Kittery Point Vacations from $582

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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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,425, price is now $582 per person
$582
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,588, price is now $1,444 per person
$1,444
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
I loved to view from our room. The room smelled fresh and pretty. Everything was impeccable. The amenities were fantastic. I love that there was a golf simulator in the Health Club. Staff were amazing and everyone was friendly. The location was great. I didn’t want to leave! Jose, the bellhop was very helpful and informative when he brought our luggage to our room. Housekeeping was amazing as well. We had a wonderful stay in Boston!

Reviewed on Jul 23, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,533, price is now $1,499 per person
$1,499
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,692, price is now $1,095 per person
$1,095
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (197 reviews)
Primary a/c was not working, secondary a/c unit was installed into window and also broke. Was very loud hard to sleep .

Reviewed on Jul 24, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,749, price is now $1,146 per person
$1,146
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
We had a wonderful stay. The rooms were clean and luxurious. So many amenities, We highly recommend the restaurant Grana. We were a 10 minute walk from Faneuil Hall. We will be back!

Reviewed on Jul 24, 2026

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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

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
$233 nightly
The price is $253 total per night from Aug 24 to Aug 25
$253 total
Aug 24 - Aug 25
Total with taxes and fees
8.2/10 Very Good! (1,376 reviews)
"Great stay, will be back again!"

Reviewed on Jul 23, 2026

Ashworth by the Sea
Ocean Surf at York Beach

Ocean Surf at York Beach

3 out of 5
780 York Street (Rte 1A) York Beach ME
$297 nightly
The price is $324 total per night from Jul 30 to Jul 31
$324 total
Jul 30 - Jul 31
Total with taxes and fees
Ocean Surf at York Beach
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
$166 nightly
The price is $181 total per night from Aug 24 to Aug 25
$181 total
Aug 24 - Aug 25
Total with taxes and fees
8.8/10 Excellent! (1,425 reviews)
"Perfect Price vs product… close to the beach"

Reviewed on Jul 24, 2026

Ogunquit - The Milestone
See all 3,024 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.

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 $582 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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

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