York Harbor Vacations from $533
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Your York Harbor Vacation
With all the details organized before you go, our York Harbor vacation packages mean you can simply focus on having a great time. Whether you're based in the neighborhood of York Cliffs, which is great for views, or someplace else in town, this captivating city offers an array of discoveries. Make your trip to York Harbor even more fun by including some sightseeing. Long Sands Beach, Nubble Lighthouse and Kittery Premium Outlets are among the leading attractions you'll want to explore. Don't put off visiting this destination any longer. The ultimate York Harbor vacation is only a few clicks away with Expedia.
The Latest York Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
Nautical Mile
$533
per person
Dec 3 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.
Reviewed on Sep 8, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
$680
per person
Nov 26 - Nov 29
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (400 reviews)
We loved staying at the Docent's Collection at 121 Middle Street. Great staff, great location and great studio. Bed was excellent and the bathroom was large with very nice shower. Loved staying there.
Reviewed on Oct 24, 2026
84 Main
$599
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.8/10 Exceptional! (58 reviews)
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.
Reviewed on Jul 17, 2026
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View all tripsStay near popular York Harbor attractions
York Harbor Beach
9.2/10 (82 reviews)
York Harbor Beach offers gentle surf and soft sands perfect for families with young children. Explore the adjacent Hartley Mason Park or scenic Cliff Walk for a complete coastal Maine experience.
Cliff Walk
This coastal path hugs Maine's dramatic rocky shoreline, offering views of crashing waves and historic estates. Wear sturdy shoes and time your walk for golden hour when the Atlantic gleams against the cliffs.
Sayward-Wheeler House Museum
This preserved Georgian mansion showcases 18th-century colonial life with original furnishings and artifacts. Tour the riverside home where a prominent merchant and Loyalist lived during the Revolutionary War.
York Harbor Hotel Deals
Ashworth by the Sea
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
$163 nightly
$177 total
Nov 8 - Nov 9
Total with taxes and fees
Ogunquit - The Milestone
687 Main Street Ogunquit ME
$70 nightly
$76 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (1,602 reviews)
"Very quiet and clean room."
Reviewed on Oct 24, 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.
Find the Best York Harbor Vacation Packages
York Harbor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portsmouth Intl. Airport (PSM) |
Population | 3,000 |
Max Temp Winter | 35ºF |
Max Temp Summer | 75ºF |
Top Sights | Ogunquit Beach, Long Sands Beach and Short Sands Beach |
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Frequently asked questions
How much does a York Harbor vacation package cost?
Offering great value package deals from $533 on Expedia, you'll be surprised at how little a vacation to York Harbor costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to York Harbor?
If you'd like to snag a cheap York Harbor vacation package, consider traveling in January, July and August. You'll generally find better prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for York Harbor?
The ideal duration for your York Harbor vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to go to all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to York Harbor?
During your York Harbor vacation, you can look forward to enjoying some top-notch walking trails and hiking. Leave enough room in your schedule to check out leading sights like York Harbor Beach and Old School House.
How to find the best York Harbor package deals?
Use Expedia's filters to help you find some tempting York Harbor package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for York Harbor package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a York Harbor vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can personalize your York Harbor getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to York Harbor?
If you're planning an impromptu York Harbor trip, 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 find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later York Harbor vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your York Harbor vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
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- Mount Agamenticus
- Short Sands Beach
- John Hancock Wharf
- Ogunquit Beach
- Footbridge Beach
- Yummies Candy and Nuts
- Kittery Historical and Naval Museum
- Elizabeth Perkins House
- Old School House
- Visit York
- Ogunquit Memorial Library
- Ogunquit Playhouse
- Jefferds Tavern
- Fort McClary State Park
- Kittery Vacations
- Visit York Harbor
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- Kittery Premium Outlets
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- Visit York Beach
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.