Carlisle Vacations from $725
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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 Harbor Hotel
North End
$1,240
per person
Nov 20 - Nov 24
found 15 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great hotel. Loved the health club and pool. Great location. Easy walk to the North End. Comfortable bed. Great service and hospitality.
Reviewed on Oct 13, 2026
Four Seasons Hotel Boston
Bay Village
$1,148
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$727
per person
Nov 20 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Staff was friendly. Had to ask for a microwave but it was brought quickly. Bathroom sliding door wasn’t on the track and didn’t really close, shower tile wasn’t the cleanest… a few times staff just came into our room without announcing themselves. Breakfast buffet was decent but not worth $38 dollars for adults. Hotel food was way overpriced… overall I feel the hotel itself was overpriced for what it is.
Reviewed on Oct 12, 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
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$298 nightly
$347 total
Nov 11 - Nov 12
Total with taxes and fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$129 nightly
$150 total
Nov 1 - Nov 2
Total with taxes and fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
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 $725 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.
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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.
