Kittery Vacation Packages

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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.

Top Kittery Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Boston Harbor Hotel
Raffles Boston
Boston Lodge and Suites
Staypineapple, A Delightful Hotel, South End

Ready to book your vacation to Kittery?

 

Choose your dates

Kittery Hotel Deals

Coachman Inn

Coachman Inn

2.5 out of 5
380 US Route 1, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Sep 4 to Sep 5
CA $160
CA $179 total
Sep 4 - Sep 5
includes taxes & fees
7.6/10 Good! (1,011 reviews)
"This was nice distance from beach, pool was good for kids, shower was very and strong water pressure. Room was clean enough if a little damp smelling."

Reviewed on Aug. 9, 2025

Coachman Inn
Hampton Inn & Suites Kittery-Portsmouth

Hampton Inn & Suites Kittery-Portsmouth

2.5 out of 5
275 US Route 1, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Sep 8 to Sep 9
CA $226
CA $247 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (955 reviews)
"Staff was friendly, comfy beds & pillows, modern & clean!"

Reviewed on Jul. 30, 2025

Hampton Inn & Suites Kittery-Portsmouth
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd, Hampton, NH
The price is CA $239 per night from Sep 1 to Sep 2
CA $239
CA $296 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,228 reviews)
"I think the property was overpriced for the room. Floors aren’t level, hallways are narrow. You are going to be charged a room fee and a parking fee per night on top of room charges. Staff at front desk are very nice. They do have soda and frozen food at the front which is nice. Rooftop bar was nice ..."

Reviewed on Aug. 9, 2025

Ashworth by the Sea
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.

Discover the most popular places to visit in Kittery

What to do in Kittery

Frequently asked questions

How much does a Kittery vacation package cost?
Offering great value package deals from CA $619 on Expedia, you'll be surprised at how little a vacation to Kittery costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Kittery?
December, January and February are great times to look for cheap Kittery vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Kittery?
With around 2 days, you'll have enough time to enjoy popular neighbourhoods like Pease and South Eliot during your Kittery vacation. Make sure to also add York Harbour Beach and Strawbery Banke Museum to your sightseeing list. Looking for more adventures? Consider exploring outside of Kittery on day trips and tours.
Is it worth booking a vacation package to Kittery?
Whether you want to visit 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 much to do, you'll soon find out why so many visitors think Kittery is a good vacation destination.
How to find the best Kittery package deals?
Start your search for a Kittery package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kittery package deal straight away, simply tweak 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?
You can enjoy significant savings on your Kittery escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kittery?
If you're planning a spur-of-the-moment Kittery adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Kittery?

  1. Pick your travel dates: The things you plan to do in Kittery and your preferred season can help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Kittery.
  3. Decide how long to go away for: Now that you're up to speed on Kittery, you can figure out the right length of your vacation. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Kittery vacation package.

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