Kittery Holidays from £593

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Your Kittery Holiday

With one of our holiday 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 Harbour 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 holiday to Kittery now.

Top Kittery Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
30 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
We had a wonderful stay at Club Quarters Hotel in Downtown Boston, and a big part of that experience was thanks to Carla at the front desk. She always greeted us with a warm smile, answered all of our questions with patience, and truly made us feel special and at home during our weekend getaway from NYC. Carla’s hospitality and professionalism are exactly what every guest hopes for, and she sets the perfect example of how hotel employees should be. Because of her, we would absolutely choose this hotel again and will happily recommend it to our friends and family.

Reviewed on 18 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
30 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on 11 Aug 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
Save 100% on your flight
per person
30 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,326 reviews)
Great stay as always! Miss the room service coming on actual plates but other than that it was excellent!

Reviewed on 12 Aug 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
18 Sept - 25 Sept
found 13 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (473 reviews)
Awesome place to stay!

Reviewed on 17 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
30 Oct - 3 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on 16 Aug 2025

Kittery Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Population
4,600
Max Temp Winter
2ºC
Max Temp Summer
24ºC
Top Sights
Long Sands Beach, Water Country and Short Sands Beach

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 £96 per night from 20 Aug to 21 Aug
£96
20 Aug - 21 Aug
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"Pool could be Cleaner"

Reviewed on 15 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 £132 per night from 15 Sept to 16 Sept
£132
15 Sept - 16 Sept
includes taxes & fees
9.2/10 Wonderful! (961 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 £88 per night from 4 Sept to 5 Sept
£88
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (1,124 reviews)
"Overall good stay here. Very clean property. Staff was very friendly, however our request for adjoining rooms was not honored."

Reviewed on 16 Aug 2025

Ogunquit - The Milestone
See all 2,844 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Kittery

Guide Cassandra sharing the highlights of the magnificently preserved exterior of the Rockingham. Learn the history of the building & its role at the center of Portsmouth life through the centuries.

Historical Tastings at the Iconic Rockingham

£59
per adult
Historical Tastings at the Iconic Rockingham
See all activities in Kittery

Frequently asked questions

How much does a Kittery travel package cost?
Live it up in Kittery from as little as £593. Choose from a great selection of flights, rental cars and hotels to suit your budget. You can score even better deals when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Kittery travel package?
Yes, it's possible to cancel your Kittery booking if your plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Kittery?
Find flights that fit your schedule, add a hotel room to your booking and watch the savings pile up with a Kittery travel package. It's that simple! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with more than 550 partner airlines and 1,000,000 properties around the globe to select from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Kittery holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in Kittery?
A getaway to Kittery wouldn't be complete without visiting Kittery Premium Outlets, Fort McClary State Park and Yummies Candy and Nuts. Spend your evenings near these popular attractions and make sightseeing simple.
What are the top hotels in Kittery?
Gorges Grant Hotel and Anchorage Inn and Resort are among the most sought-after hotels in Kittery. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Kittery holiday?
Your best bet is to book early. Air carriers generally release flights around a year in advance, and this is a fantastic opportunity to score some of the cheapest prices. Boss just told you to use up all your holiday days next month? That's fine too — Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Kittery travel package include?
Rental cars, hotels and flights — we've got them all. With Expedia, you can create your Kittery package however you want. All you have to do is determine just what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a Kittery travel package?
So many places to wander around, so many things to experience. With a package, you'll be able to check more of them off your list. Bundle your flights, hotels and rental cars and land big savings.
Can I choose my airline with a Kittery Expedia travel package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines worldwide, so you can design your Kittery escape according to your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.