Frye Island Vacation Packages

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Top Frye Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was CA $1,102, price is now CA $973 per person
CA $973
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (77 reviews)
Charming and easy access to the Golf Course

Reviewed on Sep 21, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,752, price is now CA $1,505 per person
CA $1,505
per person
Jul 20 - Jul 23
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,753 reviews)
Great hotel with great staff!

Reviewed on May 12, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $2,989, price is now CA $2,660 per person
CA $2,660
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was CA $1,210, price is now CA $1,089 per person
CA $1,089
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (385 reviews)
We loved our stay! Everyone was efficient and helpful, very friendly. The room was beautiful and huge, we loved the jacuzzi tub since it was a cold, rainy weekend. Absolutely fantastic!

Reviewed on May 9, 2026

Longfellow Hotel

Longfellow Hotel

4 out of 5
Parkside
Price was CA $2,756, price is now CA $2,486 per person
CA $2,486
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (158 reviews)
Lovely property. Upscale without being stuffy. Great food and drinks and lovely ambiance at the bar. Beautiful room if a little small. Great amenities and amazing location. Totally recommend

Reviewed on May 12, 2026

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Frye Island Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is CA $254 per night from May 25 to May 26
CA $254
CA $333 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,767 reviews)
Great hotel with great staff!

Reviewed on May 12, 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from May 27 to May 28
CA $224
CA $248 total
May 27 - May 28
includes taxes & fees
9.4/10 Exceptional! (1,651 reviews)
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests. They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after ...

Reviewed on May 12, 2026

Portland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is CA $228 per night from May 26 to May 27
CA $228
CA $290 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,214 reviews)
Very clean and modern design, spacious room and overall the place was very quiet and made for a good night's sleep. Convenient to have the garage attached to the hotel, you just have to have your ticket validated by the front desk, but allows you to come and go as you please for the parking fee.

Reviewed on May 12, 2026

Cambria Hotel Portland Downtown-Old Port
See all 1,644 properties in Frye Island
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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Frequently asked questions

Can I cancel my flight booking to Frye Island due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel queries, including about flight cancellations and changes due to COVID-19. For greater peace of mind, read through the terms and conditions of your preferred carrier before reserving a seat.
What's the best way to find cheap flights to Frye Island that have flexible change policies?
Search for low-cost seats to Frye Island, then check the "No change fee" box underneath the "Flexible change policies" heading. From then on it's smooth sailing. We understand that things can change and flexibility is essential, so book with confidence with Expedia.
What are some of the general tips for travelers to Frye Island during the COVID-19 outbreak?
COVID-19 has changed how we travel, but it hasn't dampened our love of exploring. Here are some tips on how to tackle travel's new challenges:
  • Find out the rules and restrictions in both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check government advisories before booking.
  • Wear a face mask during airport screening. A TSA officer will ask you to temporarily lower your mask to verify your identity.
  • Instead of handing a TSA agent your boarding pass, place it directly on the reader yourself. Then, hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag for scanning.
  • Remove personal items from your pockets, like your wallet, keys and phone, and place them in your carry-on instead of into bins. This will minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA officer will need to touch and open your bag for inspection.

Which airlines fly to Frye Island?
Let Southwest Airlines take you there. This well-known carrier provides 182 services each month to Portland Intl. Jetport Airport (PWM), a Frye Island gateway.
How can I find cheap tickets to Frye Island?
Start searching as early as possible, consider nearby airports, avoid school vacation time — there's no shortage of ways! Another one is to make use of Expedia's "flexible dates" feature. Find a Frye Island flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Frye Island was .
How much is a flight to Frye Island?
If you were journeying one way from (), you could've scored an affordable fare for in the last seven days. Round-trip flights to Frye Island ranged from only to over the same period.
What are the most popular airports to fly into in Frye Island?
Fly into Portland Intl. Jetport Airport (PWM) and sample the best that Frye Island has to offer. As the region's main point of entry, around 1571 flights touch down here each month.
When is the cheapest time to fly to Frye Island?
Fly out on a Tuesday to raise your chances of scoring the cheapest flight to Frye Island. Mondays are usually the second most affordable day to take off. Saturday is generally the priciest day to fly anywhere.
How much is a plane ticket to Frye Island?
Plane tickets ranged from just to over the last seven days. When you're ready to book, we'll help you land a fabulous deal to Frye Island.
Which airlines with flights to Frye Island employ COVID-19 cleanliness policies?
Physical distancing is just one element of new travel industry strategies to lessen the spread of COVID-19. From your first steps on board, these carriers will whisk you away to Frye Island with comfort and confidence:
  • 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.