York Cliffs Vacations from $698

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Your York Cliffs Vacation

When you organize a vacation package to York Cliffs, you can relax and enjoy your break knowing that all your travel plans are in order. Discover the many charms of this amazing city while based in a neighborhood like Bald Head, which is good for views. Make your trip to York Cliffs even more fun by going sightseeing. St. Peter’s By-The-Sea Protestant Episcopal Church, Cape Neddick Country Club and Mount Agamenticus are among the top attractions worth exploring. Expedia is here to help you escape the everyday. Tailor your vacation to York Cliffs to match your travel style, whatever that may be!

The Latest York Cliffs vacation packages

Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $877, price is now $698 per person
$698
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.6/10 Exceptional! (136 reviews)

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Price was $1,424, price is now $1,071 per person
$1,071
per person
Dec 28 - Jan 2
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to Portland (PWM)
8.8/10 Excellent! (65 reviews)
Very unique and fun history.

Reviewed on Oct 27, 2026

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,099, price is now $832 per person
$832
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.8/10 Exceptional! (81 reviews)

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,243, price is now $945 per person
$945
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,485, price is now $1,201 per person
$1,201
per person
Dec 31 - Jan 5
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (763 reviews)
Amazing place for our Mini Moon! Would definitely recommend

Reviewed on Nov 13, 2026

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York Cliffs Hotel Deals

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
Get rates
Ogunquit - The Milestone
Port Inn & Suites Kennebunk, an Ascend Collection Hotel

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

2.5 out of 5
55 York St Kennebunk ME
Fully refundable
$108 nightly
The price is $118 total per night from Dec 10 to Dec 11
$118 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"The staff was excellent. We had a newly renovated king suite. We tried to use the coffee maker but it didn’t work. We contacted the front desk and they sent someone up right away but they couldn’t get it to work either. They found that three of the outlets were not working. They brought another one ..."

Reviewed on Nov 11, 2026

Port Inn & Suites Kennebunk, an Ascend Collection Hotel
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
$110 nightly
The price is $119 total per night from Dec 1 to Dec 2
$119 total
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Portsmouth Central
See all 2,559 properties in York Cliffs
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 Cliffs Vacation Packages

York Cliffs Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Top Sights
Center For Wildlife, St. Peter’s By-The-Sea Protestant Episcopal Church and Mount Agamenticus

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Frequently asked questions

How much does a York Cliffs vacation package cost?
You can grab a vacation package to this popular destination from $698 on Expedia. However, how much your vacation to York Cliffs costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to York Cliffs?
November, December and January are the best times to search for cheap York Cliffs vacation packages. Opting to travel in less busy months means you'll typically find reduced prices on flights and hotels.
How many days is enough for York Cliffs?
With a well-organized schedule, you can easily tick off the top York Cliffs sights in a few days. But if you'd like to discover hidden gems or go on day tours, think about booking your York Cliffs vacation for longer.
How to find the best York Cliffs package deals?
Landing a cheap York Cliffs package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable York Cliffs package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a York Cliffs vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your York Cliffs escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to York Cliffs?
If you're considering a spur-of-the-moment York Cliffs trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later York Cliffs vacation packages?
Jet off on your dream trip to York Cliffs with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.