Carlisle Vacations from $586
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Your Carlisle Vacation
Reserve a Carlisle vacation package and prepare to experience the best of this lively city. Consider basing yourself in the neighborhood of Ballardvale, which is good for watersports, nature and history. Fill your schedule with tours of Nashoba Valley Ski Area, Louisa May Alcotts Orchard House and Clara Sexton House, some of the top attractions you simply have to see during a trip to Carlisle. No matter your travel plans or budget, organizing a tailored Carlisle vacation is a piece of cake with Expedia.
The Latest Carlisle vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$586
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Stay near popular Carlisle attractions
Great Brook Farm State Park
6.0/10 (1 review)
You can take time to visit Great Brook Farm State Park during your travels to Carlisle. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Malcolm Preserve
Explore the great outdoors at Malcolm Preserve, a lovely green space in Carlisle. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
Carlisle Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Sep 20 - Sep 21
Total with taxes and fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
$167 total
Aug 30 - Aug 31
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$254 nightly
$296 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (4,808 reviews)
"Great hotel!"
Reviewed on Aug 27, 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.
Find the Best Carlisle Vacation Packages
Carlisle Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 4,800 |
Top Sights | Nashoba Valley Ski Area, Minute Man National Historical Park and DeCordova Sculpture Park and Museum |
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Frequently asked questions
How much does a Carlisle vacation package cost?
Offering excellent value package deals from $586 on Expedia, you'll be pleasantly surprised at how much a vacation to Carlisle costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Carlisle?
November, December and January are the best times to look for cheap Carlisle vacation packages. Choosing to travel in quieter periods means you can typically find better prices on accommodations and flights.
How many days is enough for Carlisle?
With a well-organized travel plan, you can easily tick off the most popular Carlisle sights in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Carlisle vacation for longer.
Is it worth booking a vacation package to Carlisle?
It's no wonder a Carlisle vacation is on the must-do list of many travelers. Leading attractions like Great Brook Farm State Park are just the beginning of what you can explore here.
How to find the best Carlisle package deals?
Landing a cheap Carlisle package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Carlisle package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Carlisle vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can tailor your Carlisle getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Carlisle?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Carlisle getaway.
Does Expedia offer Book Now, Pay Later Carlisle vacation packages?
Your Carlisle break should be an escape from your daily routine, not a source of money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
Explore a world of travel with Expedia
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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.
