Kittery Vacations from ￥67,886

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The Latest Kittery Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was ￥156,918, price is now ￥67,886 per person
￥67,886
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥266,370, price is now ￥142,074 per person
￥142,074
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
Lovely property and staff. Great location and spa. Will return!

Reviewed on Aug 26, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥183,960, price is now ￥108,174 per person
￥108,174
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug 24, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was ￥160,623, price is now ￥107,556 per person
￥107,556
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
Increased room daily charges at the time of checkout significantly

Reviewed on Aug 24, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was ￥176,656, price is now ￥118,544 per person
￥118,544
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Well appointed property, close to transit, downtown and highways. We had a lovely stay and look forward to returning soon.

Reviewed on Aug 25, 2025

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 ￥14,465 per night from Aug 28 to Aug 29
￥14,465
￥16,248 total
Aug 28 - Aug 29
includes taxes & fees
7.6/10 Good! (1,008 reviews)
"Good"

Reviewed on Aug 22, 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 ￥24,941 per night from Sep 3 to Sep 4
￥24,941
￥27,186 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (966 reviews)
"Good location and comfortable beds. We liked the breakfast options, better than most. Front desk was helpful. It room service was poor."

Reviewed on Aug 16, 2025

Hampton Inn & Suites Kittery-Portsmouth
Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is ￥13,860 per night from Sep 1 to Sep 2
￥13,860
￥16,582 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"The lg two bedroom cottage was spacious and clean. They had everything you would need for a long stay. Will definately go back."

Reviewed on Aug 25, 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 2,841 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.

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

￥11,824
per adult
Historical Tastings at the Iconic Rockingham
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 ￥67,886 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.