Chebeague Island Holidays

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Your Chebeague Island Holiday

An easy way to experience this exciting city is with a custom-made Chebeague Island holiday package. Stay in the neighbourhood of Parkside, which is good for festivals, markets and walking or go someplace else — our packages are all about you. Make your trip to Chebeague Island even more fun by going sightseeing. Wolfes Neck Woods State Park, Bailey Island Bridge and Little John Island Preserve are among the major attractions you'll want to explore. No matter your travel plans or the size of your budget, organising a tailored Chebeague Island holiday is a piece of cake with Expedia.

Chebeague Island Holiday

Chebeague Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
State Theatre, Portland Museum of Art and East End Beach

Our pick of the best Chebeague Island Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 26 Jan to 27 Jan
AU$139
26 Jan - 27 Jan 2026
includes taxes & fees
7.8/10 Good! (1,292 reviews)
Great room. Courteous staff.

Reviewed on 21 Dec 2025

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 11 Jan to 12 Jan
AU$147
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Helpful staff

Reviewed on 17 Dec 2025

The Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,547 reviews)
The location was perfect. It was very close to shopping, restaurants and the waterfront. The room was nice and clean. The hot tub was closed for several days for cleaning so we could not use which was a major bummer as we really really wanted to use it. Staff super friendly. Valet parking for $35 ...

Reviewed on 17 Dec 2025

Portland Regency Hotel & Spa
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.