York Harbor Vacations from $492

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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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $640, price is now $492 per person
$492
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (83 reviews)
We had a wonderful stay, breakfast was great

Reviewed on Feb 18, 2026

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $813, price is now $574 per person
$574
per person
May 1 - May 4
found 16 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from

Reviewed on Jan 23, 2026

84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $889, price is now $629 per person
$629
per person
Mar 30 - Apr 5
found 19 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $807, price is now $586 per person
$586
per person
May 1 - May 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.

Reviewed on Jan 3, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $921, price is now $702 per person
$702
per person
May 1 - May 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

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Discover the most popular places to visit in York Harbor

York Harbor Beach

York Harbor Beach

Families with young children will love this smaller, but quite beautiful, beach on southern Maine’s Atlantic coastline. Be sure to bring a picnic.

York Harbor Beach

York Harbor Hotel Deals

York Harbor Inn

York Harbor Inn

3 out of 5
480 York St York Harbor ME
$359 nightly
The price is $391 total per night from Feb 22 to Feb 23
$391 total
Feb 22 - Feb 23
Total with taxes and fees
York Harbor Inn
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

3 out of 5
100 High St Portsmouth NH
Fully refundable
$99 nightly
The price is $107 total per night from Mar 8 to Mar 9
$107 total
Mar 8 - Mar 9
Total with taxes and fees
8.4/10 Very Good! (250 reviews)
Nice clean room. Loved the big roomy shower!

Reviewed on Feb 21, 2026

Hilton Garden Inn Portsmouth Downtown
Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $110 total per night from Mar 1 to Mar 2
$110 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Courteous

Reviewed on Feb 19, 2026

Hampton Inn Portsmouth Central
See all 2,816 properties in York Harbor
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 $492 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.