Waldoboro Vacations from $194

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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.
Best Western Plus Brunswick Inn & Suites

Best Western Plus Brunswick Inn & Suites

2.5 out of 5
Price was $250, price is now $194 per person
$194
per person
Mar 18 - Mar 21
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
8.6/10 Excellent! (1,005 reviews)
Best Western offers a comfortable and reliable stay with clean rooms

Reviewed on Jan 10, 2026

Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast

3 out of 5
Price was $1,588, price is now $1,270 per person
$1,270
per person
Feb 17 - Feb 24
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
No reviews
Cozy Keyes Cottage-family-friendly Amazing Views

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 out of 5
Save 100% on your flight
Price was $2,690, price is now $2,201 per person
$2,201
per person
Feb 17 - Feb 24
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
No reviews
Red Cedar Haven in Sidney

Red Cedar Haven in Sidney

2 out of 5
Save 100% on your flight
Price was $2,325, price is now $1,916 per person
$1,916
per person
Feb 17 - Feb 24
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
No reviews
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $717, price is now $595 per person
$595
per person
Mar 7 - Mar 11
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Augusta (AUG)
8.8/10 Excellent! (421 reviews)
Jordan Hotel at Sunday River is a great choice for ski-in/ski-out. It’s super convenient to get on and off the mountain, and it’s perfect for relaxing after a long ski day. The heated outdoor pool and hot tub are amazing for sore legs, and having everything right there makes the whole trip feel easy and comfortable.

Reviewed on Jan 14, 2026

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Discover the most popular places to visit in Waldoboro

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

Morse's Sauerkraut

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

Morse's Sauerkraut

Waldoboro Hotel Deals

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
190 New County Rd Thomaston ME
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $142 total per night from Feb 15 to Feb 16
$142 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (531 reviews)
Everything was great!

Reviewed on Jan 11, 2026

Hampton Inn & Suites Rockland
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $141 total per night from Jan 18 to Jan 19
$141 total
Jan 18 - Jan 19
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
The room was immaculate and very well appointed. The layout and the fireplace was supper warm and inviting. The facility itself was very well maintained and had plenty of amenities for adult travellers as well as families. The dining area with the built in bookshelves was outstanding as well! Highly ...

Reviewed on Jan 11, 2026

The Country Inn at Camden Rockport
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
$111 nightly
The price is $121 total per night from Jan 19 to Jan 20
$121 total
Jan 19 - Jan 20
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
Clean and comfortable room, convenient, friendly staff.

Reviewed on Jan 9, 2026

Flagship Inn and Suites
See all 1,650 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.

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 $194 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.