
Chebeague Island Vacation Packages
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Your Chebeague Island Vacation
Book a Chebeague Island vacation package that has only the things you need and nothing you don't. Good for festivals, markets and walking, consider staying in the neighborhood of Parkside. If a sightseeing tour is part of the program during your trip to Chebeague Island, check out major attractions like Eagle Island, Little John Island Preserve and Sturdivant Island. That dream Chebeague Island vacation is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style.
Top Chebeague Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Ogunquit River Inn & Suites
Moody
Price was CA $1,970, price is now CA $1,336 per person
CA $1,336
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was very welcoming and pleasant. The view from our balcony room overlooking the Ogunquit river was beautiful and tranquil. The breakfast included was better than average with many offerings including warm entrees. Nice comfy robes (even slippers included) was a bonus.
Reviewed on Jun 22, 2026

The Meadowmere Resort
Price was CA $2,421, price is now CA $1,647 per person
CA $1,647
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.
Reviewed on Jun 22, 2026

Portland Harbor Hotel
Downtown Portland
Price was CA $1,950, price is now CA $1,452 per person
CA $1,452
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Beautiful hotel, great location, friendly associates, but would not return to this location. Unfortunately many negatives.They offer what they call is a “kitchen” on every floor- coffee maker did not work and the ice machine did not work- spoke to an associate and was told coffee machine has been out for over 2 months and ice machine was probably a few years. They mentioned that I could go down to the floor below for coffee and the only available ice was downstairs main lobby closet. Was to get 2 waters in your room daily and did not on day 2- the “kitchen”I was told had some water, but at 8:30 the water was out Housekeeping was substandard, did not replace glasses, just rinsed out. Rug was not vacuumed, cold water handle in bathroom was loose and had to tighten a few times. Had dinner at the hotel what the picture showed on the website did not match what was served. We asked for dry salmon, came moist, too much butter/oil- asked if we could have bread to absorb the butter/oil and was charged $6 for a piece of bread.
For paying close to $600. Per day I did expect better
Reviewed on Jun 20, 2026

Old Orchard Beach Inn
Price was CA $1,905, price is now CA $1,530 per person
CA $1,530
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.2/10 Very good! (1,001 reviews)
Cozy, quiet, clean room. Helpful staff. Great location and nice breakfast.
Reviewed on Jun 23, 2026
Chebeague Island Hotel Deals

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun 29 to Jun 30
CA $197
CA $218 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (2,200 reviews)
"This was a brief stay on our driving trip through the New England states. The property is very nice, modern and well maintained. Rooms are super clean, well appointed and have great amenities. Breakfast was decent, although the coffee was mostly gone when I filled my cup before leaving. I would definitely ..."
Reviewed on Jun 22, 2026

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $366 per night from Jun 28 to Jun 29
CA $366
CA $459 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,772 reviews)
"Beautiful hotel however felt that it is expensive for where it is and then you have $45 daily for valet parking then a $35 resort fee also daily. This can be used towards breakfast or drinks but we only managed to use once during our 2 night stay. We did not enjoy the breakfast, the hash was very ..."
Reviewed on Jun 23, 2026

Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $370 per night from Jun 28 to Jun 29
CA $370
CA $448 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,253 reviews)
"The staff was fine but not always as helpful as they could have been. The rooms were great and the beds clean and comfortable. The shower floor needed to be cleaned but the rest of the place was great. It’s in a wonderful location so we could walk to all the places we wanted to visit. The airport ..."
Reviewed on Jun 22, 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.







