Kittery Point Vacations from $531
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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.
The Latest Kittery Point vacation packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
Lexington Green Historic District
$817
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 2026
Furnished Apartment Near Longwood
North Brookline
$885
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
7/10 Good! (6 reviews)
Great place, clean, well maintained and centrally located. Excellent and timely communication.
Reviewed on Sep 25, 2026
The Monty Boston
Downtown Boston
$1,999
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (40 reviews)
We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view.
Reviewed on Sep 21, 2026
Don't see what you're looking for?
See all available trips from Columbus to Kittery Point
View all tripsStay 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.
What to do in Kittery Point
Nature Bike Tour: Tour On The NH Greenway-Fall Foliage Bike Tour
$85
per adult
100% of travellers recommend
Kittery Point Hotel Deals
Quality Inn Portsmouth
1190 Lafayette Road Portsmouth NH
Fully refundable
$151 nightly
$164 total
Oct 25 - Oct 26
Total with taxes and fees
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
Fully refundableReserve now, pay when you stay
$150 nightly
$164 total
Oct 4 - Oct 5
Total with taxes and fees
Ogunquit - The Milestone
687 Main Street Ogunquit ME
$64 nightly
$70 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,558 reviews)
"The first room they put us in was terrible, smelled moldy gave me a headache and made my nose run. Told them I couldn’t stay there and they gave me a much better room. No smell and not gross like the first room"
Reviewed on Sep 27, 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.
Find the Best Kittery Point Vacation Packages
Kittery Point Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portsmouth Intl. Airport (PSM) |
Population | 1,000 |
Top Sights | Long Sands Beach, Short Sands Beach and Ogunquit Playhouse |
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Frequently asked questions
How much does a Kittery Point vacation package cost?
You can snap up a vacation package to this top destination from $531 on Expedia. But how much your vacation to Kittery Point costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Kittery Point?
November, December and January are the best times to search for cheap Kittery Point vacation packages. Opting to travel in quieter periods means you can generally find lower prices on flights and hotels.
How many days is enough for Kittery Point?
The ideal duration of your Kittery Point vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to go to all the top attractions and explore some hidden spots along the way.
How to find the best Kittery Point package deals?
Finding a cheap Kittery Point package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Kittery Point package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Kittery Point vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Kittery Point escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Kittery Point?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Kittery Point break.
How to plan a trip to Kittery Point?
- Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to visit Kittery Point.
- Plan your budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Kittery Point.
- Use our trip planning tool to discover Kittery Point: Research every part of your trip to Kittery Point with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
- Set the duration of your trip: Start by compiling a list of the attractions you want to experience in Kittery Point. Then, estimate how long you'll need at each, along with any travel time.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Kittery Point vacation package that brings all your bookings together.
- Add on experiences and excursions: Have a look at our travel guide to find some awesome things to do in Kittery Point. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.
Does Expedia offer Book Now, Pay Later Kittery Point vacation packages?
Jet off on your ideal getaway to Kittery Point with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snag great deals before they disappear.
Explore a world of travel with Expedia
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- York Harbor Beach
- Visit Kittery Point
- Ogunquit Vacations
- Emerson Wilcox House Museum
- Fort McClary State Park
- Old School House
- John Hancock Wharf
- Moody Beach
- Vaughan Woods State Park
- Long Sands Beach
- York Harbor Vacations
- Ogunquit Playhouse
- Wiggly Bridge and Steedman Woods
- Footbridge Beach
- Kittery Premium Outlets
- Visit Kittery
- Eliot Vacations
- Short Sands Beach
- Kittery Vacations
- Yummies Candy and Nuts
- Hamilton House
- Elizabeth Perkins House
- Kittery Historical and Naval Museum
- Perkins Cove
- Visit Ogunquit
- Jefferds Tavern
- Nubble Lighthouse
- George Marshall Store Gallery
- York's Wild Kingdom
- Marginal Way
- York Beach Vacations
- Ogunquit Beach
- York Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
