
Waterboro Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Waterboro Vacation Deals
Price found within the past 48 hours. Click for updated prices.

The Atlas Hotel
Allston
Price was CA $1,200, price is now CA $866 per person
CA $866
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (150 reviews)
New and well presented hotel in a great location to access Cambridge and Boston
Reviewed on Jun 23, 2026

Boston Harbor Hotel
North End
Price was CA $2,291, price is now CA $1,383 per person
CA $1,383
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026

Good Hotels Boston
South End
Price was CA $1,491, price is now CA $987 per person
CA $987
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop 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

The Langham, Boston
Downtown Boston
Price was CA $1,639, price is now CA $1,172 per person
CA $1,172
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
Expensive 2 star hotel. Stayed here twice and 2 star is the highest I could rate it. Not value for money. Trying to be something it is not and hiking the prices up for the World Cup is shameful. Tired dated and an average hotel
Reviewed on Jun 23, 2026

Saco Bay Hotel
Price was CA $2,292, price is now CA $1,642 per person
CA $1,642
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.6/10 Good! (1,076 reviews)
It is an old Ramada. A little run down but staff was very quick to act when the ac went out. They fixed it right away. The bed was very comfortable and the pool was awesome. I would recommend it.
Reviewed on Jun 19, 2026
Waterboro Hotel Deals

Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
The price is CA $177 per night from Jun 28 to Jun 29
CA $177
CA $193 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (2,155 reviews)
"It’s in a convenient location close to the airport. The bathroom is very small in the room. The bed was comfortable. The coffee and breakfast were fine."
Reviewed on Jun 26, 2026

Ogunquit - The Milestone
687 Main Street Ogunquit ME
The price is CA $177 per night from Jul 7 to Jul 8
CA $177
CA $193 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (1,337 reviews)
"Location was great and rooms were nice."
Reviewed on Jun 26, 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
The price is CA $174 per night from Jun 28 to Jun 29
CA $174
CA $190 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,954 reviews)
"Good star at the hôtel! Good service!"
Reviewed on Jun 26, 2026
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.
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.







