Carlisle Vacations from $756

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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.
Thomas Sea Suites
Boston Lodge and Suites
Luxury Apartments by Hyatus at Boston Everett
Furnished Apartment Near Longwood
The Coach House
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Stay near popular Carlisle attractions

Carlisle Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,584 reviews)
"Great location very nice staff"

Reviewed on Jul 14, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $219 total per night from Aug 9 to Aug 10
$219 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (2,457 reviews)
"I chose this hotel because I have always enjoyed staying at the Hyatt Regency. This hotel was a nice stay with pros and cons. Positive was a nice spacious room, very clean and very comfortable they have 3 different pillow comfort to choose from, for me this was so important because it could make ..."

Reviewed on Jul 14, 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $227 total per night from Aug 2 to Aug 3
$227 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,743 reviews)
"It was a nice place to stay in the lofts with a private entrance away from the activity and nice large bathroom in comfortably sized room with lots of practical storage space. The room also has good air quality control"

Reviewed on Jul 13, 2026

The Revolution Hotel
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 $756 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.