Kittery Vacation Packages

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Your Kittery Vacation

With one of our vacation 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 Harbor 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 vacation to Kittery now.

Top Kittery Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
per person
Aug. 27 - Aug. 29
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (3,347 reviews)
Very nice hotel and very clean! Great location

Reviewed on Jun. 19, 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug. 12 - Aug. 17
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (2,304 reviews)
We had a great stay, suite was awesome!

Reviewed on Jun. 20, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug. 27 - Aug. 29
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This was a wonderful overnight stop in Boston. We will be back.

Reviewed on Jun. 17, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 12 - Aug. 17
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,014 reviews)
The only negative i have, is the toilet bowl kept running all night and about 6 am it stopped.

Reviewed on Jun. 20, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 12 - Aug. 17
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (287 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!

Reviewed on May 28, 2024

Kittery Hotel Deals

Kittery Inn and Suites
Kittery Inn and Suites
2.5 out of 5
70 US Route 1 Bypass, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jun. 23 to Jun. 24
CA $179
CA $195 total
includes taxes & fees
Jun 23 - Jun 24
9.2/10 Wonderful! (1,003 reviews)
"Wonderful breakfast. Clean. Charming."

Reviewed on Jun. 18, 2024

Kittery Inn and Suites
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 CA $175 per night from Jun. 25 to Jun. 26
CA $175
CA $196 total
includes taxes & fees
Jun 25 - Jun 26
8/10 Very Good! (1,001 reviews)
"Room was large,comfortable beds and clean bathroom. Air conditioner could use an upgrade as only one side ŵorked. Breakfast was a good standard continental hot breakfast."

Reviewed on Jun. 8, 2024

Coachman Inn
Hampton Inn & Suites Kittery
Hampton Inn & Suites Kittery
2.5 out of 5
275 US Route 1, Kittery, ME
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from Jun. 30 to Jul. 1
CA $243
CA $265 total
includes taxes & fees
Jun 30 - Jul 1
9.2/10 Wonderful! (741 reviews)
"Great location"

Reviewed on Jun. 21, 2024

Hampton Inn & Suites Kittery
See all 2,580 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Kittery vacation package cost?
The most affordable Kittery vacation package is CA $732, so your dream trip can become a reality — without breaking the bank. Combine flights, hotels and car rentals to create a package suited to your travel style.
How do I get a cheap travel package to Kittery?
Booking a hotel and flight together with Expedia won’t just save precious time — it’ll save you a pretty penny too. A Kittery vacation package makes it simple to organize your perfect trip. With more than 550 airlines all over the world to choose from, finding flights that suit your busy schedule won’t be a hassle. Not only that, we’ve got over 1,000,000 hotel options globally to pick from. Now that’s what you call choice. Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Kittery?
With fascinating attractions such as Fort Constitution Historical Site and Market Square in this area, see if you can find a hotel near either one. Kittery Premium Outlets is another sight in Kittery that pulls the crowds.
What are the top hotels in Kittery?
Get your escape off to a fantastic start by locking in a room at The Water Street Inn. It’s one of most popular hotels in Kittery. Another comfortable option is Hampton Inn & Suites Kittery.
How far in advance should I book my Kittery vacation?
It’s difficult to pick the best time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you can’t book early, don’t worry. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Kittery travel package include?
Much of that is up to you. You can choose from a range of Kittery bundles, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a rental car and a flight. Once you’ve made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Kittery getaway looks like, you’ll save!
What should I know before booking a Kittery travel package?
An Expedia travel package can be customized for your budget and is a terrific way to make your budget go further. How much you include is your call. Hotels, rental cars and flights — come up with a combination that works with your plans.
Can I choose my airline with a Kittery Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply select the carrier that suits you and put together the perfect Kittery escape.
If I'm not able to travel, can I cancel my Kittery vacation package?
It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can cancel or change your Kittery vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Kittery

Image for Kittery Outlets

Kittery Outlets

During your trip to Kittery, you can enjoy retail therapy at Kittery Premium Outlets. Wander the seaside and beautiful beaches in the area.

Kittery Outlets
Image for Kittery Historical and Naval Museum

Kittery Historical and Naval Museum

You can spend an afternoon studying the exhibits at Kittery Historical and Naval Museum in Kittery. Stroll along the seaside or visit the shops in this family-friendly area.

Kittery Historical and Naval Museum
Image for Yummies Candy and Nuts

Yummies Candy and Nuts

Enjoy an outing to Yummies Candy and Nuts during your stay in Kittery. Wander the beautiful beaches and seaside in the area.

Yummies Candy and Nuts

What to do in Kittery

Image for Public | City of Portsmouth Historic Neighborhoods Tour | 1.5-2hr

Public | City of Portsmouth Historic Neighborhoods Tour | 1.5-2hr

CA $81
Per adult
Public | City of Portsmouth Historic Neighborhoods Tour | 1.5-2hr
Image for Portsmouth: Historic Neighborhoods Guided Bike Tour

Portsmouth: Historic Neighborhoods Guided Bike Tour

CA $74
Per adult
Portsmouth: Historic Neighborhoods Guided Bike Tour
Image for Private | NH Coastline Bike Tour Visit Seaside Villages |3.5-4 hr

Private | NH Coastline Bike Tour Visit Seaside Villages |3.5-4 hr

CA $271
Per adult
Private | NH Coastline Bike Tour Visit Seaside Villages |3.5-4 hr
See all activities in Kittery

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