Cundys Harbor Vacations from $621

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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

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,055, price is now $621 per person
$621
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,000 reviews)
The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,368, price is now $874 per person
$874
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9/10 Wonderful! (49 reviews)
Quaint bed-and-breakfast. Clean and comfortable. Would definitely stay again.

Reviewed on Dec 8, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $4,315, price is now $2,903 per person
$2,903
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
all was great. my favorite place!

Reviewed on Apr 29, 2026

84 Main

84 Main

4 out of 5
Price was $1,248, price is now $859 per person
$859
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
9.8/10 Exceptional! (57 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was $1,152, price is now $805 per person
$805
per person
Jul 16 - Jul 20
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
7.6/10 Good! (1,049 reviews)
Very clean, friendly staff, great breakfast. Would stay again

Reviewed on May 3, 2026

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Discover the most popular places to visit in Cundys Harbor

Ash Cove Pottery

Enjoy an outing to Ash Cove Pottery during your stay in Harpswell. Amble around the area's seaside, or seek out its hiking trails.

Ash Cove Pottery

Cundys Harbor Hotel Deals

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $142 total per night from May 25 to May 26
$142 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (938 reviews)
Hotel and staff were great however, the breakfast was very small and expensive. I got oatmeal and my wife a croissant with an egg... oatmeal was super small and I think it was instant for $12. My wife's egg was very small as well and the egg was not even cooked for $13. I will come back to this hotel ...

Reviewed on Apr 27, 2026

The Brunswick Hotel
The Federal

The Federal

3.5 out of 5
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $149 total per night from May 10 to May 11
$149 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (595 reviews)
Spotless, comfortable and well decorated. No tub but large bathroom with a nice shower. I was going to complain about the lack of a coffee maker in the room until I found out a large heated urn is kept in the hall each morning. A very enjoyable stay.

Reviewed on Apr 30, 2026

The Federal
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $94 total per night from May 10 to May 11
$94 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Spotless room, friendly staff

Reviewed on May 5, 2026

Travelers Inn
See all 1,454 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.

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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Frequently asked questions

How much does a Cundys Harbor vacation package cost?
You'll find cheap prices from $621 on Expedia for your Cundys Harbor getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cundys Harbor costs.
What are the cheapest months to go to Cundys Harbor?
November, December and January are great times to look for cheap Cundys Harbor vacation packages. Choosing to travel in less busy months means you can typically find better prices on accommodations and flights.
How many days is enough for Cundys Harbor?
The ideal duration for your Cundys Harbor vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to hit all the major attractions and discover some hidden treasures along the way.
How to find the best Cundys Harbor package deals?
Use Expedia's handy filters to help you find some unbeatable Cundys Harbor package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Cundys Harbor package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cundys Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can tailor your Cundys Harbor getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cundys Harbor?
Secure amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Cundys Harbor escape.
Does Expedia offer Book Now, Pay Later Cundys Harbor vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Cundys Harbor break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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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.