
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

The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 29 Mar to 30 Mar
AU$153
29 Mar - 30 Mar
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
Just a great place to stay
Reviewed on 10 Mar 2026

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 24 Mar to 25 Mar
AU$121
24 Mar - 25 Mar
includes taxes & fees
8/10 Very Good! (1,400 reviews)
Great stay
Reviewed on 9 Mar 2026

Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,598 reviews)
This is a wonderful hotel and deserves the very high rating that prior guests have given it. Excellent room, service, food, etc. My only regret is that the fitness room hours are the same as the spa (opening at 8 am and closing at 6 pm). At most hotels where we stay fitness centers are open 24 hours ...
Reviewed on 10 Mar 2026
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.












