Waterboro Vacation Packages
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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 Langham, Boston
Downtown Boston
Price was CA $2,086, price is now CA $1,377 per person
CA $1,377
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).
Reviewed on Apr 4, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,592, price is now CA $1,604 per person
CA $1,604
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
The Westin Boston Seaport District
Seaport District
Price was CA $2,150, price is now CA $1,407 per person
CA $1,407
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
Excellent front desk staff. All staff were polite and welcoming and very helpful.
Clean spacious room.
Just wish the restaurabt offered a few simpler meal options
Reviewed on Apr 5, 2026
The Atlas Hotel
Allston
Price was CA $2,221, price is now CA $1,518 per person
CA $1,518
per person
Jun 17 - Jun 21
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
10/10 Exceptional! (18 reviews)
We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again.
Reviewed on Apr 5, 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)
The pool was great. Warm and felt clean. Our room however did not. We did not have any hand soap or body soap in our shower. The room felt not very clean either. The light fixture in the bathroom ceiling was dangling.
Reviewed on Apr 5, 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 26 to Apr 27
CA $113
CA $123 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,769 reviews)
The staff is friendly and helpful. The hotel is modern and very clean. The room was spacious and bed is very comfortable (203) would stay again
Reviewed on Apr 6, 2026
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
The price is CA $102 per night from Apr 15 to Apr 16
CA $102
CA $111 total
Apr 15 - Apr 16
includes taxes & fees
8.6/10 Excellent! (1,997 reviews)
Old building . Room had someone hair all over bed and floor
Reviewed on Apr 6, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
