Chebeague Island Travel Guide

Tourist Guide

A wooden pier leading to a marina with boats docked.
A calm harbor with several sailboats anchored in the water.
A sunset over a calm lake with boats, a pier, and a grassy field.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
The price is AU$474 per night from 23 Aug to 24 Aug
AU$474
23 Aug - 24 Aug
includes taxes & fees
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
The Westin Portland Harborview
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
The price is AU$245 per night from 2 Aug to 3 Aug
AU$245
2 Aug - 3 Aug
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Fireside Inn & Suites Portland
Waves Oceanfront Resort

Waves Oceanfront Resort

3 out of 5
87 W Grand Ave Old Orchard Beach ME
Fully refundableReserve now, pay when you stay
The price is AU$359 per night from 25 Aug to 26 Aug
AU$359
25 Aug - 26 Aug
includes taxes & fees
Stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Waves Oceanfront Resort
See all 2,355 properties in Chebeague 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 luxury aparthotel in Portland. Enjoy free Wi-Fi, a 24-hour fitness centre and parking (surcharge). Popular attractions Cross Insurance Arena and ...
9.8/10 Exceptional! (105 reviews)
"Highly recommended. Pricey but well worth it. The unit was clean, spacious, and exceptionally well appointed."

Reviewed on 26 July 2026

The Weldon Hotel
Oceanfront Studio w/ Private Dock in Harpswell!

Oceanfront Studio w/ Private Dock in Harpswell!

3 out of 5
Harpswell ME
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Paddleworks and Mitchell Field are located ...
Oceanfront Studio w/ Private Dock in Harpswell!
Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!

Portland ME
Stay at this apartment in Portland. Enjoy an in-room coffee maker and air conditioning. Popular attractions State Theatre and Cross Insurance Arena are located ...
8.4/10 Very good! (11 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."

Reviewed on 11 July 2026

Studio Apartment near downtown Walkable!
See all properties in Chebeague 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.