Kittery Vacations from $455

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Your Kittery Vacation

With one of our vacation packages to Kittery, you'll find limitless opportunities for adventure and relaxation. There's tons to enjoy, including its coastal scenery and rich history. Love to start exploring your surroundings? Kittery Premium Outlets, York Harbor Beach and The Kittery Outlets are three of the top places to visit during your trip to Kittery. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Kittery now.

The Latest Kittery vacation packages

Price found within the past 48 hours. Click for updated prices.
Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (19 reviews)
The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,999 reviews)
This is a great place for a quick layover in Boston. There is a family owned Italian pizzeria/bar a short walk away (Santarpio’s). It’s a great place to hang out and have a great pizza! The free shuttle to/from the airport is very nic

Reviewed on Jul 9, 2025

Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (344 reviews)
Love the pools and how close it is to everything , it’s literally in the center of the cape so even a ride to Provincetown is only a little over a hour, the room was big with two bathrooms, air conditioning worked great nice little barbecue area with basketball court and playground and the front desk had no problem helping with anything we will continue to make this a every summer destination for years to come

Reviewed on Jul 6, 2025

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
7.8/10 Good! (715 reviews)
Staff was great very helpful, and it is family friendly.

Reviewed on Jul 5, 2025

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
7.6/10 Good! (374 reviews)
It’s a great resort! Especially for your kids! They have a park! The only thing is, it gets very muddy. The rooms are good but need a dehumidifier because everything feels wet. Would stay there again beaches are very close!

Reviewed on Jul 7, 2025

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Discover the most popular places to visit in Kittery

Kittery Outlets featuring signage

Kittery Premium Outlets

4.5/5(701 reviews)

Take a break from the hot sun of a summer beach vacation and indulge in fun deal-hunting at this large and popular outlet shopping complex.

Kittery Premium Outlets
Kittery Historical and Naval Museum

Kittery Historical and Naval Museum

Walk back in time through Kittery’s maritime history at this fascinating museum, full of wood carvings, old photographs, archaeological treasures and more.

Kittery Historical and Naval Museum

Yummies Candy and Nuts

Enjoy an outing to Yummies Candy and Nuts during your stay in Kittery. Wander the beautiful beaches and seaside in the area.

Yummies Candy and Nuts

Kittery Hotel Deals

Kittery Inn and Suites
Kittery Inn and Suites
2.5 out of 5
70 US Route 1 Bypass, Kittery, ME
$191 nightly
The price is $209 total per night from Jul 29 to Jul 30
$209 total
Jul 29 - Jul 30
Total includes taxes and fees
9/10 Wonderful! (1,005 reviews)
Loud A/C
"The stay was good but the window air conditioning unit was rattling and loud, making it difficult to sleep."

Reviewed on Jul 6, 2025

Kittery Inn and Suites
Ogunquit - The Milestone
Ogunquit - The Milestone
2 out of 5
687 Main Street, Ogunquit, ME
$139 nightly
The price is $152 total per night from Jul 10 to Jul 11
$152 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (1,093 reviews)
"Great location by Footbridge Beach. Kids loved the pool and breakfast."

Reviewed on Jul 7, 2025

Ogunquit - The Milestone
Cliff House Maine
Cliff House Maine
4.5 out of 5
591 Shore Road, Cape Neddick, ME
9.4/10 Exceptional! (1,005 reviews)
"Excellent service! Great stay!"

Reviewed on Jul 5, 2025

Get rates
Cliff House Maine
See all 2,874 properties in Kittery
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 Vacation Packages

Kittery Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Population
4,600
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Long Sands Beach, Short Sands Beach and York Harbor Beach

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Frequently asked questions

How much does a Kittery vacation package cost?
You can snap up a vacation package to this destination from $455 on Expedia. But how much your vacation to Kittery costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Kittery?
You can usually find lower rates and better availability in December, January and February. Take a look at our cheap Kittery vacation packages and you could get some great off-season deals.
How many days is enough for Kittery?
For a Kittery vacation, a handful of days will be enough to explore the highlights. Be sure to visit Kittery Premium Outlets --- it's one of the most popular attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Kittery.
Is it worth booking a vacation package to Kittery?
Whether you're looking to check out top attractions like Kittery Premium Outlets and Yummies Candy and Nuts on your Kittery vacation, or coming for its great coastal beaches, walking trails and culture, there's something for everyone here. With so many things to do, you'll soon learn why so many families think Kittery is a good vacation destination.
How to find the best Kittery package deals?
Begin your search for a Kittery package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Kittery package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kittery escape off to a flying start.
Is it cheaper to book a Kittery vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Kittery vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kittery?
If you're considering a spur-of-the-moment Kittery vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Kittery?

  1. Choose when to go: Check your diary and pack your bags. Your favorite season and the type of activities on offer will also help you decide when to escape to Kittery.
  2. Set your budget: Factor in costs such as transportation, flights and meals when working out how much to put aside for your trip to Kittery. Then, pick a hotel that matches your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Use our trip planning tool to discover Kittery: Research every part of your trip to Kittery with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you know more about Kittery, you can figure out the ideal length of your break. Create a draft plan and give yourself enough time to cover everything you want to see.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Kittery vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on Kittery's best offerings. Find all the incredible things to do in Kittery with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Kittery vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Kittery vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.