Cundys Harbor Vacations from $682
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Your Cundys Harbor Vacation
With all your travel needs organized before you go, our Cundys Harbor vacation packages mean you can focus more on having a good time! One neighborhood to consider staying in this interesting city is Harpswell, which is great for nature and culture. Make your trip to Cundys Harbor 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 Harbor vacation plans into action!
The Latest Cundys Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,046, price is now $682 per person
$682
per person
Oct 11 - Oct 16
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,020 reviews)
Good location and excellent customer service!
Reviewed on Aug 5, 2026
Evalina Hotel
Downtown Portland
Save 100% on your flight
Price was $4,005, price is now $2,488 per person
$2,488
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (6 reviews)
Evalina was more than we expected. Super clean and has every convenience item imaginable. The beds were super comfortable. The communication was spectacular which made everything from check in to checkout s smooth. We will definitely be back and hopefully for a longer stay next time.
Reviewed on Aug 4, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,752, price is now $1,860 per person
$1,860
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 2026
Dormir
Price was $1,281, price is now $964 per person
$964
per person
Sep 23 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9/10 Wonderful! (1,005 reviews)
Slightly better than what you would expect outside of Portland - probably better than anything else along the 302 route. Gym was a joke. Walls are not very soundproof. Other than that, comfortable, safe and quiet.
Reviewed on Aug 3, 2026
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See all available trips from Columbus to Cundys Harbor
View all tripsWhat to do in Cundys Harbor
Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay
$99
per adult
94% of travellers recommend
Cundys Harbor Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
$149 nightly
The price is $163 total per night from Aug 26 to Aug 27
$163 total
Aug 26 - Aug 27
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
"The room was very clean, the staff was kind and helpful we had to ask for help with our TV. They were quick getting us all set. The breakfast is very good. Will be staying there again."
Reviewed on Aug 5, 2026
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Fully refundable
$97 nightly
The price is $106 total per night from Aug 30 to Aug 31
$106 total
Aug 30 - Aug 31
Total with taxes and fees
7.8/10 Good! (1,009 reviews)
"The property was old and run-down. It was kind of clean but had an overly-perfumed scent throughout that was covering old smoke. It was ok for a quick overnight before heading out to the 8 am ferry, but not great."
Reviewed on Aug 5, 2026
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Fully refundable
$130 nightly
The price is $142 total per night from Sep 3 to Sep 4
$142 total
Sep 3 - Sep 4
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
"Room was clean, great staff, great breakfast and great parking"
Reviewed on Aug 5, 2026
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.
Find the Best Cundys Harbor Vacation Packages
Cundys Harbor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
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- Visit Phippsburg
- Visit Popham Beach
- Bradbury Mountain State Park
- Visit Old Port
- Popham Beach Vacations
- Portland Head Light
- Bailey Island Vacations
- Visit Freeport
- Pejepscot Museum
- Bowdoin College
- Thomas Point Beach
- Brunswick Vacations
- Brunswick Naval Aviation Museum
- Casco Bay
- Hunnewell Beach
- Visit Bailey Island
- First Parish Church
- Reid State Park
- Visit Cundys Harbor
- Bailey Island Bridge
- Maine Street
- Visit Harpswell
- Peary-Macmillan Arctic Museum
- Bates-Morse Mountain Conservation Area
- Sewell Pond Conservation Area
- Ll Bean Flagship Store
- Skolfield-Whittier House
- Maine State Music Theater
- Visit Bath
- Visit Portland
- Maine Maritime Museum
- Josephine Newman Audubon Sanctuary
- Land's End Gift Shop
- Where to stay in Harpswell
- Fort Popham State Historic Site
- Paddleworks
- Sebasco Estates Vacations
- Bowdoin College Museum of Art
- Popham Beach State Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
