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.
Boston Harbor Hotel
North End
CA $1,601
per person
Dec 13 - Dec 17
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .
Reviewed on Oct 4, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,584
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Beautiful hotel
Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)
Reviewed on Oct 3, 2026
The Langham, Boston
Downtown Boston
CA $1,606
per person
Dec 13 - Dec 17
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location
Reviewed on Oct 4, 2026
Ready to book your vacation to Kittery?
Kittery Hotel Deals
Coachman Inn
380 US Route 1 Kittery ME
Fully refundableReserve now, pay when you stay
CA $99
CA $112 total
Oct 26 - Oct 27
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"We booked two rooms and they were kind enough to give us adjoining rooms. Unfortunately the rooms smelled musty as places by the ocean tend to do. The white bath towels were yellow and had several old stains imbedded. One bathroom was overly hot as the vent continuously pumped out heat with no way ..."
Reviewed on Oct 5, 2026
Kittery Inn and Suites
70 US Route 1 Bypass Kittery ME
Fully refundableReserve now, pay when you stay
CA $110
CA $120 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Very friendly, helpful staff. Spacious room with a kitchenette and balcony. The blueberry coffee cake is definitely worth getting up early for. Such a pleasant change from the generic chain motels!"
Reviewed on Oct 4, 2026
Home2 Suites By Hilton Kittery
139 Old Post Road Kittery ME
Fully refundableReserve now, pay when you stay
CA $162
CA $177 total
Nov 2 - Nov 3
includes taxes & fees
9.4/10 Exceptional! (227 reviews)
"Staff and breakfast were good. Stayed in a King Bed room. Very comfortable, apart from the pillows which I would give a zero!!! No substance to them at all!!!"
Reviewed on Oct 4, 2026
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.
Stay near popular Kittery attractions
Kittery Premium Outlets
8.6/10 (1,419 reviews)
During your trip to Kittery, you can enjoy retail therapy at Kittery Premium Outlets. Wander the seaside and beautiful beaches in the area.
Kittery Historical and Naval Museum
8.2/10 (65 reviews)
You can spend an afternoon studying the exhibits at Kittery Historical and Naval Museum in Kittery. Stroll along the beautiful beaches or visit the shops in this family-friendly area.
Yummies Candy and Nuts
9.0/10 (86 reviews)
Enjoy an outing to Yummies Candy and Nuts during your stay in Kittery. Wander the beautiful beaches and seaside in the area.
What to do in Kittery
Nature Bike Tour: Tour On The NH Greenway-Fall Foliage Bike Tour
CA $119
per adult
100% of travellers recommend
3.5-hr. eBike By The Sea The Ultimate Fall Seaside & Coastal Tour
CA $315
per adult
Frequently asked questions
How much does a Kittery vacation package cost?
Offering great value package deals from CA $1,215 on Expedia, you'll be surprised at how little a vacation to Kittery costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Kittery?
December, January and February are great times to look for cheap Kittery vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Kittery?
With around 2 days, you'll have enough time to enjoy popular neighbourhoods like Pease and South Eliot during your Kittery vacation. Make sure to also add York Harbour Beach and Strawbery Banke Museum to your sightseeing list. Looking for more adventures? Consider exploring outside of Kittery on day trips and tours.
Is it worth booking a vacation package to Kittery?
Whether you want to visit top attractions like Kittery Premium Outlets and Yummies Candy and Nuts on your Kittery vacation, or coming for its great coastal beaches, walking trails and culture, there's something for everyone here. With so much to do, you'll soon find out why so many visitors think Kittery is a good vacation destination.
How to find the best Kittery package deals?
Start your search for a Kittery package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kittery package deal straight away, simply tweak 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 vacation as a package?
You can enjoy significant savings on your Kittery escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kittery?
If you're planning a spur-of-the-moment Kittery adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Kittery?
- Pick your travel dates: The things you plan to do in Kittery and your preferred season can help you decide when to go.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Kittery.
- Decide how long to go away for: Now that you're up to speed on Kittery, you can figure out the right length of your vacation. Pull together a rough plan and give yourself enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Kittery vacation package.
Explore a world of travel with Expedia
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- Kittery Premium Outlets
- Moody Beach
- Walker's Point
- Visit Ogunquit
- Palace Playland
- Aquaboggan Water Park
- Visit Old Orchard Beach
- Marginal Way
- Marden's Surplus and Salvage
- Kennebunkport Vacations
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- Visit York Beach
- Visit Kittery
- Old Orchard Beach Vacations
- Scarborough Beach State Park
- Ogunquit Museum of American Art
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
