Carlisle Vacations from $242

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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.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was $348, price is now $242 per person
$242
per person
Mar 23 - Mar 26
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
The charging usb ports did not work. One of us got stuck in the bathroom with the sliding door not aligning with the track. The room does seem bigger in the photographs. The shower and toilet are basically together.

Reviewed on Jan 7, 2026

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
Hampton Beach
Save 100% on your flight
Price was $421, price is now $283 per person
$283
per person
Mar 17 - Mar 21
just found
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.2/10 Very Good! (1,319 reviews)
Clean and comfortable

Reviewed on Jan 4, 2026

The Hotel Salem

The Hotel Salem

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $593, price is now $409 per person
$409
per person
Mar 11 - Mar 16
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,003 reviews)
The room was awesome but the staff were all so so so kind! We will be staying here again for our next Salem trip.

Reviewed on Jan 6, 2026

The Cove at Rockport Hotel

The Cove at Rockport Hotel

2.5 out of 5
Save 100% on your flight
Price was $906, price is now $640 per person
$640
per person
Mar 11 - Mar 16
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (125 reviews)
Clean, quiet, great location. Only issue was the bathroom door didn’t open from the inside.

Reviewed on Jan 4, 2026

The Coach House

The Coach House

3 out of 5
Save 100% on your flight
Price was $633, price is now $448 per person
$448
per person
Mar 11 - Mar 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (156 reviews)
Extremely helpful staff, our room was perfect.

Reviewed on Dec 31, 2025

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Discover the most popular places to visit in Carlisle

Great Brook Farm State Park

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.

Great Brook Farm State Park

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.

Malcolm Preserve

Carlisle Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 11 to Jan 12
$139 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (6,112 reviews)
The staff really made the stay. They were amazing. The rooms were clean and comfortable. The location is perfect. So many attractions and the best pubs and restaurants within walkable distance, and the subway stop is right at the front door for those that aren’t.

Reviewed on Jan 7, 2026

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jan 18 to Jan 19
$167 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,263 reviews)
Great breakfast, comfortable rooms.

Reviewed on Jan 7, 2026

Hilton Boston Back Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $255 total per night from Jan 25 to Jan 26
$255 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (4,390 reviews)
Spotless rooms

Reviewed on Jan 5, 2026

Omni Boston Hotel at the Seaport
See all 3,346 properties in Carlisle
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 $242 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.