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.
Best Western York Inn

Best Western York Inn

2.5 out of 5
Price was CA $2,003, price is now CA $1,633 per person
CA $1,633
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.4/10 Very good! (1,008 reviews)
Rooms are in desperate need of renovation. The pictures definitely look better than reality.

Reviewed on Jun 23, 2026

Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was CA $2,292, price is now CA $1,642 per person
CA $1,642
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.6/10 Good! (1,076 reviews)
It is an old Ramada. A little run down but staff was very quick to act when the ac went out. They fixed it right away. The bed was very comfortable and the pool was awesome. I would recommend it.

Reviewed on Jun 19, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $3,777, price is now CA $2,794 per person
CA $2,794
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
I was told I would get a text when my room was ready, I never did and while sitting in lobby hours later watched multiple guests get their rooms. I was told as an Expedia VIP, there would be a bottle of wine waiting for me in my room. There was none. The bed made a loud creaking noise every time I moved. Outlets next to the bed were very loose. While the location was great; not worth the money

Reviewed on Jun 26, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was CA $2,812, price is now CA $2,111 per person
CA $2,111
per person
Aug 10 - Aug 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $2,382, price is now CA $1,814 per person
CA $1,814
per person
Aug 10 - Aug 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.

Reviewed on Jun 24, 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
Fully refundableReserve now, pay when you stay
The price is CA $402 per night from Jul 5 to Jul 6
CA $402
CA $500 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,781 reviews)
"I was told I would get a text when my room was ready, I never did and while sitting in lobby hours later watched multiple guests get their rooms. I was told as an Expedia VIP, there would be a bottle of wine waiting for me in my room. There was none. The bed made a loud creaking noise every time ..."

Reviewed on Jun 26, 2026

Portland Harbor Hotel
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 $355 per night from Jul 5 to Jul 6
CA $355
CA $431 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,248 reviews)
"The air conditioning doesn’t stay on. The thermostat goes down to 64 but the temperature wouldn’t go below 69 which made it pretty warm to try and sleep."

Reviewed on Jun 26, 2026

Cambria Hotel Portland Downtown-Old Port
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun 29 to Jun 30
CA $193
CA $213 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Smelliest Hotel I have ever stepped foot in. Even motels in the middle of nowhere smelled better. It smelled like a wet dog has barfed and ate thay barf then barfed again and rolled in it then rolled all over the hotel. The staff is great but that smell is horrific it wasn’t just the hallways it ..."

Reviewed on Jun 25, 2026

Ramada Plaza by Wyndham Portland
See all 3,415 properties in Casco Bay Islands
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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.