Waldoboro Vacations

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Waldoboro Vacation Packages

Waldoboro Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is ￥20,457 per night from Sep 1 to Sep 2
￥20,457
￥25,992 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Beautiful location with beautiful views and so much to do! We paddleboarded and kayaked every day. Breakfast was excellent."

Reviewed on Aug 9, 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is ￥22,747 per night from Aug 24 to Aug 25
￥22,747
￥26,270 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (105 reviews)
"The staff was outstanding and friendly wether at work or not. Highly recommend staying here. Location location location!"

Reviewed on Aug 9, 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is ￥18,671 per night from Sep 1 to Sep 2
￥18,671
￥24,018 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"The room was just what we needed, pool was great, and surprise the breakfast I didn’t realize with include was super too."

Reviewed on Aug 11, 2025

Flagship Inn and Suites
See all 1,826 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.

Frequently asked questions

How much does a Waldoboro vacation package cost?
You'll find cheap prices 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?
The off-season is the best time to travel to Waldoboro if you're trying to save. Another tip for getting cheap Waldoboro vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Waldoboro?
Generally, a handful of days is enough to go to the main attractions during your Waldoboro vacation. But if you want to have time to chill out or take day trips, think about extending your trip.
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.
How to plan a trip to Waldoboro?

  1. Choose your travel dates: What you want to do in Waldoboro and your favorite season can help you decide when to travel.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Waldoboro.
  3. Decide how long to go for: Now that you're more familiar with Waldoboro, you can figure out the ideal length of your vacation. Put together a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Waldoboro vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.