Damariscotta Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Mid-Town Motel
CA $836
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.6/10 Excellent! (268 reviews)
The staff was great! Very convient location. The room did the job. It was very small & twin size beds (which we knew going into it). There was some wear and tear in the room and didn’t necessarily FEEL clean. Bathroom was small. Would stay here again for convenience and right price
Reviewed on Aug 28, 2026
Smuggler's Cove Inn
CA $972
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
9/10 Wonderful! (523 reviews)
This place was fantastic for me and my family. I highly suggest the tiki masala from the restaurant the best I’ve ever had. I believe a family helps run this property and I will have to say they were the most accommodating people I’ve ever had at any resort I’ve never been to including high-end five-star resorts. I highly suggest staying at this property and I will be back next year. Thank you again for your hospitality.
Reviewed on Aug 29, 2026
Ready to book your vacation to Damariscotta?
Damariscotta Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
CA $129
CA $193 total
Sep 3 - Sep 4
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Good"
Reviewed on Aug 28, 2026
Harborline Hotel
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
CA $177
CA $212 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (359 reviews)
"This property is in a very good location-walkable to many restaurants, entertainment, waterftont."
Reviewed on Aug 30, 2026
Trade Winds on the Bay
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
CA $197
CA $215 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (466 reviews)
"Great place… very nice balconies. 😀"
Reviewed on Aug 29, 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.
Stay near popular Damariscotta attractions
Damariscotta Farmer's Market
You can browse for the perfect souvenirs at Damariscotta Farmer's Market during your visit to Damariscotta. Stroll along this relaxing area's waterfront, or simply enjoy its coffeehouses.
Frances Perkins Center
10.0/10 (1 review)
You can spend an afternoon browsing the exhibits at Frances Perkins Center during your trip to Damariscotta. Stroll along this relaxing area's waterfront, or simply enjoy its coffeehouses.
Whaleback Shell Midden State Historic Site
Explore the great outdoors at Whaleback Shell Midden State Historic Site, a lovely green space in Damariscotta. Stroll along this relaxing area's waterfront, or simply enjoy its coffeehouses.
Jan Kilburn Watercolor Studio and Gallery
You can spend time exploring the galleries in Jan Kilburn Watercolor Studio and Gallery during your travels in Damariscotta. While you're in the area, stroll along the waterfront.
Frequently asked questions
How much does a Damariscotta vacation package cost?
Offering excellent value package deals from CA $836 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?
- 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.
- 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.
- 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.
- 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.
