Waterboro Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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 Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,468, price is now CA $1,570 per person
CA $1,570
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Eurostars The Boxer
West End
Price was CA $2,230, price is now CA $1,466 per person
CA $1,466
per person
May 21 - May 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Great hotel, in the middle of downtown, walking distance from td garden, friendly staff and great amenities, will be back for sure
Reviewed on Mar 30, 2026
The Inn on Arsenal
Price was CA $2,342, price is now CA $1,667 per person
CA $1,667
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.2/10 Very Good! (84 reviews)
It was a great place to stay for the night. Clean and professional. The only complaint is that the bathroom door didn’t close completely and the heater was really loud.
Reviewed on Mar 28, 2026
Waterboro Hotel Deals
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Apr 20 to Apr 21
CA $113
CA $123 total
Apr 20 - Apr 21
includes taxes & fees
8/10 Very Good! (1,375 reviews)
Great stay!
Reviewed on Mar 30, 2026
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Apr 20 to Apr 21
CA $113
CA $123 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,767 reviews)
Great location. Pool table was a plus.
Reviewed on Mar 28, 2026
LivAway Suites Portland-Scarborough
83 Mussey Rd Scarborough ME
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Apr 1 to Apr 2
CA $124
CA $135 total
Apr 1 - Apr 2
includes taxes & fees
8.2/10 Very Good! (195 reviews)
Yes
Reviewed on Mar 23, 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.
