Kittery Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Kittery

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay
Boston Harbor Hotel
Raffles Boston
The Colonnade Hotel Back Bay
The Whitney Hotel

Top hotels in Kittery

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 €111 per night from 25 Aug to 26 Aug
€111
25 Aug - 26 Aug
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"Parking very close. Food was light must to have to get there before 8:30 am."

Reviewed on 17 Aug 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 €159 per night from 3 Sept to 4 Sept
€159
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (964 reviews)
"Good location and comfortable beds. We liked the breakfast options, better than most. Front desk was helpful. It room service was poor."

Reviewed on 16 Aug 2025

Hampton Inn & Suites Kittery-Portsmouth
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is €102 per night from 1 Sept to 2 Sept
€102
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,129 reviews)
"Bed was good but pillows were not very comfortable. Since walls are thin, recommend the property WD40 all of entrance doors and interior doors as the squeak and you can hear them. Overall, we had a nice stay. No issues."

Reviewed on 18 Aug 2025

Ogunquit - The Milestone
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 holiday package cost?
You can snap up a holiday package to this destination from €1,108 on Expedia. But how much your holiday 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?
If you're hoping to book a cheap Kittery holiday package, consider travelling in December, January and February. You'll usually find lower rates on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Kittery?
When planning your Kittery holiday, a handful of days will be enough to tour the best spots. Be sure to visit Kittery Historical and Naval Museum — it's one of the main sights in this destination. If you're after more adventure, think about basing yourself here and heading off on some day trips from Kittery.
Is it worth booking a holiday package to Kittery?
Kittery has everything you need for a memorable trip — coastal beaches, walking trails and culture are just the start. Whether you'd like to check out attractions such as Kittery Premium Outlets and Yummies Candy and Nuts, or take the path less traveled, you'll find plenty to explore on your Kittery holiday.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Kittery?
If you're considering a spur-of-the-moment Kittery holiday, 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. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Kittery.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Kittery.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Kittery. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Kittery holiday package for you.

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