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.
Hotel Ivy Boston Common
Bay Village
Price was CA $1,447, price is now CA $924 per person
CA $924
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.
Reviewed on May 8, 2026
The Langham, Boston
Downtown Boston
Price was CA $1,908, price is now CA $1,255 per person
CA $1,255
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had
Reviewed on May 2, 2026
Waterboro Hotel Deals
HomeAwhile
205 Southborough Drive Scarborough ME
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 20 to May 21
CA $150
CA $163 total
May 20 - May 21
includes taxes & fees
9.2/10 Wonderful! (38 reviews)
The room was very clean as well as the entire property. The room was comfortable and the beds were amazing. Definitely will stay again on my business travels.
Reviewed on May 11, 2026
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
The price is CA $110 per night from May 25 to May 26
CA $110
CA $120 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (2,047 reviews)
Bathroom door would rub on the floor and was very tight between toilet and door. At least the sink was outside of bathroom.
Reviewed on May 11, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from May 26 to May 27
CA $115
CA $125 total
May 26 - May 27
includes taxes & fees
8.4/10 Very Good! (2,936 reviews)
Clean
Reviewed on May 12, 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.
