Casco Bay Islands Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Casco Bay Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
Price was CA $966, price is now CA $800 per person
CA $800
per person
Oct 14 - Oct 18
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
7.8/10 Good! (1,009 reviews)
Everything in room didn’t work

Reviewed on Aug 1, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $1,802, price is now CA $1,245 per person
CA $1,245
per person
Sep 3 - Sep 7
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
.

Reviewed on Aug 2, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $2,981, price is now CA $2,266 per person
CA $2,266
per person
Sep 11 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back

Reviewed on Jul 25, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,227, price is now CA $1,851 per person
CA $1,851
per person
Oct 14 - Oct 18
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (362 reviews)
Would stay again for sure.

Reviewed on Jul 31, 2026

Dormir

Dormir

3 out of 5
Price was CA $1,028, price is now CA $883 per person
CA $883
per person
Oct 14 - Oct 18
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (1,002 reviews)

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Casco Bay Islands Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is CA $184 per night from Sep 1 to Sep 2
CA $184
CA $203 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very good! (1,593 reviews)
"The staff is great. The property is dated. Great location with proximity to the airport."

Reviewed on Aug 1, 2026

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 CA $154 per night from Sep 1 to Sep 2
CA $154
CA $170 total
Sep 1 - Sep 2
includes taxes & fees
Fireside Inn & Suites Portland
Waves Oceanfront Resort

Waves Oceanfront Resort

3 out of 5
87 W Grand Ave Old Orchard Beach ME
The price is CA $266 per night from Aug 31 to Sep 1
CA $266
CA $290 total
Aug 31 - Sep 1
includes taxes & fees
Waves Oceanfront Resort
See all 3,501 properties in Casco Bay Islands
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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Stay near popular Casco Bay Islands attractions

Mackworth Island State Park

Commune with nature and explore the great outdoors at Mackworth Island State Park during your travels in Falmouth. Experience the area's entertainment choices and great live music.
See properties

Frequently asked questions

How much does a Casco Bay Islands vacation package cost?
Starting from a low CA $800, a vacation package is your gateway to cheaper travel. Custom make your Casco Bay Islands escape by picking from our comprehensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Casco Bay Islands?
Just imagine all the fabulous things you could do in Casco Bay Islands with extra cash in your wallet. Watch your savings stack up when you combine your flights and hotel into a Casco Bay Islands vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can select from over 550 airlines and 1,000,000 hotels throughout the world. Whether you're taking off with the family or flying solo, planning a getaway to Casco Bay Islands is better with a package.
How far in advance should I book my Casco Bay Islands vacation?
While not all airlines release ticket prices early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time you can bag some fantastic bargains. If you're booking late, you may still be in luck. Sometimes the cheapest prices emerge just weeks prior to departure.
What does an Expedia Casco Bay Islands travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can shape your Casco Bay Islands travel package the way you want. All you have to do is determine what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Casco Bay Islands travel package?
When you book your hotels, flights and car rentals together, you'll be rewarded with incredible discounts. Whether you're organizing a beach break in a villa or want to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Casco Bay Islands Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to select from around the globe. With all that choice at your fingertips, finding the perfect carrier to whisk you off to Casco Bay Islands shouldn't be hard.
If I'm not able to travel, can I cancel my Casco Bay Islands vacation package?
Yes you can, and we're here to help. You may be able to cancel or amend your Casco Bay Islands vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, browse our Customer Service Portal for more information.

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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.