Waterboro Holidays

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Top Flight + Hotel Deals in Waterboro

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,648, price is now €1,104 per person
€1,104
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Great place and location.

Reviewed on 26 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,829, price is now €1,535 per person
€1,535
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €2,208, price is now €1,470 per person
€1,470
per person
28 Oct - 31 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,673, price is now €1,134 per person
€1,134
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
Always a great stay!

Reviewed on 26 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €2,796, price is now €1,920 per person
€1,920
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Well appointed property, close to transit, downtown and highways. We had a lovely stay and look forward to returning soon.

Reviewed on 25 Aug 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 €109 per night from 28 Aug to 29 Aug
€109
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (1,246 reviews)
"Friendly staff"

Reviewed on 25 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €115 per night from 27 Aug to 28 Aug
€115
27 Aug - 28 Aug
includes taxes & fees
8.4/10 Very Good! (1,510 reviews)
"Nice stay, clean and quiet"

Reviewed on 22 Aug 2025

Comfort Inn Airport
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 €97 per night from 1 Sept to 2 Sept
€97
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"The lg two bedroom cottage was spacious and clean. They had everything you would need for a long stay. Will definately go back."

Reviewed on 25 Aug 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 3,083 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 €1,104 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.