Island hotels guests love

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"FYI: The breakfast room is upstairs. It's a beautiful and large room with tiny food options. Also there was a sign: If you can't find food options, buy them from us... um, we did. It's called breakfast included. The numbering of the rooms seriously needs to redone, so confusing. The hot water was hard to control. My shower kept scalding me. Not all of the doors to parking were accessible for reentry with a key."

HomeAwhile

10/10 Excellent

"We stayed for 9 nights in a King Suite and it was nice to have the separation between the sitting area/kitchenette and the bedroom. The bed was comfortable and it was great to have a desk for a work area in the bedroom as well as a TV. The building has only been open for a couple of months so everything was clean and well maintained. Having the laundry facility was handy. The staff was very friendly and helpful. I would definitely stay again.."

Portland Harbor Hotel

6/10 Okay

"Location is fantastic and staff was friendly. The room and common areas were acceptably clean. The room was pretty basic and felt a little cramped but I could have booked a suite and didn’t. Some of the maintenance could have been done better, which would have been more fitting for a well restored building, but whatever. Unfortunately, we had a room facing Fore Street, which apparently doubles as the Portland Drag Strip on Friday and Saturday night. Super loud motorcycles and cars sped past, revving engines, well after midnight. No clue why the PPD tolerates this. As others have mentioned, the Resort Fee is silly. Basically, you get charged $35 per day but can get use of those funds if you eat, or drink in their restaurant. We were informed of this upon checking in but I saw no mention of it during the booking process, but perhaps I simply missed it. Several States have outlawed such practices, often referring to them as “predatory pricing” because they’re normally not clear at the time of booking (up-front). Not a huge deal, as we simply had a drink in the bar every day, but you just wouldn’t expect it from a hotel that’s this nice otherwise. It just feels a but slimy. I’ll stay elsewhere next time, simply due to the noise, but obviously that’s something they can’t control."

Clarion Hotel Portland Airport ME

10/10 Excellent

"My son left his basketball jersey in the room and we didn't realize it until we got to the venue. As I hurried back I called the hotel to see if they had picked it up. When I got there it was sitting at the front desk waiting for me. That saved me a lot of time! I wish I had gotten the young man's name but I was in a hurry."

Hyatt Place Portland Downtown - Old Port Square

8/10 Good

"The hotel staff were great. The room was clean and comfortable. We stayed in the top room which was a corner room with a great view of Fore street If you plan to stay on a room facing Fore Street you better not be a light sleeper. This is not the hotel’s fault, there is a nightclub which can disturb your sleep. The city of Portland should consider an ordinance on engine idling noise after midnight. The hotel parking valet service was excellent and well worthwhile."

Frequently asked questions

What accommodations do travelers recommend in Bailey Island?

Guests like Casco Bay Inn.

Can I book a refundable accommodation in Bailey Island?

If you want the flexibility to change your plans to Bailey Island, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Bailey Island if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, browse our selection of 30 vacation homes. You can also consider one of the 5 apartments or 25 cottages.

What will the weather in Bailey Island be like during my trip?

July and August are typically the warmest months in Bailey Island when the average temp is 65°F. January and February are the coldest months when the average temperature is 30°F. October and December are the months with the most rain.

Why should I book my Bailey Island hotel with Hotels.com?

There are lots of reasons to book your Bailey Island trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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