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
- Boston Harbor Hotel
Dec 12 - Dec 14Boston Harbor Hotel + Flight
North End2 nights5.0 star property9.8/10 - Exceptional (1,004 reviews)Roundtrip • Toronto (YTO) - Boston (BOS)YHM - BOS • 1 stop BOS - YKF • 1 stopCA $1,536CA $991found 1 day agoper traveller - The Newbury Boston
Dec 24 - Dec 27The Newbury Boston + Flight
Back Bay3 nights5.0 star property9.4/10 - Exceptional (746 reviews)Roundtrip • Toronto (YTO) - Boston (BOS)YTZ - BOS • 1 stop BOS - YYZ • Nonstop - Four Seasons Hotel Boston
Jan 29 - Feb 1Four Seasons Hotel Boston + Flight
Bay Village3 nights5.0 star property9.4/10 - Exceptional (495 reviews)Roundtrip • Toronto (YYZ) - Boston (BOS)YYZ - BOS • Nonstop BOS - YYZ • NonstopCA $2,407CA $1,580found 5 hours agoper traveller - The Langham, Boston
Dec 15 - Dec 18The Langham, Boston + Flight
Downtown Boston3 nights5.0 star property9.8/10 - Exceptional (1,000 reviews)Roundtrip • Hamilton (YHM) - Boston (BOS)YHM - BOS • 1 stop BOS - YHM • 1 stopCA $1,643CA $1,156found 19 hours agoper traveller - Mandarin Oriental, Boston
Dec 27 - Dec 31Mandarin Oriental, Boston + Flight
Back Bay4 nights5.0 star property9.4/10 - Exceptional (468 reviews)"Overall Excellent! clean room, very nice staff"Reviewed November 4, 2026Roundtrip • Vancouver (YVR) - Boston (BOS)YVR - BOS • 1 stop BOS - YVR • 1 stopCA $3,107CA $2,195found 6 hours agoper traveller
Kittery Point Hotel Deals
Hampton Inn & Suites Kittery-Portsmouth
Hampton Inn & Suites Kittery-Portsmouth
Home2 Suites By Hilton Kittery
Home2 Suites By Hilton Kittery
Homewood Suites By Hilton Portsmouth Downtown
Homewood Suites By Hilton Portsmouth Downtown
AC Hotel by Marriott Portsmouth
AC Hotel by Marriott Portsmouth"Clean"
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
"Very unique property. Walking distance to stores and restaurants. Free parking and nice breakfast to top things off."
Frequently Asked Questions
How much does a Kittery Point vacation package cost?
Offering excellent value package deals from CA $991 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?
- 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.
- 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.
- 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.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the right Kittery Point vacation package for you.