East Waterboro Vacation Packages

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Top East Waterboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,446, price is now CA $897 per person
CA $897
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,988, price is now CA $1,829 per person
CA $1,829
per person
Aug 29 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Couldn’t ask for a better place to stay while in Boston.

Reviewed on Jul 13, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,261, price is now CA $6,763 per person
CA $6,763
per person
Aug 17 - Aug 24
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,397, price is now CA $939 per person
CA $939
per person
Aug 21 - Aug 24
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.

Reviewed on Jul 12, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,717, price is now CA $2,553 per person
CA $2,553
per person
Sep 30 - Oct 3
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Ready to book your vacation to East Waterboro?

 

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East Waterboro Hotel Deals

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is CA $127 per night from Jul 28 to Jul 29
CA $127
CA $139 total
Jul 28 - Jul 29
includes taxes & fees
7.4/10 Good! (551 reviews)
"Even though the facility is dated, many parts have been updated. Our room was fine but the bathroom was not. The walls were dirty, the shower curtain botton had mold on it. Unfortunately, it was not that quiet either as the people upstairs kept walking back and forth , over and over for we'll over ..."

Reviewed on Jul 14, 2026

Clarion Pointe South Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jul 16 to Jul 17
CA $205
CA $227 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very good! (1,022 reviews)
"good for a quick clean affordable stay, 24hr front desk was awesome for me traveling. Will say there is NO airport shuttle as Expedia claims, but it’s a quick 4mi drive"

Reviewed on Jul 13, 2026

Fireside Inn & Suites Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jul 15 to Jul 16
CA $211
CA $230 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (2,222 reviews)
"Clean, a very nice stay. Had some problems with the shower, tho staff was helpful as could be, so 4 stars, but really 4.5"

Reviewed on Jul 13, 2026

Comfort Inn South Portland Airport
See all 2,928 properties in East 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.
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Stay near popular East Waterboro attractions

Little Ossipee Pond

Commune with nature and explore the great outdoors at Little Ossipee Pond during your travels in East Waterboro.
See properties

Frequently asked questions

How much does an East Waterboro vacation package cost?
You'll find cheap prices from CA $897 on Expedia for your East Waterboro getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to East Waterboro costs.
What are the cheapest months to go to East Waterboro?
January, February and March are the best times to search for cheap East Waterboro vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for East Waterboro?
Typically, a handful of days is enough to tick off the major sights during your East Waterboro vacation. But if you'd like to have more time to unwind or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to East Waterboro?
East Waterboro has everything you need for an amazing escape. Get your East Waterboro vacation off to a flying start by visiting top attractions like Little Ossipee Pond.
How to find the best East Waterboro package deals?
Bagging a cheap East Waterboro package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical East Waterboro package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an East Waterboro vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels individually. Better still, you can tailor your East Waterboro trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to East Waterboro?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu East Waterboro adventure.
How to plan a trip to East Waterboro?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to East Waterboro.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will likely be the biggest expense during your trip to East Waterboro.
  3. Determine how many days away: Start by listing all the activities and sights you want to experience in East Waterboro. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized East Waterboro vacation package.

Explore a world of travel with Expedia

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