Carlisle Vacations from $899

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $1,487, price is now $899 per person
$899
per person
Jun 21 - Jun 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,173 reviews)
Yes. Great location and the facilities are top notch with wonderful staff

Reviewed on Apr 10, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $3,336, price is now $1,935 per person
$1,935
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.

Reviewed on Apr 11, 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Save 100% on your flight
Price was $2,146, price is now $1,270 per person
$1,270
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
Cutreous staff & excellent buffet breakfast

Reviewed on Apr 12, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $4,977, price is now $3,055 per person
$3,055
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,498, price is now $1,629 per person
$1,629
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Very clean room, comfy bed, and perfect location. The fitness center and restaurant for breakfast was great too!

Reviewed on Apr 11, 2026

Don't see what you're looking for?
See all available trips from Columbus to Carlisle
View all trips

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

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
$230 nightly
The price is $267 total per night from May 10 to May 11
$267 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (4,582 reviews)
Room was amazing Just not a lot of restaurants or bars around hotel

Reviewed on Apr 11, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $210 total per night from May 10 to May 11
$210 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (4,179 reviews)
Great location. Amazing restaurants within walking distance. Easy to get to the Airport within 15 minutes

Reviewed on Apr 11, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,149 reviews)
Not what I was expecting. It was ok. I will not come back. Staff at the bar and other staff were very rude. Room was outdated. Bathroom was very, very small. Again, it was ok. Staff need training. Would not recommend and will not come back.

Reviewed on Apr 11, 2026

Hilton Boston Park Plaza
See all 3,538 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Carlisle vacation package cost?
Offering excellent value package deals from $899 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.