Waldoboro Vacations from $418

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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.
Trade Winds on the Bay
Greenleaf Inn
My Valhalla Farm
The Brunswick Hotel
Hampton Inn Augusta
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Discover the most popular places to visit in Waldoboro

Waldoboro Hotel Deals

Cedar Crest Inn

Cedar Crest Inn

2.5 out of 5
115 Elm Street, Camden, ME
$99 nightly
The price is $108 total per night from Nov 2 to Nov 3
$108 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (726 reviews)
room was nice and clean

Reviewed on Oct 27, 2025

Cedar Crest Inn
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 Nov 28 to Nov 29
$163 total
Nov 28 - Nov 29
Total with taxes and fees
8/10 Very Good! (1,031 reviews)
The room was good but it’s time for updates.

Reviewed on Oct 26, 2025

Flagship Inn and Suites
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $124 total per night from Nov 23 to Nov 24
$124 total
Nov 23 - Nov 24
Total with taxes and fees
7.6/10 Good! (207 reviews)
Near the water and shopping /dining with walking distance. The rooms are clean and modern all at a great price.

Reviewed on Oct 27, 2025

Harborline Hotel
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 Waldoboro Vacation Packages

Waldoboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Population
1,250
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
Damariscotta Lake State Park, Dodge Point Public Reserved Land and Damariscotta Lake

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Frequently asked questions

How much does a Waldoboro vacation package cost?
You'll find cheap prices from $418 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.