Casco Bay Islands Vacation Packages
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Top Casco Bay Islands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Inn at St John Portland In-Town
Valley Street
CA $506
per person
Dec 10 - Dec 13
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Portland (PWM)
8.6/10 Excellent! (1,118 reviews)
The room is dirty and smells terrible. The restroom is shared, and you don’t see theses things in the web. The carpet seems to be a century old. However the location is good, and staff are friendly. The hotel needs renovation and renovation!
Reviewed on Sep 22, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
CA $1,032
per person
Dec 10 - Dec 13
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Portland (PWM)
9.6/10 Exceptional! (61 reviews)
Staff was very very good and super quick to respond.. I really liked the location for my visit bc everything was easily walkable. Room was comfortable but a little interesting walking all the way across for bathroom. A few small glitches with electrical probably just bc it’s done recently renovated.
Reviewed on Sep 18, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
CA $965
per person
Dec 10 - Dec 13
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Portland (PWM)
9.6/10 Exceptional! (382 reviews)
Other than being a little hard to find, this spot was wonderful and so much nicer than a hotel room! Great location.
Reviewed on Sep 18, 2026
Portland Harbor Hotel
Downtown Portland
CA $718
per person
Dec 10 - Dec 13
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Portland (PWM)
9.2/10 Wonderful! (1,823 reviews)
Very helpful staff! The room we had reserved for us was on the main floor & a bit loud so the front desk gave us the option to go higher up for reduced noise. The nooks on each floor with free coffee, water, pastries, yogurts, and snacks was a wonderful touch. The hotel is an amazing location & close to everything!
Reviewed on Sep 22, 2026
Ready to book your vacation to Casco Bay Islands?
Casco Bay Islands Hotel Deals
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $123
CA $135 total
Oct 18 - Oct 19
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
CA $154
CA $168 total
Oct 18 - Oct 19
includes taxes & fees
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
CA $151
CA $167 total
Oct 18 - Oct 19
includes taxes & fees
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.
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 great live music and entertainment choices.
Sand Beach
9.2/10 (22 reviews)
If a restful vacation is part of your travel plans, Sand Beach might be the perfect place to seek out during your trip to Portland. Wander the area's waterfront or simply enjoy one of its seafood restaurants.
Little John Island Preserve
Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.
Fifth Maine Museum
You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's entertainment choices and great live music.
Little Diamond Island
Commune with nature and explore the great outdoors at Little Diamond Island during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
House Island
Commune with nature and explore the great outdoors at House Island during your travels in Portland. Stroll along the area's waterfront or experience its entertainment choices.
Umbrella Cover Museum
You can spend time browsing the exhibits at Umbrella Cover Museum during your trip to Peaks Island. Experience the area's entertainment choices and great live music.
Frequently asked questions
How much does a Casco Bay Islands vacation package cost?
Starting from a low CA $506, 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.
Explore a world of travel with Expedia
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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.
