Bailey Island Travel Guide

Tourist Guide

Bailey Island which includes a house and rocky coastline
Bailey Island showing general coastal views
Bailey Island which includes general coastal views
Bailey Island featuring signage
Bailey Island which includes a bay or harbour as well as an individual female
BAILEY ISLAND MOTEL
BAILEY ISLAND MOTEL
2 out of 5
2041 Harpswell Islands Rd, Bailey Island, ME
Stay at this beach hotel in Bailey Island. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Cobwork Bridge and Bailey Island Bridge are ...
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BAILEY ISLAND MOTEL
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is 4.443.577 ₫ per night from 30 Jun to 1 Jul
4.443.577 ₫
4.916.373 ₫ total
30 Jun - 1 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,173 reviews)
"No surprises"

Reviewed on 18 Jun 2025

La Quinta Inn & Suites by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is 5.641.683 ₫ per night from 30 Jun to 1 Jul
5.641.683 ₫
6.241.958 ₫ total
30 Jun - 1 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,144 reviews)
"Close to all shops and restaurants. Nice clean rooms and friendly staff."

Reviewed on 22 Jun 2025

Hyatt Place Portland Downtown - Old Port Square
See all 1,791 properties in Bailey Island
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.
The Weldon Hotel
The Weldon Hotel
4.5 out of 5
54 York St, Portland, ME
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free Wi-Fi, a 24-hour fitness centre and parking (surcharge). Popular attractions State Theatre and ...
9.6/10 Exceptional! (62 reviews)
"Great place to stay. Lots of room."

Reviewed on 11 Jun 2025

The Weldon Hotel
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
3 out of 5
West Boothbay Harbor, ME
Stay at this 3-star beach cottage in West Boothbay Harbor. Enjoy free parking, a garden and balconies. Popular attractions Juniper Point and Maine State Aquarium ...
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
See all properties in Bailey Island
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.

Popular places to visit

Bailey Island Bridge

Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.

Bailey Island Bridge

Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.

Land's End Gift Shop

Cobwork Bridge

You can find out about the history of Bailey Island with a visit to Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.

Cobwork Bridge

Cities near Bailey Island

Photo by The Maine Way of Life

Orrs Island