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 $1,232, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $3,072, price is now CA $1,733 per person
CA $1,733
per person
Oct 10 - Oct 17
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.6/10 Excellent! (1,070 reviews)
The staff was friendly. Room was clean and met our needs. Expedia VIP allowed the resort fee to be waived which was wonderful.

Reviewed on Aug. 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,853, price is now CA $2,300 per person
CA $2,300
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,391, price is now CA $2,742 per person
CA $2,742
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
One of the nicest overall properties in the country

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,322, price is now CA $1,535 per person
CA $1,535
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Ready to book your vacation to Kittery Point?

 

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Kittery Point Hotel Deals

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is CA $129 per night from Sep 4 to Sep 5
CA $129
CA $140 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,123 reviews)
"Property is somewhat dated"

Reviewed on Aug. 20, 2025

Ogunquit - The Milestone
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 $240 per night from Sep 1 to Sep 2
CA $240
CA $299 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,254 reviews)
"Location, clean and safe, great staff"

Reviewed on Aug. 18, 2025

Ashworth by the Sea
Quality Inn

Quality Inn

2.5 out of 5
1190 Lafayette Road, Portsmouth, NH
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Aug 24 to Aug 25
CA $262
CA $284 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Great hotel for families
"Solid family hotel. Not a lot of frills but very clean and comfortable. No issues at all."

Reviewed on Aug. 12, 2025

Quality Inn
See all 2,950 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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What to do in Kittery Point

Guide Cassandra sharing the highlights of the magnificently preserved exterior of the Rockingham. Learn the history of the building & its role at the center of Portsmouth life through the centuries.

Historical Tastings at the Iconic Rockingham

CA $110
per adult
Historical Tastings at the Iconic Rockingham
See all activities in Kittery Point

Frequently asked questions

How much does a Kittery Point vacation package cost?
Offering excellent value package deals from CA $760 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.