Kittery Point Vacation Packages
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Your Kittery Point Vacation
There's no better way to travel than with one of our vacation packages to Kittery Point. The coastal scenery and rich history are two of the many reasons to stay in this captivating city. A trip to Kittery Point is an ideal opportunity to sightsee. Check out big-name attractions such as Kittery Premium Outlets, York Harbor Beach and Kittery Historical and Naval Museum. Expedia can help you escape the everyday. Tailor your vacation to Kittery Point to suit your style of travel, whatever that may be.
Top Kittery Point Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was CA $2,819, price is now CA $1,480 per person
CA $1,480
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
We had a wonderful stay at the Boston Harbor Hotel - the staff was friendly and our room excellent! Thank you!
Reviewed on Aug. 31, 2025
Raffles Boston
Back Bay
Price was CA $3,029, price is now CA $1,663 per person
CA $1,663
per person
Nov 20 - Nov 24
found 23 hours ago
Roundtrip flight included
Montreal (YUL) 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 Langham, Boston
Downtown Boston
Price was CA $2,181, price is now CA $1,368 per person
CA $1,368
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
First rate hotel. Definitely a Luxury hotel stay!
Reviewed on Sep. 1, 2025
The Whitney Hotel
Beacon Hill
Price was CA $1,496, price is now CA $1,015 per person
CA $1,015
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (443 reviews)
Was a great looking hotel. Comfy beds. Updates decor. Strange that there was no cooler/fridge in the room though.
Reviewed on Aug. 30, 2025
Kittery Point Hotel Deals
Ashworth by the Sea
295 Ocean Blvd, Hampton, NH
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 18 to Sep 19
CA $209
CA $264 total
Sep 18 - Sep 19
includes taxes & fees
Anchor Inn and Cottages Wells-Ogunquit
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 9 to Sep 10
CA $120
CA $144 total
Sep 9 - Sep 10
includes taxes & fees
Ogunquit - The Milestone
687 Main Street, Ogunquit, ME
The price is CA $127 per night from Oct 2 to Oct 3
CA $127
CA $139 total
Oct 2 - Oct 3
includes taxes & fees
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.
What to do in Kittery Point
Historical Tastings at the Iconic Rockingham
CA $110
per adult
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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.