Damariscotta Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Fun Travelog

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Damariscotta Vacation

Book a custom vacation package to Damariscotta and get ready to experience this fascinating city how you want. Think about spending time in the neighborhood of Medomak, which is good for walking and tons more. Like to explore your new surroundings? Biscay Pond, Whaleback Shell Midden State Historic Site and Damariscotta Farmers Market are some of the top places to visit during your trip to Damariscotta. Whoever you're taking a break with and whatever your budget, your ultimate Damariscotta vacation is just a few clicks away with Expedia.

Top Damariscotta Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Price was CA $1,419, price is now CA $1,225 per person
CA $1,225
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.4/10 Exceptional! (307 reviews)
Great stay. Staff friendly and helpful. Quiet and peaceful.

Reviewed on Aug. 9, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was CA $1,836, price is now CA $1,490 per person
CA $1,490
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.4/10 Exceptional! (9 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on Jul. 23, 2025

House near Acadia National Park

House near Acadia National Park

4 out of 5
Price was CA $2,138, price is now CA $1,921 per person
CA $1,921
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.8/10 Exceptional! (18 reviews)
This house was perfect for my girls trip. Close to bar harbor and Acadia national park. The home was clean and full of everything we need for our stay. Highly recommend this house! When I return to Bar Harbor I will be staying here again!

Reviewed on Jun. 30, 2025

Topside Inn

Topside Inn

3 out of 5
Price was CA $1,978, price is now CA $1,811 per person
CA $1,811
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
10/10 Exceptional! (30 reviews)
One of the best stays I have ever had.

Reviewed on Aug. 8, 2025

Smuggler's Cove Inn

Smuggler's Cove Inn

2.5 out of 5
Price was CA $1,317, price is now CA $1,239 per person
CA $1,239
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.2/10 Wonderful! (389 reviews)
Absolutely beautiful.

Reviewed on Aug. 18, 2025

Ready to book your vacation to Damariscotta?

 

Choose your dates

Damariscotta Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Sep 1 to Sep 2
CA $189
CA $240 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"The hotel is comfortable and great ocean view. Staff are nice and helpful. Quiet and it offers many activities. Free basic and delicious breakfast. Highly recommended."

Reviewed on Aug. 17, 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Aug 25 to Aug 26
CA $205
CA $238 total
Aug 25 - Aug 26
includes taxes & fees
7.6/10 Good! (120 reviews)
Grateful
"Stayed for lobsterfest which was conveniently right next door. Plenty of delicious local foods/restaurants/bars. Right by the docks where you can sail the Morning in Maine sunrise/sunset tour. Also very close to Owls Head for lighthouse about 10 min drive and a sandy beach for swimming about 10 min ..."

Reviewed on Aug. 16, 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is CA $155 per night from Aug 20 to Aug 21
CA $155
CA $202 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"This is a very clean place to stay, the rooms were very clean, beds were comfortable and they even gave you breakfast buffet for free. We will definitely be staying here again 😃"

Reviewed on Aug. 14, 2025

Flagship Inn and Suites
See all 1,510 properties in Damariscotta
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Damariscotta

Maine Fermented Foods Tasting and Class in Wiscasset

Maine Fermented Foods Tasting and Class in Wiscasset

CA $21
per adult
Maine Fermented Foods Tasting and Class in Wiscasset
See all activities in Damariscotta

Frequently asked questions

How much does a Damariscotta vacation package cost?
Offering excellent value package deals from CA $1,225 on Expedia, you'll be thrilled with how little a vacation to Damariscotta costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Damariscotta?
Plan your getaway for the off-season and you're likely to score cheap Damariscotta vacation packages. Keep in mind that school vacation periods and major festivals and events can impact prices, so do your research before you go.
How many days is enough for Damariscotta?
When planning your Damariscotta vacation, a handful of days will be enough to see the top spots. Make sure to check out Wiscasset, Waterville and Farmington Railway Museum — it's one of the leading sights in this destination. If you want more activities, think about basing yourself here and heading off on some day tours from Damariscotta.
Is it worth booking a vacation package to Damariscotta?
Damariscotta offers everything you need for an unforgettable getaway. Get your Damariscotta vacation off to a flying start by visiting major attractions like Damariscotta Farmer's Market.
How to find the best Damariscotta package deals?
Begin your search for a Damariscotta package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Damariscotta package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Damariscotta adventure off to a flying start.
Is it cheaper to book a Damariscotta vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Damariscotta getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Damariscotta?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Damariscotta escape.
How to plan a trip to Damariscotta?

  1. Choose when to travel: Check your diary and get packing. Your favourite season and the type of activities on offer will also help you decide when to vacation in Damariscotta.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Damariscotta.
  3. Decide how long to go away for: Now that you're up to speed on Damariscotta, you can figure out the ideal length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Damariscotta vacation package.

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