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 NZ$199 per night from 6 Dec to 7 Dec
NZ$199
6 Dec - 7 Dec
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 ...
9/10 Wonderful! (1,005 reviews)
"Good stay"

Reviewed on 3 Nov 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
The price is NZ$159 per night from 12 Nov to 13 Nov
NZ$159
12 Nov - 13 Nov
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 3 Dec to 4 Dec
NZ$181
3 Dec - 4 Dec
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
See all 2,294 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 ...
The Weldon Hotel
Evalina Hotel

Evalina Hotel

2.5 out of 5
215 Commercial St Portland ME
Stay at this aparthotel in Portland. Enjoy free Wi-Fi, parking (surcharge) and in-room washers/dryers. Popular attractions State Theatre and Thompson's Point ...
Evalina 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 Mitchell Field and Bailey Island Bridge ...
Oceanfront Studio w/ Private Dock in Harpswell!
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.