Carlisle Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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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.
Boston Harbor Hotel
North End
Price was CA $1,757, price is now CA $853 per person
CA $853
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Highly recommend! Beautiful and amazing service! Felt like 4 seasons or ritz service!
Reviewed on Aug. 30, 2025
Raffles Boston
Back Bay
Price was CA $3,606, price is now CA $2,103 per person
CA $2,103
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug. 28, 2025
The Centennial
Price was CA $1,561, price is now CA $967 per person
CA $967
per person
Oct 12 - Oct 18
found 16 hours ago
Roundtrip flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (997 reviews)
Beautiful property. Very clean and spacious rooms. Charming with a lot of character. Very good value for the price!! Highly highly recommend!!
Reviewed on Aug. 30, 2025
Carlisle Hotel Deals
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
The price is CA $210 per night from Sep 1 to Sep 2
CA $210
CA $252 total
Sep 1 - Sep 2
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Sep 1 to Sep 2
CA $267
CA $366 total
Sep 1 - Sep 2
includes taxes & fees
citizenM Boston North Station
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 $294 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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.