Cundys Harbor Holidays from £951

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Your Cundys Harbour Holiday

With all your travel needs organised before you go, our Cundys Harbour holiday packages mean you can focus more on having a good time! One neighbourhood to consider staying in this interesting city is Harpswell, which is great for nature and culture. Make your trip to Cundys Harbour even more exciting by including some sightseeing. Bailey Island Bridge, Ragged Island and Paddleworks are some of the major attractions you'll want to explore. Stop daydreaming and start adventuring. Check out the broad range of options on Expedia today and put your Cundys Harbour holiday plans into action!

Top Cundys Harbor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was £1,125, price is now £951 per person
£951
per person
5 Aug - 12 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
7.8/10 Good! (1,003 reviews)
The room was fine, but we hadn’t expected to have to walk up stairs to get to our room in a three floor facility. Although it was only a half flight, it was inconvenient. Also, breakfast was not included in the price. There was a good breakfast available near by.

Reviewed on 29 Jun 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was £2,128, price is now £1,370 per person
£1,370
per person
5 Aug - 12 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Everything was good!

Reviewed on 2 Jul 2026

The Kennebunk Inn

The Kennebunk Inn

2.5 out of 5
Price was £1,406, price is now £1,159 per person
£1,159
per person
5 Aug - 12 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
7.8/10 Good! (764 reviews)
Close enough to Kennebunkport without the price tag.

Reviewed on 2 Jul 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 £2,839, price is now £2,351 per person
£2,351
per person
5 Aug - 12 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9.6/10 Exceptional! (338 reviews)
Great spacious place, modern, clean

Reviewed on 2 Jul 2026

The Majestic Regency Resort

The Majestic Regency Resort

2.5 out of 5
Moody
Price was £1,164, price is now £1,007 per person
£1,007
per person
5 Aug - 12 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
7/10 Good! (1,010 reviews)
Big place pet friendly

Reviewed on 2 Jul 2026

Cundys Harbour Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC

Top hotels in Cundys Harbor

Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is £218 per night from 22 Jul to 23 Jul
£218
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We really enjoyed our brief stay at the Ocean Gate Inn. The staff was friendly and helpful and the on-site amenities were plentiful. We especially enjoyed our morning kayak adventure where we saw a couple gray seals and a lobster boat out checking their traps. The breakfast buffet was good not great ..."

Reviewed on 1 Jul 2026

Ocean Gate Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
Fully refundableReserve now, pay when you stay
The price is £155 per night from 8 Jul to 9 Jul
£155
8 Jul - 9 Jul
includes taxes & fees
8/10 Very good! (1,002 reviews)
"The property was nice, the room was spacious and accommodating. The breakfast was good for a free continental breakfast wit crispy bacon each morning. The location was very convenient for Captain Fish’s cruises and Boothbay dining & shopping."

Reviewed on 3 Jul 2026

Flagship Inn and Suites
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is £91 per night from 7 Jul to 8 Jul
£91
7 Jul - 8 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"The room was fine, but we hadn’t expected to have to walk up stairs to get to our room in a three floor facility. Although it was only a half flight, it was inconvenient. Also, breakfast was not included in the price. There was a good breakfast available near by."

Reviewed on 29 Jun 2026

Best Western Freeport Inn
See all 1,569 properties in Cundys Harbor
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.
All Inclusive Holidays
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Frequently asked questions

How much does a Cundys Harbour travel package cost?
From as little as £951, you can handcraft your own Cundys Harbour package. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Cundys Harbour travel package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Cundys Harbour?
Browse and lock in everything all in one place with our Cundys Harbour travel packages. You'll discover bargains on flights, hotels, tours and more that'll keep your travel budget happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options globally to pick from, you have countless opportunities to mix and match your own way.
Does Expedia offer Book Now, Pay Later Cundys Harbour holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday in multiple transactions.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you secure your getaway.

What are the top hotels in Cundys Harbour?
If it's your first visit to Cundys Harbour, lock in a room at Dog - Friendly Home With High - Speed Wifi or Cosy Cottage. Both hotels offer comfortable beds and are top options with many travellers.
How far in advance should I book my Cundys Harbour holiday?
Search Expedia to compare airfares as soon as possible. In most cases, you can purchase a seat up to a year before departure. If you can't find your preferred air carrier, or you're booking late, don't stress. Cheap tickets to Cundys Harbour sometimes emerge a few weeks before departure.
What does an Expedia Cundys Harbour travel package include?
With Expedia, you can select a combination of flights, hotels and car rentals to build your perfect Cundys Harbour travel package. Once you've made your booking, you can add on the fun stuff like tours and activities. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Cundys Harbour travel package?
When you book your flights, hotels and car rentals together, you'll score fantastic discounts. Whether you're organising a wilderness getaway in a cabin or prefer to stay in a luxurious city hotel, Expedia will help make it happen.
Can I choose my airline with a Cundys Harbour Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.