Kittery Holidays from AU$3,658

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Your Kittery Holiday

From its coastal scenery to its rich history and beyond, there's loads to like about Kittery. Discover the wonders of this fascinating city with a Kittery holiday package that's tailored to you. Make your trip to Kittery even more fun and exciting by including some sightseeing. Kittery Premium Outlets, York Harbour Beach and The Kittery Outlets are among the leading attractions you'll want to explore. Browse Expedia's extensive range of travel options and book your ideal holiday to Kittery today.

The Latest Kittery Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
15 Sept - 22 Sept
found 15 hours ago
Return flight included
Brisbane (BNE) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
15 Sept - 22 Sept
found 15 hours ago
Return flight included
Brisbane (BNE) 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

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
15 Sept - 22 Sept
found 15 hours ago
Return flight included
Brisbane (BNE) to Boston (BOS)
8.8/10 Excellent! (1,021 reviews)
The bed was comfortable

Reviewed on 10 Aug. 2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
15 Sept - 22 Sept
found 15 hours ago
Return flight included
Brisbane (BNE) to Boston (BOS)
8.6/10 Excellent! (2,132 reviews)
The room was nice and cozy, slept like a log all 3 nights.

Reviewed on 12 Aug. 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
15 Sept - 22 Sept
found 15 hours ago
Return flight included
Brisbane (BNE) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The Boston Harbor Hotel continues to be my absolute favorite place to stay in Boston, and my recent visit reminded me exactly why. From the moment I walked through the doors, I was greeted by the same welcoming and professional staff that makes this property truly special. The team went above and beyond by upgrading me to a suite, which was an unexpected and much-appreciated gesture that really enhanced my stay. The suite itself was beautifully appointed and comfortable, providing the perfect retreat after busy days exploring the city. What really sets this hotel apart is its unbeatable location. You simply cannot find a better spot in Boston - it's perfectly positioned for both business and leisure activities, with easy access to everything the city has to offer while maintaining that sense of waterfront tranquility. Every stay here has been delightful, and the consistency in service quality is remarkable. The Boston Harbor Hotel has earned my loyalty through their attention to detail and genuine hospitality. I'm already looking forward to my next visit!

Reviewed on 11 Aug. 2025

Kittery Holiday

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, Short Sands Beach and Water Country

Our pick of the best 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 AU$199 per night from 4 Sept to 5 Sept
AU$199
4 Sept - 5 Sept
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 9 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 AU$275 per night from 8 Sept to 9 Sept
AU$275
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (955 reviews)
"Staff was friendly, comfy beds & pillows, modern & clean!"

Reviewed on 30 Jul. 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 AU$330 per night from 1 Sept to 2 Sept
AU$330
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,232 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 9 Aug. 2025

Ashworth by the Sea
See all 2,857 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Kittery

Kittery Premium Outlets

Kittery Premium Outlets

4/5(1 review)

During your trip to Kittery, you can browse for the perfect souvenirs at Kittery Premium Outlets. Wander the seaside and beautiful beaches in the area.

Kittery Premium Outlets

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

AU$121
per adult
Historical Tastings at the Iconic Rockingham
See all activities in Kittery

Frequently asked questions

How much does a Kittery holiday package cost?
You can snap up a holiday package to this destination from AU$3,658 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.