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.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
The beds were very hard and uncomfortable.

Reviewed on Jul. 15, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul. 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
East Cambridge
Save 100% on your flight
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very Good! (1,006 reviews)
So accommodating when we arrived early from our flight!!

Reviewed on Jul. 14, 2025

Ready to book your vacation to Kittery Point?

 

Choose your dates

Kittery Point Hotel Deals

Ogunquit - The Milestone
Ogunquit - The Milestone
2 out of 5
687 Main Street, Ogunquit, ME
The price is CA $185 per night from Jul 17 to Jul 18
CA $185
CA $202 total
Jul 17 - Jul 18
includes taxes & fees
8.8/10 Excellent! (1,097 reviews)
"Nice room, close to beach, nice pool, reasonable rates"

Reviewed on Jul. 12, 2025

Ogunquit - The Milestone
Cliff House Maine
Cliff House Maine
4.5 out of 5
591 Shore Road, Cape Neddick, ME
The price is CA $1,012 per night from Jul 23 to Jul 24
CA $1,012
CA $1,160 total
Jul 23 - Jul 24
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
"I liked the grounds and the view. The room was average with a small slippery bathtub. There are no good charging options for EVs."

Reviewed on Jul. 13, 2025

Cliff House Maine
Anchor Inn and Cottages Wells-Ogunquit
Anchor Inn and Cottages Wells-Ogunquit
2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 16 to Jul 17
CA $212
CA $245 total
Jul 16 - Jul 17
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"Cottage was perfect size and pool was great. Staff very friendly"

Reviewed on Jul. 14, 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 2,959 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.

All Inclusive Vacations

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Frequently asked questions

How much does a Kittery Point vacation package cost?
Offering excellent value package deals from CA $720 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.