Kittery Holidays from £853

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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.
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 out of 5
South End
Save 100% on your flight
per person
29 Sept - 5 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
7.8/10 Good! (55 reviews)
Location was perfect. Walking distance to so many things!! The kitchen could have been a little bit better stocked. No coffee or salt and pepper.

Reviewed on 23 May 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
12 Sept - 19 Sept
found 3 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great hotel terrific staff

Reviewed on 12 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
20 Sept - 25 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on 10 Jul 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
29 Sept - 5 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
7/10 Good! (145 reviews)
Amazing location right by the water, quiet building and clean. But the furniture is really uncomfortable, particularly the couch which is the only seating, it’s a pull out bed so the entire sofa sinks in low. The bed isn’t solid and easily slides off the frame just by sitting on it. We also had a delivery order stolen from the front desk area.

Reviewed on 25 Jun 2025

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
per person
16 Aug - 23 Aug
found 12 hours ago
Return direct flight included
London (LON) to Boston (BOS)
10/10 Exceptional! (8 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on 8 May 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

Ogunquit - The Milestone
Ogunquit - The Milestone
2 out of 5
687 Main Street, Ogunquit, ME
The price is £104 per night from 13 Jul to 14 Jul
£104
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,093 reviews)
"Phone in the room didn’t work. Had to go to another building for ice"

Reviewed on 11 Jul 2025

Ogunquit - The Milestone
Cliff House Maine
Cliff House Maine
4.5 out of 5
591 Shore Road, Cape Neddick, ME
The price is £623 per night from 30 Jul to 31 Jul
£623
30 Jul - 31 Jul
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Everything about this location is five stars"

Reviewed on 6 Jul 2025

Cliff House Maine
Anchor Inn and Cottages Wells-Ogunquit
Anchor Inn and Cottages Wells-Ogunquit
2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is £125 per night from 14 Jul to 15 Jul
£125
14 Jul - 15 Jul
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"The rooms were clean and comfortable. The staff was extremely helpful and knew you by name. The pool was beautiful and clean. It’s in a middle location so quick to get to Wells beaches and Ogunquit. Will definitely come back."

Reviewed on 11 Jul 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 2,853 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

Frequently asked questions

How much does a Kittery travel package cost?
Live it up in Kittery from as little as £853. 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.