Cortland Vacations from $561

Book a Hotel + Flight or Car together to unlock savings

Your Cortland Vacation

Spend less time planning and more time having exciting adventures with a Cortland vacation package. The neighborhood of Timberline, which is good for skiing and hiking, makes an excellent base for your city escape. Fill your schedule with tours of Blackwater Falls State Park, Canaan Valley Ski Resort and Blackwater Falls, some of the top attractions you simply have to see during your trip to Cortland. Whoever you're taking a break with and whatever the size of your budget, your ultimate Cortland vacation is just a few clicks away with Expedia.

The Latest Cortland vacation packages

Price found within the past 48 hours. Click for updated prices.
Cannon Hill Inn

Cannon Hill Inn

4 out of 5
Price was $660, price is now $561 per person
$561
per person
Nov 7 - Nov 9
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Morgantown (MGW)
9.2/10 Wonderful! (38 reviews)
Love this place, & the owner is so friendly.

Reviewed on Jul 2, 2025

VVS - Very Very Special

VVS - Very Very Special

3.5 out of 5
Price was $7,169, price is now $6,246 per person
$6,246
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
New York (JFK) to Morgantown (MGW)
No reviews
Sonesta Essential Morgantown

Sonesta Essential Morgantown

2.5 out of 5
Price was $851, price is now $744 per person
$744
per person
Nov 7 - Nov 9
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Morgantown (MGW)
7.4/10 Good! (1,001 reviews)
great place for last minute stay

Reviewed on Sep 8, 2025

Lakeview Golf Resort

Lakeview Golf Resort

3.5 out of 5
Price was $825, price is now $724 per person
$724
per person
Nov 7 - Nov 9
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Morgantown (MGW)
6.2/10 (877 reviews)
Surprised this place has so many bad reviews. Sure it’s a bit dated but that’s not really a huge issue in the grand scheme of things. Everything else was fine. People expecting 5 star resorts for 3 star hotel prices are stupid and annoying.

Reviewed on Aug 13, 2025

Lakeview Golf Resort Townhouses

Lakeview Golf Resort Townhouses

4 out of 5
Price was $1,066, price is now $935 per person
$935
per person
Nov 7 - Nov 9
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Morgantown (MGW)
6.8/10 (20 reviews)
after sunset it is very dark to drive and very few dining options no restaurant onsite

Reviewed on Dec 2, 2024

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Discover the most popular places to visit in Cortland

#Trovember #BlackwaterFalls #my #favorite #waterfalls.

Blackwater Falls State Park

4.5/5(50 reviews)

Commune with nature and explore the great outdoors at Blackwater Falls State Park during your travels in Davis. Wander the parks or discover the waterfalls in this relaxing area.

Blackwater Falls State Park

Canaan Valley Ski Resort

4.5/5(14 reviews)

Hit the slopes in Canaan Valley with a visit to Canaan Valley Ski Resort. Discover the waterfalls and mountain views in this relaxing area.

Canaan Valley Ski Resort

Blackwater Falls

5/5(39 reviews)

Commune with nature and explore the great outdoors at Blackwater Falls during your travels in Davis. Discover the area's waterfalls and mountain views.

Blackwater Falls

Cortland Hotel Deals

The Inn at Canaan

The Inn at Canaan

2.5 out of 5
6526 Appalachian Highway, Davis, WV
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Sep 14 to Sep 15
$147 total
Sep 14 - Sep 15
Total with taxes and fees
The Inn at Canaan
The Hermitage Inn and Taphouse

The Hermitage Inn and Taphouse

2.5 out of 5
203 Virginia Ave, Petersburg, WV
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $165 total per night from Sep 30 to Oct 1
$165 total
Sep 30 - Oct 1
Total with taxes and fees
The Hermitage Inn and Taphouse
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Davis
$149 nightly
The price is $169 total per night from Sep 15 to Sep 16
$169 total
Sep 15 - Sep 16
Total with taxes and fees
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
See all 575 properties in Cortland
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.

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Frequently asked questions

How much does a Cortland vacation package cost?
You'll find cheap prices from $561 on Expedia for your Cortland break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Cortland costs.
What are the cheapest months to go to Cortland?
August, November and December are the best times to search for cheap Cortland vacation packages. Opting to travel in less busy periods means you can generally find lower prices on flights and hotels.
How many days is enough for Cortland?
Generally, a handful of days is enough to tick off the main attractions during your Cortland vacation. However, if you prefer to have some time to relax or take day trips, think about extending your itinerary.
How to find the best Cortland package deals?
Use Expedia's filters to help you find some great Cortland package deals. When you begin 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 adventure for midweek, or search for Cortland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Cortland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Cortland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cortland?
If you've got your Cortland travel dates locked in, book as early as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Cortland vacation packages?
Set off on your dream getaway to Cortland with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up cheap deals before they sell out.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.