Hotels in Bailey Island

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Jun 5 - Jun 7
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Jun 12 - Jun 14

Where to stay in Bailey Island?

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Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
Discover serene coastal elegance at this beach hotel with an adjacent golf course and American cuisine at The Charles restaurant. Free bike rentals let you explore Chebeague Island, while a complimentary shuttle connects you to nearby ferry adventures.
The price is $291
$349 total
includes taxes & fees
Jun 1 - Jun 2
Chebeague Island Inn
Fairwinds Spa Accessible | Premium bedding, laptop workspace, iron/ironing board, free WiFi

Sebasco Harbor Resort & Golf Club

Sebasco Harbor Resort & Golf Club
3.5 star property
Phippsburg
8.4 out of 10, Very Good, (358 reviews)
Discover a tranquil retreat with scenic views near Bates-Morse Mountain Conservation Area. Swim in the seasonal outdoor pool, enjoy American cuisine at Ledges Pub, and play golf steps from your room. Free WiFi and attentive staff enhance your relaxing escape.
The price is $210
$256 total
includes taxes & fees
Jun 21 - Jun 22
Sebasco Harbor Resort & Golf Club
Lobby lounge

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
8.8 out of 10, Excellent, (251 reviews)
The price is $123
$134 total
includes taxes & fees
Jun 8 - Jun 9
SpringHill Suites by Marriott Freeport Brunswick
Lobby

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1,000 reviews)
Conveniently located a short drive from LL Bean Flagship Store, this Freeport hotel offers a seasonal outdoor pool plus complimentary WiFi and parking. Guests consistently praise the helpful staff and clean rooms, with popular Eartha attraction nearby.
The price is $106
$115 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Freeport Inn
Exterior

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, (1,001 reviews)
Start your day with a complimentary breakfast at this convenient hotel, just minutes from shopping. The indoor pool offers year-round relaxation, while free parking makes exploration easy. Near Bradbury Mountain State Park with fitness center access for active travelers.
The price is $119
$130 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express Hotel & Suites Freeport by IHG
Indoor pool

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1,002 reviews)
This peaceful Freeport hotel offers an indoor pool, free breakfast, and complimentary parking. Reviewers love the serene atmosphere, convenient location near restaurants, and helpful staff. A garden and fitness center provide additional relaxation options.
The price is $122
$133 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Freeport/Brunswick
Lobby

The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
2.0 star property
Freeport
7.8 out of 10, Good, (1,000 reviews)
Minutes from downtown Freeport and LL Bean's flagship store, this quiet hotel offers a relaxing retreat with free Wi-Fi, parking, and daily breakfast buffet. Guests praise the helpful staff and peaceful rooms near Bradbury Mountain State Park.
The price is $109
$119 total
includes taxes & fees
May 31 - Jun 1
The Freeport Hotel, an Ascend Collection Hotel
Exterior

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, (933 reviews)
The price is $129
$141 total
includes taxes & fees
May 31 - Jun 1
The Harraseeket Inn & Event House Freeport Downtown
Free daily continental breakfast

Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
2.0 star property
Freeport
7.4 out of 10, Good, (1,002 reviews)
Wake up to complimentary continental breakfast at this Freeport motel near shopping destinations. Just 5 minutes from LL Bean Flagship Store with free WiFi and parking. Bradbury Mountain State Park adventures await nearby, with Portland airport only 24 minutes away.
The price is $90
$98 total
includes taxes & fees
May 31 - Jun 1
Econo Lodge Freeport - Brunswick Area
Front of property

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
The price is $247
$270 total
includes taxes & fees
May 31 - Jun 1
The Nicholson Inn
Porch

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (462 reviews)
Wake up to a complimentary full breakfast at this charming Freeport B&B. Just a 10-minute walk from LL Bean Flagship Store and near Freeport Historical Society. Enjoy free WiFi, parking, and explore nearby hiking trails. The helpful staff receives consistent praise from guests.
The price is $194
$211 total
includes taxes & fees
Jun 1 - Jun 2
Candlebay Inn
Exterior

Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
3.0 star property
Freeport
9.0 out of 10, Wonderful, (1,000 reviews)
Just 10 minutes from the iconic LL Bean store, this hotel offers a refreshing indoor pool and The Great American Grill for dinner. With Freeport Station a 5-minute walk away, you'll appreciate the convenient free WiFi and parking during your Maine adventure.
The price is $136
$148 total
includes taxes & fees
Jun 14 - Jun 15
Hilton Garden Inn Freeport Downtown
Front of property - evening/night

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (162 reviews)
Charming B&B just a 5-minute drive from LL Bean Flagship Store and near Mast Landing Sanctuary. Enjoy complimentary continental breakfast served daily, free WiFi, and convenient self parking, all within a short drive of Freeport Station.
The price is $226
$246 total
includes taxes & fees
Jun 1 - Jun 2
The Orchard House: Inn & Cafe
Front of property

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (183 reviews)
Charming Freeport escape with cozy Victorian charm, just a 10-minute walk from the LL Bean Flagship Store. Enjoy complimentary WiFi and train station pickup, plus easy access to hiking trails. The garden and terrace offer peaceful retreats after exploring Harrington House.
The price is $304
$331 total
includes taxes & fees
Jun 1 - Jun 2
The James Place Inn B&B
Restaurant

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages
3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (72 reviews)
Immerse yourself in coastal charm at this beachside retreat near Popham Beach. A welcoming bar/lounge and restaurant await after days exploring Fort Popham Historic Site. Enjoy free WiFi and parking while embracing Maine's stunning shoreline.
The price is $172
$219 total
includes taxes & fees
May 31 - Jun 1
Spinneys Guesthouse & Beach Cottages
Interior entrance

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145 reviews)
Historic Freeport B&B welcomes explorers with a full breakfast and peaceful garden. Just 15 minutes from LL Bean Flagship Store, this cozy inn offers free parking and WiFi. Discover nearby hiking trails or stroll to Freeport Station for local adventures.
The price is $222
$242 total
includes taxes & fees
May 31 - Jun 1
The Kendall Inn
Exterior

Inn at Diamond Cove

Inn at Diamond Cove
3.5 star property
Portland
8.8 out of 10, Excellent, (195 reviews)
Escape to this Portland inn featuring a marina, where you'll find 2 restaurants and 3 bars. Enjoy scenic island surroundings with Little Diamond Island and Fort Gorges nearby. Take a dip in the outdoor pool, play tennis, or hit the fitness center.
The price is $212
$269 total
includes taxes & fees
Jun 18 - Jun 19
Inn at Diamond Cove
Exterior

Travelers Inn

Travelers Inn
2.0 star property
Brunswick
9.0 out of 10, Wonderful, (1,000 reviews)
Enjoy complimentary continental breakfast and WiFi at this welcoming Brunswick motel. Located within easy reach of Androscoggin Swinging Bridge and Brunswick Golf Course, this comfortable lodging offers free parking and is just a 2-minute drive from Brunswick Station.
The price is $89
$97 total
includes taxes & fees
May 31 - Jun 1
Travelers Inn
Exterior

Comfort Inn Brunswick

Comfort Inn Brunswick
2.5 star property
Brunswick
8.8 out of 10, Excellent, (1,001 reviews)
Tranquil atmosphere meets convenience at this Brunswick hotel, just 33 minutes from Portland airport. Enjoy free breakfast, WiFi, and parking while exploring nearby golf courses. Guests rave about the quiet location and helpful staff.
The price is $100
$109 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn Brunswick
Free daily buffet breakfast

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very Good, (1,002 reviews)
The price is $101
$110 total
includes taxes & fees
Jun 8 - Jun 9
Best Western Plus Brunswick Bath
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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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

HomeAwhile

HomeAwhile

10/10 Excellent
"Extremely clean, and wonderful staff!"
Jacqueline 1-night trip
Posted 1 hour ago
HomeAwhile

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.