Waldoboro Vacations from $395

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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 Augusta Civic Center Inn

Best Western Plus Augusta Civic Center Inn

2.5 out of 5
Price was $493, price is now $395 per person
$395
per person
Sep 4 - Sep 8
found 11 hours ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
8/10 Very Good! (1,004 reviews)
The carpet in our room was damp and the room smelled moldy. The breakfast was ok. Easy parking.

Reviewed on Jun 30, 2026

Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $1,493, price is now $1,150 per person
$1,150
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
9.8/10 Exceptional! (108 reviews)
Amazing view! Room was spacious, clean and well decorated. Breakfast was excellent! Greg, the property manager, was courteous and very personable. Definitely recommend!

Reviewed on Jul 1, 2026

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Save 100% on your flight
Price was $1,504, price is now $1,192 per person
$1,192
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
9.4/10 Exceptional! (965 reviews)
The property was beautiful, clean . Great location to a charming town.

Reviewed on Jul 1, 2026

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3 out of 5
Price was $986, price is now $799 per person
$799
per person
Sep 5 - Sep 9
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
8.2/10 Very Good! (1,000 reviews)
The rooms were clean. The staff was friendly and helpful.

Reviewed on Jun 27, 2026

210 Main St

210 Main St

3 out of 5
Price was $500, price is now $415 per person
$415
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
9.2/10 Wonderful! (11 reviews)
Such a cool place to stay. Love the history of the building yet had modern amenities. Good location.

Reviewed on Oct 17, 2025

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Stay near popular Waldoboro attractions

Morse's Sauerkraut

10.0/10 (4 reviews)
This century-old Maine institution crafts authentic European sauerkraut and pickles using traditional methods. Browse their European deli's imported treasures or sample artisanal cheeses at the intimate café.
See properties

Waldoboro Hotel Deals

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
$189 nightly
The price is $206 total per night from Jul 6 to Jul 7
$206 total
Jul 6 - Jul 7
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
"We were greeted warmly at reception and upon questioning about restaurants nearby, a few were recommended and we chose one. We were impressed with the room cleanliness. Upon returning for the evening, we sat outside for a while in front of the fire pit, a nice amenity. The breakfast was also superb ..."

Reviewed on Jun 29, 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
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $215 total per night from Jul 6 to Jul 7
$215 total
Jul 6 - Jul 7
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"The Flagship Inn was surprisingly great. The room was clean and had a sweet retro fridge and microwave. The staff was just lovely and responded immediately to a request for more towels. Kids loved the pool and the free breakfast was good. Especially for the kids. It was very convenient to the botanical ..."

Reviewed on Jul 1, 2026

Flagship Inn and Suites
Whitehall

Whitehall

3 out of 5
52 High St. Camden ME
$189 nightly
The price is $206 total per night from Jul 5 to Jul 6
$206 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (636 reviews)
"Magical stay at a historic property. LOVED reading books on the verandah, evening wine by the fire pit, meeting people from all over the world, and the excellent breakfast. The staff was kind and very welcoming. Wish we'd stayed longer!"

Reviewed on Jun 27, 2026

Whitehall
See all 1,865 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 $395 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.