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.
The Atlas Hotel
Allston
Price was CA $1,156, price is now CA $812 per person
CA $812
per person
Sep 4 - Sep 7
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.
Reviewed on Jun 20, 2026
Good Hotels Boston
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,380, price is now CA $961 per person
CA $961
per person
Sep 3 - Sep 7
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year
Reviewed on Jun 18, 2026
The Westin Boston Seaport District
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.
Reviewed on Jun 21, 2026
Kittery Point Hotel Deals
Ashworth by the Sea
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $311 per night from Jun 29 to Jun 30
CA $311
CA $376 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,327 reviews)
"The extra fees for parking and the pool, beach chairs that we didn’t use.. You pay enough for the room that you just sleep in"
Reviewed on Jun 21, 2026
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
The price is CA $466 per night from Jul 6 to Jul 7
CA $466
CA $508 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,175 reviews)
"Great location on the beach. Beautiful pools and lounging areas. Had a great time will definitely be back."
Reviewed on Jun 22, 2026
Ogunquit - The Milestone
687 Main Street Ogunquit ME
The price is CA $222 per night from Jul 6 to Jul 7
CA $222
CA $241 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,324 reviews)
"The staff is wonderful. And a nice breakfast"
Reviewed on Jun 22, 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.
What to do in Kittery Point
Rise and Shine Guided Paddleboard Yoga Class in Rye
CA $51
per adult
Nature Bike Tour: Biking Adventure Along The NH Greenway Rail
CA $111
per adult
100% of travellers recommend
E-Bike By The Sea: Scenic Tour of Beaches, Harbors & Hidden Gems
CA $270
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.
