Shapleigh 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 Shapleigh Vacation
With all the details organized before you go, our Shapleigh vacation packages mean you can simply focus on letting the good times roll. Whether you're staying in the neighborhood of South Sanford, which is good for walking, or another part of town, this captivating city promises a world of discoveries. There's loads to do and see during a trip to Shapleigh, including Mousam Lake and Square Pond. Don't delay your visit to this destination any longer. The ultimate Shapleigh vacation is a few clicks away with Expedia.
Top Shapleigh Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was CA $2,462, price is now CA $1,541 per person
CA $1,541
per person
Jun 1 - Jun 8
found 6 hours ago
Roundtrip flight included
Hamilton (YHM) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Our room was always hot and our sheets had stains and the shower was stained pink
Reviewed on Mar 29, 2026
The Langham, Boston
Downtown Boston
Price was CA $4,273, price is now CA $2,516 per person
CA $2,516
per person
Jun 21 - Jun 24
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.
Reviewed on Mar 29, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,467, 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
Boston Harbor Hotel
North End
Price was CA $7,655, price is now CA $4,917 per person
CA $4,917
per person
Jun 1 - Jun 8
found 6 hours ago
Roundtrip flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.
Reviewed on Mar 23, 2026
Shapleigh Hotel Deals
Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG
28 Mile Road Wells ME
Fully refundable
The price is CA $118 per night from Apr 2 to Apr 3
CA $118
CA $129 total
Apr 2 - Apr 3
includes taxes & fees
9.2/10 Wonderful! (614 reviews)
The rooms were nice and clean. They served a great breakfast. Parking was easy and accessible. The staff were very friendly and the customer service was great. It was very easy to find and get to the train dtation from here.
Reviewed on Mar 29, 2026
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Apr 5 to Apr 6
CA $166
CA $180 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (781 reviews)
Breakfast was great rooms were excellent
Reviewed on Mar 29, 2026
The Colony Hotel
140 Ocean Ave Kennebunkport ME
The price is CA $177 per night from Apr 12 to Apr 13
CA $177
CA $193 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Room was very clean. It was off season so we were not in the main hotel. We were put in the Coveside. No view of the ocean at all. No instructions for the coffee pot, Nespresso, ended up with water all over the counter. Vague instruction for the TV, couldn't get live sports games.
Reviewed on Mar 24, 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.