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 Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,932, price is now CA $943 per person
CA $943
per person
Dec 19 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,553, price is now CA $995 per person
CA $995
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,389, price is now CA $1,626 per person
CA $1,626
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,702, price is now CA $1,247 per person
CA $1,247
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,143, price is now CA $1,595 per person
CA $1,595
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
Great hotel and a great team

Reviewed on Nov 1, 2026

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Kittery Point Hotel Deals

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Nov 4 to Nov 5
CA $182
CA $236 total
Nov 4 - Nov 5
includes taxes & fees
Ashworth by the Sea
Ocean Sands at York Beach

Ocean Sands at York Beach

2 out of 5
277 Long Beach Avenue York Beach ME
Get rates
Ocean Sands at York Beach
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
8.8/10 Excellent! (1,621 reviews)
"Nice place clean and quiet"

Reviewed on Nov 3, 2026

Get rates
Ogunquit - The Milestone
See all 2,969 properties in Kittery Point
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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Stay near popular Kittery Point attractions

Fort McClary State Park

Look out across Portsmouth Harbor from this beautifully restored coastal fortification and discover the fort’s museum and military heritage.
See properties

Frequently asked questions

How much does a Kittery Point vacation package cost?
Offering excellent value package deals from CA $943 on Expedia, you'll be thrilled with how little a vacation to Kittery Point costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Kittery Point?
January, February and March are great times to search for cheap Kittery Point vacation packages. Opting to travel in quieter periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Kittery Point?
Typically, a handful of days is enough for a Kittery Point vacation. With a well-planned itinerary, you can check out all the leading attractions including York Harbour Beach, as well as explore some hidden treasures along the way.
How to find the best Kittery Point package deals?
Bagging a cheap Kittery Point package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Kittery Point package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Kittery Point vacation as a package?
You can enjoy significant savings on your Kittery Point retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Kittery Point?
Score amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Kittery Point getaway.
How to plan a trip to Kittery Point?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Kittery Point.
  2. Set your budget: Factor in expenses like flights, meals and transportation when working out how much to save for your trip to Kittery Point. Then, pick a property that suits your budget, whether that's an economical stay or a more upscale getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Kittery Point. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the right Kittery Point vacation package for you.

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