Waldoboro Vacations from $374

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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.
Harborline Hotel

Harborline Hotel

3 out of 5
Price was $488, price is now $374 per person
$374
per person
Jun 18 - Jun 21
found 2 hours ago
Roundtrip flight included
New York (NYC) to Rockland (RKD)
7.6/10 Good! (246 reviews)
Room was spacious but a bit worn. Fine for a one night stay.

Reviewed on Apr 10, 2026

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Save 100% on your flight
Price was $1,209, price is now $870 per person
$870
per person
Jun 4 - Jun 10
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
9.4/10 Exceptional! (922 reviews)
easy check in, parking, check out, central location, gracious staff

Reviewed on Apr 14, 2026

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
Ocean Point
Save 100% on your flight
Price was $772, price is now $570 per person
$570
per person
Jun 18 - Jun 21
found 2 hours ago
Roundtrip flight included
New York (NYC) to Augusta (AUG)
8.8/10 Excellent! (556 reviews)
Thank you for another great stay, 37 years and counting! Clean updated rooms, friendly staff, morning coffee and the most amazing key lime pie on the planet.

Reviewed on Oct 23, 2025

Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Price was $741, price is now $560 per person
$560
per person
Jun 8 - Jun 13
found 19 hours ago
Roundtrip flight included
New York (NYC) to Rockland (RKD)
10/10 Exceptional! (130 reviews)
Wonderful stay at a lovely historic property. The room was very nice with a view of Penobscot Bay. The hosts were very friendly and knowledgeable about the local history and community.

Reviewed on Oct 21, 2025

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $885, price is now $681 per person
$681
per person
Jun 4 - Jun 10
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
8/10 Very Good! (1,002 reviews)
friendly customer service as well. nice quiet stay.

Reviewed on Apr 6, 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

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

Waldoboro Hotel Deals

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

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

Waldoboro ME
$172 nightly
The price is $187 total per night from Apr 17 to Apr 18
$187 total
Apr 17 - Apr 18
Total with taxes and fees
10/10 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

Farmstay, 2 bedrooms with 2 private baths, private entrance.
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 Apr 16 to Apr 17
$141 total
Apr 16 - Apr 17
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
We loved it.

Reviewed on Apr 9, 2026

The Country Inn at Camden Rockport
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $103 total per night from Apr 18 to Apr 19
$103 total
Apr 18 - Apr 19
Total with taxes and fees
8.6/10 Excellent! (376 reviews)
When choosing a hotel I specify two provisions: 1 Parking 2. On site meals. Trade Winds on the Bay failed number 2. Due to pouring rain I missed an evening meal but breakfast in a cafe was excellent. Come on Hotels.com at least be accurate

Reviewed on Apr 14, 2026

Trade Winds on the Bay
See all 1,799 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 $374 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.