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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $3,495, price is now CA $2,200 per person
CA $2,200
per person
Jul 28 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,005 reviews)
The property is beautiful, very clean and centrally located. Front desk was excellent, very helpful and pleasant. Breakfast could use a little sprucing up, the toaster took forever to toast. Travelers need to know, there are no elevators and the property has MANY steps and ramps which may be a challenge.

Reviewed on Jun 16, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was CA $4,286, price is now CA $2,766 per person
CA $2,766
per person
Jul 28 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
Had a great time! Very friendly people.

Reviewed on Jun 15, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Price was CA $5,492, price is now CA $3,663 per person
CA $3,663
per person
Jul 28 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
Excellent stay at Cliff House. Beautiful views and amenities. The only complaint is

Reviewed on Jun 15, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $3,762, price is now CA $2,626 per person
CA $2,626
per person
Jul 26 - Jul 31
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on Apr 23, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,986, price is now CA $2,251 per person
CA $2,251
per person
Jul 26 - Jul 31
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,781 reviews)
We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!

Reviewed on Jun 12, 2026

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Casco Bay Islands Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is CA $396 per night from Jul 5 to Jul 6
CA $396
CA $491 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,787 reviews)
"Great location"

Reviewed on Jun 17, 2026

Portland Harbor Hotel
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
The price is CA $198 per night from Jun 22 to Jun 23
CA $198
CA $219 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (1,508 reviews)
"It felt like I went back in time to an old rundown hotel the Ramada inn used to to run that location and it was a good hotel for the price"

Reviewed on Jun 17, 2026

Clarion Hotel Portland Airport ME
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $339 per night from Jun 21 to Jun 22
CA $339
CA $414 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (1,255 reviews)
"Room was clean, staff was nice"

Reviewed on Jun 16, 2026

Cambria Hotel Portland Downtown-Old Port
See all 3,422 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

Can I cancel my flight booking to Casco Bay Islands due to COVID-19?
If you've yet to book your tickets, check the terms and conditions of the airfare you're considering. If you've already locked in your flight to Casco Bay Islands, click through to our Customer Service Portal. The information here will help you figure out which COVID-19 policies apply to your booking and offer advice on the next steps.
What's the best way to find cheap flights to Casco Bay Islands that have flexible change policies?
By using our helpful "No change fee" filter, that's how. Just enter your origin, destination and dates, click "Search," then mark the checkbox directly below the "Flexible change policies" heading (top left of your screen). Expedia makes it a cinch to find low-cost, flexible airfares to Casco Bay Islands.
What are some of the general tips for travelers to Casco Bay Islands during the COVID-19 outbreak?
The COVID-19 pandemic has changed how we travel, but it hasn't dampened our eagerness for exploring. Here are a few tips on how to navigate the new challenges of traveling:
  • Find out if any travel restrictions apply to your origin and destination before booking. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you go through airport screening, do not remove your face mask. You will be asked to briefly lower it to verify your identity. Those who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • Instead of handing a TSA officer your boarding pass, position it directly on the reader yourself. Then, hold it up for inspection.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be removed for screening.
  • Place any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during screening.
  • If you're bringing food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Casco Bay Islands?
Arrange your airfare with Southwest Airlines and then start planning your Casco Bay Islands itinerary. This popular airline offers 182 flights each month to Portland Intl. Jetport Airport (PWM), a key gateway.
How can I find cheap tickets to Casco Bay Islands?
In the last seven days, was the lowest price for a flight to Casco Bay Islands. For even bigger savings, book ahead of time and be flexible with your travel dates. Search for your airfare to Casco Bay Islands, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Casco Bay Islands?
If you were journeying one way from (), you could've landed a bargain fare for just in the last seven days. Round-trip journeys to Casco Bay Islands ranged from only to over the same period.
What are the most popular airports to fly into in Casco Bay Islands?
Portland Intl. Jetport Airport (PWM) is the main entryway for those headed to Casco Bay Islands. Approximately 1571 flights per month touch down at this airport.
When is the cheapest time to fly to Casco Bay Islands?
If you can be flexible with what date you travel to Casco Bay Islands, fly out earlier in the week. The cheapest day to take off is usually Tuesday, closely followed by Monday. Saturday is typically the priciest day, with many people choosing to fly on the weekend.
How much is a plane ticket to Casco Bay Islands?
In the last seven days, plane tickets to Casco Bay Islands ranged from to .
Which airlines with flights to Casco Bay Islands employ COVID-19 cleanliness policies?
In response to the continuing pandemic, the majority of airlines have implemented new rules and measures to help travelers take to the skies again. Here are a few examples:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.