Waterboro Holidays

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Top Flight + Hotel Deals in Waterboro

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
9 Aug - 15 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Beautiful hotel. Perfectly located

Reviewed on 4 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
9 Aug - 15 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
9 Aug - 15 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Best hotel I've stayed in. Only con would be sofa mattress. Other than that it was excellent.

Reviewed on 10 Jul 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
9 Aug - 15 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
Place was beautiful well kept and very clean

Reviewed on 8 Jul 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
9 Aug - 15 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (410 reviews)
Outstanding property and location

Reviewed on 7 Jul 2025

Top hotels in Waterboro

Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham Airport/Maine Mall
2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €120 per night from 13 Jul to 14 Jul
€120
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (1,024 reviews)
Great hotel, right across from the mall and close
"I stayed at this hotel with a number of years ago and then it was closed for a few years I think or repurposed. They have redone the place and it really looks nice. It’s clean and friendly. Breakfast was delicious. I will stay here again soon."

Reviewed on 6 Jul 2025

Days Inn by Wyndham Airport/Maine Mall
Ogunquit - The Milestone
Ogunquit - The Milestone
2 out of 5
687 Main Street, Ogunquit, ME
The price is €148 per night from 13 Jul to 14 Jul
€148
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,098 reviews)
"Great location by Footbridge Beach. Kids loved the pool and breakfast."

Reviewed on 7 Jul 2025

Ogunquit - The Milestone
Anchor Inn and Cottages Wells-Ogunquit
Anchor Inn and Cottages Wells-Ogunquit
2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is €176 per night from 13 Jul to 14 Jul
€176
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Great value motel that is exceptionally well run. Front desk staff is friendly, professional and efficient. Room was very clean and everything worked great. Love that all flooring is solid surface, no carpet!"

Reviewed on 5 Jul 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 3,160 properties in Waterboro
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 Waterboro holiday package cost?
You can pick up a holiday package to this destination from €1,215 on Expedia. However, how much your holiday 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?
January, February and March are the best times to search for cheap Waterboro holiday packages. Choosing to travel in less busy periods means you can generally find lower prices on accommodation and flights.
How many days is enough for Waterboro?
Generally, a handful of days is enough to check out the top sights during your Waterboro holiday. But if you want to have more time to chill out or take day tours, think about extending your trip.
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 holiday as a package?
You can enjoy significant savings on your Waterboro break by booking a personalised holiday 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 holiday 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.
How to plan a trip to Waterboro?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to escape to Waterboro.
  2. Budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Waterboro.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to get to in Waterboro. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Waterboro holiday package.

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