Waldoboro Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

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 ₩190,826 per night from Sep 1 to Sep 2
₩190,826
₩242,839 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We had a great stay and loved all the facilities. The most beautiful setting and the canoes and campfires were a highlight. Definitely recommend!"

Reviewed on Aug 24, 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 ₩197,518 per night from Sep 7 to Sep 8
₩197,518
₩229,217 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (139 reviews)
"It took awhile to find someone to check in but turns out he was helping someone to fix the tv in their room. Very nice room. Would definitely stay there again."

Reviewed on Aug 24, 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 ₩161,314 per night from Aug 31 to Sep 1
₩161,314
₩209,431 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"X"

Reviewed on Aug 25, 2025

Flagship Inn and Suites
See all 1,819 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.