Waldoboro Vacations from $239

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Save 100% on your flight
Price was $353, price is now $239 per person
$239
per person
Jan 12 - Jan 15
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
9.4/10 Exceptional! (868 reviews)
Rooms were great; staff was super professional and courteous!

Reviewed on Nov 6, 2025

OneSixtyFive

OneSixtyFive

3 out of 5
Price was $866, price is now $694 per person
$694
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Augusta (AUG)
9.4/10 Exceptional! (142 reviews)
Clean, quiet, and comfortable. Very nice setting in the carriage house, enjoyable stay.

Reviewed on Nov 1, 2025

Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

2.5 out of 5
Price was $1,048, price is now $866 per person
$866
per person
Feb 17 - Feb 24
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
9.4/10 Exceptional! (863 reviews)
The room was wonderful. The staff ready to help and very pleasant. Would highly recommend to anyone!

Reviewed on Nov 20, 2025

Colonial Inn Ellsworth

Colonial Inn Ellsworth

2 out of 5
Price was $543, price is now $454 per person
$454
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Augusta (AUG)
7.6/10 Good! (827 reviews)
The room was large and clean. In a convenient location - near restaurants, shopping, and sights. They had a fabulous breakfast - large selection of various foods.

Reviewed on Nov 13, 2025

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $380, price is now $319 per person
$319
per person
Jan 12 - Jan 15
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
8.2/10 Very Good! (307 reviews)
Very old, terrible bed, yet clean.

Reviewed on Oct 14, 2025

Don't see what you're looking for?
See all available trips from Singapore to Waldoboro
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Discover the most popular places to visit in Waldoboro

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

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

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Waldoboro ME
9.8/10 Exceptional! (156 reviews)
We had planned to stay 1 night because of scheduling. Came after dark and had no problems finding it. We left in the morning to meet a noon time engagement. Nice setting, very private.

Reviewed on Oct 14, 2025

Get rates
Farmstay, 2 bedrooms with 2 private baths, private entrance.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
$172 nightly
The price is $187 total per night from Dec 28 to Dec 29
$187 total
Dec 28 - Dec 29
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Staff was friendly, room was clean and perfect location for us.

Reviewed on Nov 24, 2025

Flagship Inn and Suites
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
$127 nightly
The price is $139 total per night from Dec 7 to Dec 8
$139 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (519 reviews)
While the decor was a bit dated in our room, it was very comfortable and clean. Also the breakfast buffet was much better than most we’ve seen. We’ll go back!

Reviewed on Nov 23, 2025

Hampton Inn & Suites Rockland
See all 1,709 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Waldoboro vacation package cost?
You'll find cheap prices from $239 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.