An aerial view of a coastal area with a bridge connecting two landmasses, surrounded by dense forests and a large body of water.

Kittery Point Vacations from $486

Book a Hotel + Flight or Car together to unlock savings

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.
  • Dec 10 - Dec 12

    Boston Lodge and Suites + Flight

    Dorchester
    2 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Dallas (DFW) - Boston (BOS)
    DAL - BOS • Nonstop BOS - DFW • 1 stop
    $831
    $486
    per traveler
    found 0 hours ago
    Boston Lodge and Suites
  • Jan 21 - Jan 24

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,006 reviews)
    Roundtrip • Burbank (BUR) - Boston (BOS)
    BUR - BOS • 1 stop BOS - BUR • 1 stop
    $1,557
    $973
    per traveler
    found 13 hours ago
    Boston Harbor Hotel
  • Jan 31 - Feb 3

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (497 reviews)
    "The best location and the beat service! The best swimming pool"
    Reviewed November 9, 2026
    Roundtrip • Los Angeles (QLA) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $1,627
    $1,120
    per traveler
    found 3 hours ago
    Four Seasons Hotel Boston
  • Jan 21 - Jan 24

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,005 reviews)
    Roundtrip • Burbank (BUR) - Boston (BOS)
    BUR - BOS • 1 stop BOS - BUR • 1 stop
    $1,118
    $823
    per traveler
    found 13 hours ago
    The Langham, Boston
  • Dec 10 - Dec 14

    Furnished Apartment Near Longwood + Flight

    North Brookline
    4 nights
    3.0 star property
    8.2/10 - Very good (17 reviews)
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $859
    $648
    per traveler
    found 1 day ago
    Furnished Apartment Near Longwood

Where to stay near Kittery Point

Discover the charm of Kittery Point, perfect for a weekend getaway or business travel. Just a couple miles from Kittery Inn, explore scenic beaches, historical sites, and family-friendly attractions. Enjoy a relaxing atmosphere with friendly people, making it an ideal destination for your next meeting house retreat.

Portsmouth

Discover Portsmouth, a vibrant city that serves as an ideal base for families and couples seeking adventure and outdoor experiences. With attractions like the historic Strawbery Banke Museum, the scenic Wentworth by the Sea Golf Club, and the engaging performances at The Music Hall, there's a wealth of activities to enjoy year-round. Located about 3 miles by car from Kittery Point, Portsmouth is a smart choice for travelers looking to explore the charming coastal region of New Hampshire.

York Beach

Experience the charm of York Beach, an excellent hub for families and nature enthusiasts eager to enjoy outdoor activities and beautiful coastal scenery. With attractions like Long Sands Beach, Perkins Cove, and the historic Nubble Lighthouse, visitors can immerse themselves in beachside relaxation and adventure. Located about 8 miles by car from Kittery Point, York Beach offers a delightful escape, making it a smart choice for your vacation stay.

York

If you are a family traveler or a couple seeking a scenic getaway, look no further than York, Maine. Known for its stunning Long Sands Beach and the iconic Nubble Lighthouse, York offers a perfect blend of outdoor activities and relaxation. With attractions like Perkins Cove nearby, there's something for everyone to enjoy. Just a short drive of about 6 miles from Kittery Point, York makes for a smart choice for your vacation stay, providing both charm and convenience.

Kittery

Immerse yourself in Kittery, Maine, where couples, families, and adventure-seekers can easily access attractions and scenic experiences. Just a short drive from Kittery Point, you can explore the local art scene at The Music Hall, enjoy a round at Wentworth by the Sea Golf Club, or relax at Long Sands Beach. With moderately seasonal visitor numbers, Kittery offers a vibrant atmosphere in the summer months. Choosing Kittery for your stay ensures a delightful blend of relaxation and exploration.

Cape Neddick

Travelers visiting the area often choose Cape Neddick, especially couples and families seeking close proximity to stunning beaches and scenic views. With attractions like Ogunquit Beach, Perkins Cove, and the historic Nubble Lighthouse nearby, Cape Neddick offers a perfect blend of outdoor adventures and relaxation. Located about 12 miles by car from Kittery Point, this charming destination is a smart choice for your vacation, providing access to both natural beauty and family-friendly activities.

Discover the most popular places to visit in Kittery Point

Kittery Point Hotel Deals

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.

Frequently Asked Questions

How much does a Kittery Point vacation package cost?

You can snap up a vacation package to this top destination from $486 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.

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