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An aerial view of a coastal area with a bridge connecting two landmasses, surrounded by dense forests and a large body of water.

Kittery Point Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Kittery Point vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Coffee/tea maker, full-size fridge, microwave, oven
    Sept 7 - Sept 9

    Boston Lodge and Suites + Flight

    Dorchester
    2 nights
    4.0 star property
    8.4/10 - Very good (190 reviews)
    "Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles."
    Reviewed May 19, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • 1 stop
    CA $1,188
    CA $657
    per traveller
    found 1 day ago
    Boston Lodge and Suites
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Sept 4 - Sept 7

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "A very good location, hotel is in good condition, housekeeping is top-notch, rooms are good size. Two things made us want to leave, though: - The sound insulation is non-existent, extremely loud at night, impossible to sleep - The kitchen in the restaurant and the bar closes extremely early, effectively you can’t have anything to eat at 9PM. The staff at the restaurant were pretty rude about it, too. So, if you are visiting from West Coast - pack snacks, I guess…"
    Reviewed August 1, 2026
    Roundtrip • Hamilton (YHM) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YHM • 1 stop
    CA $2,385
    CA $1,487
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Terrace/patio
    Oct 18 - Oct 21

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (475 reviews)
    "Amazing hotel Amazing facility and Amazing team. Clean excellent location and very friendly"
    Reviewed July 30, 2026
    Roundtrip • Halifax (YHZ) - Boston (BOS)
    YHZ - BOS • 1 stop BOS - YHZ • Nonstop
    CA $3,606
    CA $2,301
    per traveller
    found 16 hours ago
    Four Seasons Hotel Boston
  • Breakfast, lunch and brunch served
    Oct 8 - Oct 11

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip • Halifax (YHZ) - Boston (BOS)
    YHZ - BOS • 1 stop BOS - YHZ • Nonstop
    CA $2,405
    CA $1,676
    per traveller
    found 1 day ago
    The Langham, Boston
  • Billiards
    Sept 17 - Sept 20

    Luxury Apartments by Hyatus at Boston Everett + Flight

    Everett
    2 nights
    5.0 star property
    9.0/10 - Wonderful (6 reviews)
    "We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up...."
    Reviewed June 15, 2026
    Roundtrip • Vancouver (YVR) - Boston (BOS)
    YVR - BOS • 2 stops BOS - YVR • 1 stop
    CA $1,549
    CA $1,081
    per traveller
    found 1 day ago
    Luxury Apartments by Hyatus at Boston Everett

What to do in Kittery Point

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

Nature Bike Tour: Biking Adventure Along The NH Greenway Rail

CA $121
per adult
100% of travellers recommend
Nature Bike Tour: Biking Adventure Along The NH Greenway Rail
See all activities in Kittery Point

Kittery Point Hotel Deals

Terrace/patio

Home2 Suites By Hilton Kittery

Home2 Suites By Hilton Kittery
3.0 star property
3.6 km from Kittery Point
9.6 out of 10, Exceptional, (156 reviews)
"The room was HUGE and perfect for the 6 of us plus my dog! The breakfast wasn’t the best hotel breakfast I’ve ever had but it was definitely good enough and they even provided gluten free items for my daughter when we asked! The staff was SO nice! They don’t have a pool which was a bummer but we weren’t by the ocean to swim in a pool anyway! Will definitely stay there again next year!"
The price is CA $246
CA $268 total
includes taxes & fees
Aug 23 - Aug 24
Home2 Suites By Hilton 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.
See all properties in Kittery Point

Frequently Asked Questions

How much does a Kittery Point vacation package cost?

Offering excellent value package deals from CA $657 on Expedia, you'll be thrilled with how little a vacation to Kittery Point costs! Our packages make travel planning easier and your savings go further.

What are the cheapest months to go to Kittery Point?

January, February and March are great times to search for cheap Kittery Point vacation packages. Opting to travel in quieter periods means you can generally find reduced prices on flights and accommodations.

How many days is enough for Kittery Point?

Typically, a handful of days is enough for a Kittery Point vacation. With a well-planned itinerary, you can check out all the leading attractions including York Harbour Beach, as well as explore some hidden treasures along the way.

How to find the best Kittery Point package deals?

Bagging a cheap Kittery Point package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Kittery Point package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.

Is it cheaper to book a Kittery Point vacation as a package?

You can enjoy significant savings on your Kittery Point retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Kittery Point?

Score amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Kittery Point getaway.

How to plan a trip to Kittery Point?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Kittery Point.
  2. Set your budget: Factor in expenses like flights, meals and transportation when working out how much to save for your trip to Kittery Point. Then, pick a property that suits your budget, whether that's an economical stay or a more upscale getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Kittery Point. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the right Kittery Point vacation package for you.