Cundys Harbor Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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!

Top Cundys Harbor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour

National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour

2 out of 5
Price was CA $4,327, price is now CA $4,011 per person
CA $4,011
per person
Dec 15 - Dec 22
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
No reviews

Sweeping Sheepscot River Views in Newly Renovated 200 Year old Wiscasset Home

Sweeping Sheepscot River Views in Newly Renovated 200 Year old Wiscasset Home

2.5 out of 5
Price was CA $6,316, price is now CA $5,785 per person
CA $5,785
per person
Dec 15 - Dec 22
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
No reviews

Gorgeous Oceanfront Home With Hot Tub, Modern Remodel, and Stunning Views

Gorgeous Oceanfront Home With Hot Tub, Modern Remodel, and Stunning Views

2 out of 5
Price was CA $6,101, price is now CA $5,593 per person
CA $5,593
per person
Dec 15 - Dec 22
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
No reviews

Peaceful Home With Forest Views & Great Yard - Minutes to Town

Peaceful Home With Forest Views & Great Yard - Minutes to Town

2.5 out of 5
Price was CA $5,857, price is now CA $5,377 per person
CA $5,377
per person
Dec 15 - Dec 22
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
No reviews

Bayfront Home With Gorgeous Water Views, Dock, Outdoor Patio, Fireplace

Bayfront Home With Gorgeous Water Views, Dock, Outdoor Patio, Fireplace

2 out of 5
Price was CA $4,572, price is now CA $4,247 per person
CA $4,247
per person
Dec 15 - Dec 22
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
No reviews

Ready to book your vacation to Cundys Harbor?

 

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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
The price is CA $133 per night from Nov 22 to Nov 23
CA $133
CA $145 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"The hotel and it's staff were delightful. The front desk personnel were gracious and helpful. The room was meticulously cleaned. The restaurant, and in particular the bar was a disappointment. The drinks were a total rip off with martini glasses, half filled by an inexperienced bartender. The food ..."

Reviewed on Nov 9, 2026

The Brunswick Hotel
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 CA $125 per night from Nov 16 to Nov 17
CA $125
CA $136 total
Nov 16 - Nov 17
includes taxes & fees
Best Western Freeport Inn
Moonlight Inn

Moonlight Inn

2 out of 5
215 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 15 to Nov 16
CA $126
CA $138 total
Nov 15 - Nov 16
includes taxes & fees
Moonlight Inn
See all 1,526 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 Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Cundys Harbour vacation package cost?
You'll find cheap prices from CA $4,011 on Expedia for your Cundys Harbour break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Cundys Harbour costs.
What are the cheapest months to go to Cundys Harbour?
You're likely to find lower rates and greater availability in January, February and March. Check out our cheap Cundys Harbour vacation packages and you could get some excellent off-season deals.
How many days is enough for Cundys Harbour?
The ideal length of your Cundys Harbour vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Cundys Harbour package deals?
Bagging a cheap Cundys Harbour package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Cundys Harbour package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Cundys Harbour vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Cundys Harbour vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Cundys Harbour?
If you're considering a spontaneous Cundys Harbour adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Cundys Harbour?

  1. Pick your dates: The things you'd like to do in Cundys Harbour and your favourite season can help you decide when to travel.
  2. Set a budget: Consider expenses such as flights, meals and transportation when working out how much to put aside for your trip to Cundys Harbour. Then, select a property that works with your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Cundys Harbour. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Cundys Harbour vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.