Kittery Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Kittery

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is S$286 per night from 20 Jul to 21 Jul
S$286
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,098 reviews)
"Walkable close to Dinning options, easy parking. Nice location to shopping area."

Reviewed on 16 Jul, 2025

Ogunquit - The Milestone
Cliff House Maine

Cliff House Maine

4.5 out of 5
591 Shore Road, Cape Neddick, ME
The price is S$1,088 per night from 20 Jul to 21 Jul
S$1,088
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"I liked the grounds and the view. The room was average with a small slippery bathtub. There are no good charging options for EVs."

Reviewed on 13 Jul, 2025

Cliff House Maine
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 S$265 per night from 21 Jul to 22 Jul
S$265
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"Second time there. Beds are great. Liked having a frig and microwave."

Reviewed on 14 Jul, 2025

Anchor Inn and Cottages Wells-Ogunquit
See all 2,861 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

Portsmouth: Nature And Wildlife Bike Tour

Portsmouth: Nature And Wildlife Bike Tour

S$102
per adult
Portsmouth: Nature And Wildlife Bike Tour
Portsmouth: Historic Neighborhoods Guided Bike Tour

City of Portsmouth NH: Guided Bike Tour

S$77
per adult
City of Portsmouth NH: Guided Bike Tour
See all activities in Kittery

Frequently asked questions

How much does a Kittery holiday package cost?
You can snap up a holiday package to this destination 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.