Waterboro Vacations from $906

Book a Hotel + Flight or Car together to unlock savings

Your Waterboro Vacation

Build a custom vacation package to Waterboro and get ready to experience this exciting city the way you want. Consider spending some time in the neighborhood of South Sanford, which is great for walking and tons more. If taking in sights is on the agenda during your trip to Waterboro, visit top attractions like Little Ossipee Pond, Kennebunk Pond and Swan Pond. No matter your travel plans or budget, organizing your ultimate tailored Waterboro vacation is a walk in the park with Expedia.

The Latest Waterboro vacation packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
Ogunquit River Inn & Suites
The Meadowmere Resort
Hotel Ivy Boston Common
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
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Waterboro Hotel Deals

HomeAwhile

HomeAwhile

2 out of 5
205 Southborough Drive Scarborough ME
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from May 25 to May 26
$136 total
May 25 - May 26
Total with taxes and fees
9.2/10 Wonderful! (35 reviews)
The AC would only go as low as 66 and could barely be felt in the living room.

Reviewed on May 8, 2026

HomeAwhile
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundable
$79 nightly
The price is $86 total per night from May 18 to May 19
$86 total
May 18 - May 19
Total with taxes and fees
8.6/10 Excellent! (2,040 reviews)
Very clean ,great breakfast

Reviewed on May 9, 2026

Comfort Inn South Portland Airport
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
$89 nightly
The price is $97 total per night from May 17 to May 18
$97 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (1,388 reviews)
Nice staff, clean rooms.

Reviewed on May 8, 2026

DoubleTree by Hilton Hotel Portland
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 Waterboro Vacation Packages

Waterboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
7,500
Top Sights
Bowl A Rama, Mousam Lake and Blueberry Hill

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Frequently asked questions

How much does a Waterboro vacation package cost?
You can pick up a vacation package to this destination from $906 on Expedia. However, how much your vacation to Waterboro costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Waterboro?
You can generally find reduced prices and greater availability in November, December and January. Take a look at our cheap Waterboro vacation packages and you could score some great off-season deals.
How many days is enough for Waterboro?
With a well-organized travel plan, you can easily tick off the main Waterboro attractions in a few days. But if you'd like to discover lesser-known spots or take day trips, consider booking your Waterboro vacation for longer.
How to find the best Waterboro package deals?
Start your search for a Waterboro package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Waterboro package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Waterboro getaway off to a flying start.
Is it cheaper to book a Waterboro vacation as a package?
You can enjoy significant savings on your Waterboro break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Waterboro?
If you're considering a spontaneous Waterboro getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Waterboro vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Waterboro break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.