Waterboro Vacations from ￥254,542

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The Latest Waterboro Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
East Cambridge
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.2/10 Very Good! (1,371 reviews)
Good service in general. Thanks.

Reviewed on Jul 19, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
This property by far exceeded my expectations. We will no doubt be back and have recommended this hotel to many others.

Reviewed on Jul 18, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
We had high hopes for this hotel after visiting its restaurant last year and seeing the lobby and reviews. Unfortunately, we were first booked on the 9th floor during a heat wave. The musty smell of the room was so strong when we opened the door. The hotel did right by us and moved us to a lower floor. The person from the front desk that moved our room was lovely - so friendly and understanding. The new room was wonderful and the TV had a better picture as well. We later learned that the musty smell can occur on the higher floors when the temperature is high. Why put us there to begin with then? In addition, there is no refrigerator in the room unless you request one. Maybe not a big deal for some, but we like to keep our water cold. I am glad that the hotel ended up doing right by us, but still question the decision to put us on the 9th floor at the start.

Reviewed on Jul 12, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (566 reviews)
Pros- Apartment itself is extremely spacious and clean/modern. Quiet, easy check in/check out process Cons- Probably won’t be able to hold your bags on the weekends prior to 4 which sucked. Fitness facilities out of order.

Reviewed on Jul 4, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (413 reviews)
The room was large, clean and quiet. There are plenty of restaurants within walking distance. The bed was comfortable. Overall, a great place to stay and close to MGH which is a key reason for booking.

Reviewed on Jul 12, 2025

Find the Best Waterboro Vacation Packages

Waterboro Hotel Deals

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 ￥22,100 per night from Jul 20 to Jul 21
￥22,100
￥24,089 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,036 reviews)
"We were there for one night, a travel stopover. The room, bed, service, etc. were all perfectly fine for that kind of stay. I probably wouldn't want to stay a week, but for an overnight, it was OK."

Reviewed on Jul 17, 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 ￥30,357 per night from Jul 20 to Jul 21
￥30,357
￥33,089 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,102 reviews)
"Walkable close to Dinning options, easy parking. Nice location to shopping area."

Reviewed on Jul 16, 2025

Ogunquit - The Milestone
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥19,133 per night from Jul 20 to Jul 21
￥19,133
￥20,855 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (2,742 reviews)
"Clean, great room. Most importantly, the reception staff was super friendly, practical and helpful. I would book with this hotel again. Thanks, S. Btw: Tv didn’t work."

Reviewed on Jul 17, 2025

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
See all 3,110 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 vacation package cost?
You can pick up a vacation package to this destination from ￥254,542 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?
January, February and March are the best times to search for cheap Waterboro vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on accommodations 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 vacation. 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 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.
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 customized Waterboro vacation package.

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