Kittery Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Kittery

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
27 Oct - 1 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
Great location!!! ... Staff helpful and friendly.

Reviewed on 10 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
27 Oct - 1 Nov
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Amazing staff and great food

Reviewed on 10 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
27 Oct - 1 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
per person
27 Oct - 1 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,102 reviews)
This hotel is within walking distance to most of Boston’s historic sites, Fenway and the T (subway).

Reviewed on 9 Aug 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
27 Oct - 1 Nov
found 21 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,021 reviews)
Great food, comfortable bed. Room could use some attention to the old noisy air conditioning but over all a good experience.

Reviewed on 9 Aug 2025

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 €128 per night from 1 Sept to 2 Sept
€128
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,013 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 €150 per night from 7 Sept to 8 Sept
€150
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (954 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
Fully refundableReserve now, pay when you stay
The price is €185 per night from 1 Sept to 2 Sept
€185
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,222 reviews)
"Property is nice. Walls are a little thin. Overall great experience."

Reviewed on 6 Aug 2025

Ashworth by the Sea
See all 2,829 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.

Frequently asked questions

How much does a Kittery holiday package cost?
You can snap up a holiday package to this destination from €1,066 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.