Waldoboro Vacations from $532

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Your Waldoboro Vacation

When you organize a vacation package to Waldoboro, you can relax and enjoy your break knowing your travel plans have been worked out ahead of time. Discover the wonders of this vibrant city while based in a neighborhood like Medomak, which is good for walking. Fill your trip to Waldoboro with tours of its top attractions. First stop? Don't miss Fawcetts Antique Toy and Art Museum. Whatever your travel plans or budget, organizing your ultimate tailored Waldoboro vacation is a piece of cake with Expedia.

The Latest Waldoboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was $666, price is now $532 per person
$532
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
8.2/10 Very Good! (1,011 reviews)
Very nice place great value for the cost.

Reviewed on Aug 19, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $1,379, price is now $988 per person
$988
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

Mid-Town Motel

Mid-Town Motel

2 out of 5
Price was $963, price is now $737 per person
$737
per person
Oct 2 - Oct 7
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Augusta (AUG)
9/10 Wonderful! (169 reviews)
Nice 1950's theme outside with flowers and parking. 2 block walk into town. Check-in host was very nice. Nice king size bed. Unfortunately the carpet was quite dirty and the room had an old smell like it had not had a thorough cleaning in a very long time. I would only stay again for the ability to walk into town.

Reviewed on Aug 19, 2025

House near Acadia National Park

House near Acadia National Park

4 out of 5
Save 100% on your flight
Price was $2,145, price is now $1,648 per person
$1,648
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street

3 out of 5
Price was $1,368, price is now $1,089 per person
$1,089
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Augusta (AUG)
No reviews
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Discover the most popular places to visit in Waldoboro

Morse's Sauerkraut

5/5(3 reviews)

Enjoy an outing to Morse's Sauerkraut during your stay in Waldoboro. Wander the forest or discover the area's sunrises.

Morse's Sauerkraut

Fawcett's Antique Toy and Art Museum

You can spend time studying the exhibits at Fawcett's Antique Toy and Art Museum in Waldoboro. Amble around this relaxing area's waterfront or experience its museums.

Fawcett's Antique Toy and Art Museum

Waldoboro 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
$177 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,007 reviews)
"The property is amazing, amenities are great, the place is really relaxing, and nice views just above the ocean. We'll come back!"

Reviewed on Aug 18, 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $174 total per night from Aug 24 to Aug 25
$174 total
Aug 24 - Aug 25
Total includes taxes and fees
7.6/10 Good! (124 reviews)
Great find!
"Hotel was clean and the bed was very comfortable. Rooms are large and there is ample parking. Easy walk to restaurants and shops and a great place to stay if you want to explore the coast."

Reviewed on Aug 18, 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
$149 nightly
The price is $163 total per night from Sep 18 to Sep 19
$163 total
Sep 18 - Sep 19
Total includes taxes and fees
8/10 Very Good! (1,003 reviews)
"Adjacent to the Penny Lake Preserve."

Reviewed on Aug 17, 2025

Flagship Inn and Suites
See all 1,818 properties in Waldoboro
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.

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Frequently asked questions

How much does a Waldoboro vacation package cost?
You'll find cheap prices from $532 on Expedia for your Waldoboro escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Waldoboro costs.
What are the cheapest months to go to Waldoboro?
October, November and December are the best times to search for cheap Waldoboro vacation packages. Opting to travel in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Waldoboro?
The ideal length for your Waldoboro vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to go to all the top sights and discover some hidden gems along the way.
How to find the best Waldoboro package deals?
Use Expedia's filter tool to help you find some great Waldoboro package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Waldoboro package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Waldoboro vacation as a package?
You can enjoy significant savings on your next Waldoboro getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Waldoboro?
If you're planning a spontaneous Waldoboro trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Waldoboro vacation packages?
Set off on your perfect trip to Waldoboro with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.