Carlisle Vacation Packages

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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.

Top Carlisle Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was CA $1,094, price is now CA $703 per person
CA $703
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,162 reviews)
We stayed for one night. When we arrived the restaurant was just jumping with excitement with families and others singing karaoke. It was a nice welcome. We checked out the pool. It was a little cold but the kids had a quick dip and were happy. The staff was amazing. Such great customer service. From the staff that checked us in, the gentleman that cooked breakfast and the lady that cleaned the rooms. The maintenance man helped us with a little issue faster than my toddler could asking him a million questions which is lightning speed. Checkout was also great! 10/10 would definitely stay here again. Rooms were comfortable, quiet, and clean! Great water pressure for the kids baths and showers.

Reviewed on Aug. 28, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,625, price is now CA $956 per person
CA $956
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (490 reviews)
Love the Street Bar!

Reviewed on Aug. 25, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,893, price is now CA $1,160 per person
CA $1,160
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
10 mins to Fenway - was a great place.

Reviewed on Aug. 27, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $2,403, price is now CA $1,539 per person
CA $1,539
per person
Oct 13 - Oct 18
found 5 hours ago
Roundtrip flight included
Vancouver (YVR) to Boston (BOS)
8.6/10 Excellent! (1,098 reviews)
Great spot. Friendly helpful staff.

Reviewed on Aug. 25, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $1,728, price is now CA $1,163 per person
CA $1,163
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Ready to book your vacation to Carlisle?

 

Choose your dates

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
The price is CA $213 per night from Sep 1 to Sep 2
CA $213
CA $255 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (3,276 reviews)
"Clean comfortable room with massive comfy bed. Very conveniently situated for the cruise port. Staff were extremely professional, friendly and helpful."

Reviewed on Aug. 25, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $294 per night from Sep 1 to Sep 2
CA $294
CA $399 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (3,870 reviews)
"We stayed for a couple of days at the end of our trip to Boston, the hotel was perfect for relaxing by the pool and a short walk from all the areas we wanted to see whilst visiting."

Reviewed on Aug. 25, 2025

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Sep 1 to Sep 2
CA $253
CA $295 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (3,709 reviews)
"So modern, clean and comfortable"

Reviewed on Aug. 27, 2025

citizenM Boston North Station
See all 3,197 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.
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Frequently asked questions

How much does a Carlisle vacation package cost?
You'll find cheap prices from CA $703 on Expedia for your Carlisle getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Carlisle costs.
What are the cheapest months to go to Carlisle?
The off-season is the best time to travel to Carlisle if you're trying to save. Another tip for scoring cheap Carlisle vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Carlisle?
You can easily explore all the leading sights in Carlisle within a few days, including the must-see Nashoba Valley Ski Area. If you're looking for an extended Carlisle vacation, look at what kind of excursions and activities are available in the area.
Is it worth booking a vacation package to Carlisle?
Carlisle offers everything you need for a wonderful escape. Get your Carlisle vacation off to a flying start by visiting top attractions like Great Brook Farm State Park.
How to find the best Carlisle package deals?
Use Expedia's filters to help you find some great Carlisle package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Carlisle package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Carlisle vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalize your Carlisle escape to fit your exact style. Pick 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?
If you're considering an impromptu Carlisle getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Carlisle?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Carlisle.
  2. Set your budget: Consider costs such as flights, transportation and food when working out how much to set aside for your trip to Carlisle. Then, pick a property that matches your budget, whether that's an economical option or a lavish getaway.
  3. Decide how long to go away for: Now that you know more about Carlisle, you can figure out the ideal length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Carlisle vacation package.

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