Shapleigh Vacations from $794

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Shapleigh vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Save 100% on your flight
Price was $1,115, price is now $794 per person
$794
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,404 reviews)
More workers at Starbucks during the Volleyball Tournament

Reviewed on Mar 3, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,636, price is now $1,593 per person
$1,593
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Great location within walking distance to many of Boston’s best spots including Faneuil Market, North End “little Italy,” and more! The hotel staff were welcoming and kind during our visit, and our room was well kept. No complaints.

Reviewed on Mar 14, 2026

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Seaport District
Save 100% on your flight
Price was $1,498, price is now $1,003 per person
$1,003
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (4,521 reviews)
Clean room, convenient and very friendly staff

Reviewed on Mar 16, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $1,216, price is now $826 per person
$826
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $1,773, price is now $1,258 per person
$1,258
per person
May 22 - May 29
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (656 reviews)
The room was clean and comfortable, and the amenities were sufficient for a simple stay.

Reviewed on Feb 21, 2026

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Shapleigh Hotel Deals

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Shapleigh ME
9/10 Wonderful! (4 reviews)
Beautiful setting. Great communication with host. Very accommodating. Perfect for my solitary visit. I will be back and hope to stay longer.

Reviewed on Oct 13, 2025

Get rates
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG

Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG

3 out of 5
28 Mile Road Wells ME
Fully refundable
$98 nightly
The price is $107 total per night from Apr 1 to Apr 2
$107 total
Apr 1 - Apr 2
Total with taxes and fees
9.2/10 Wonderful! (605 reviews)
Room was clean but I got a handicapped room that I did not want. Shower was awful no pressure. Breakfast was awesome. Worth the stay for that

Reviewed on Mar 11, 2026

Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG
Homewood Suites by Hilton Dover

Homewood Suites by Hilton Dover

3 out of 5
21 Members Way Dover NH
$119 nightly
The price is $129 total per night from Mar 25 to Mar 26
$129 total
Mar 25 - Mar 26
Total with taxes and fees
9/10 Wonderful! (773 reviews)
Everything was clean but you can tell it needs ipdating

Reviewed on Mar 16, 2026

Homewood Suites by Hilton Dover
See all 2,027 properties in Shapleigh
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.

Find the Best Shapleigh Vacation Packages

Shapleigh Essential Information

Language
English
Currency
U.S dollars
Population
2,400
Top Sights
Bowl A Rama, Mousam Lake and Blueberry Hill

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Frequently asked questions

How much does a Shapleigh vacation package cost?
Offering excellent value package deals from $794 on Expedia, you'll be pleasantly surprised at how much a vacation to Shapleigh costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Shapleigh?
You can generally find lower prices and better availability in November, December and January. Take a look at our cheap Shapleigh vacation packages and you could score some great off-season discounts.
How many days is enough for Shapleigh?
Typically, a handful of days is enough to check out the main attractions during your Shapleigh vacation. However, if you'd like to have more time to unwind or take day tours, consider extending your itinerary.
How to find the best Shapleigh package deals?
Use Expedia's handy filters to help you find some fabulous Shapleigh package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Shapleigh package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Shapleigh vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Shapleigh vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Shapleigh?
If you have your Shapleigh vacation dates finalized, book as early as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Shapleigh vacation packages?
If you're like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Shapleigh break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.