Carlisle Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave 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 $4,267, price is now CA $2,324 per person
CA $2,324
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
Raffles Boston
Back Bay
Price was CA $3,209, price is now CA $2,035 per person
CA $2,035
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!
Reviewed on Feb 24, 2026
Carlisle Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Mar 8 to Mar 9
CA $173
CA $248 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (4,027 reviews)
Wish there were food/drink options between 2-4pm and more cozy seating areas.
Reviewed on Mar 3, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Mar 8 to Mar 9
CA $204
CA $293 total
Mar 8 - Mar 9
includes taxes & fees
9.2/10 Wonderful! (4,485 reviews)
Staff very friendly , room very clean Very comfortable all Thanks for all
Reviewed on Mar 2, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
The price is CA $167 per night from Mar 22 to Mar 23
CA $167
CA $250 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (3,116 reviews)
Yes
Reviewed on Mar 3, 2026
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.
