Kittery Vacations from ￥236,678

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The Latest Kittery Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was ￥263,149, price is now ￥236,678 per person
￥236,678
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)
Great place near sites! The staff were helpful and friendly. Would stay here again.

Reviewed on Oct 29, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was ￥275,660, price is now ￥244,618 per person
￥244,618
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)
Rooms were small and not having a safe was disappointing

Reviewed on Oct 29, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥268,760, price is now ￥240,916 per person
￥240,916
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Clean room, cute place, great location!

Reviewed on Oct 29, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was ￥265,538, price is now ￥239,556 per person
￥239,556
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (5,296 reviews)

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was ￥283,592, price is now ￥255,901 per person
￥255,901
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,354 reviews)

Find the Best Kittery Vacation Packages

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 ￥11,927 per night from Nov 4 to Nov 5
￥11,927
￥13,516 total
Nov 4 - Nov 5
includes taxes & fees
Coachman Inn
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 ￥11,131 per night from Nov 8 to Nov 9
￥11,131
￥12,132 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"We enjoyed our overnight stay and we were pleasantly surprised by how cute the place was. And breakfast was just lovely."

Reviewed on Oct 29, 2026

Kittery Inn and Suites
Home2 Suites By Hilton Kittery

Home2 Suites By Hilton Kittery

3 out of 5
139 Old Post Road Kittery ME
Fully refundableReserve now, pay when you stay
The price is ￥18,628 per night from Nov 22 to Nov 23
￥18,628
￥20,304 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (255 reviews)
"Great location we loved it there"

Reviewed on Oct 29, 2026

Home2 Suites By Hilton Kittery
See all 2,918 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.

Stay near popular Kittery attractions

A sign for Outlets at Kittery Customer Service Center with a flag.

Kittery Premium Outlets

8.6/10 (1,419 reviews)
Browse over 60 designer and name-brand outlet stores offering daily savings of 25-65% off retail prices. Explore fashion, footwear, and home goods across multiple outdoor shopping areas along Route 1.
See properties

What to do in Kittery

Nature Guided Bike Tour: NH Greenway-Fall Foliage Bike Tour

Nature Guided Bike Tour: NH Greenway-Fall Foliage Bike Tour

￥13,335
per adult
100% of travellers recommend
Nature Guided Bike Tour: NH Greenway-Fall Foliage Bike Tour
See all activities in Kittery

Frequently asked questions

How much does a Kittery vacation package cost?
You can snap up a vacation package to this destination from ￥236,678 on Expedia. But how much your vacation 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 vacation package, consider traveling 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 vacation, 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 vacation 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 vacation.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kittery?
If you're considering a spur-of-the-moment Kittery vacation, 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, favorite 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 accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Kittery vacation package for you.

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