Cortland Vacation Packages

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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.

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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
The price is CA $147 per night from Aug 3 to Aug 4
CA $147
CA $167 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (724 reviews)
"Great parking, good lighting, safe environment, staff was available till at least 1030 pm when we arrived for the night in! Putt putt golf available on property! Small convenience store across the street. Overall we were very happy and recommend this place!"

Reviewed on Jul. 12, 2025

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
The price is CA $193 per night from Aug 3 to Aug 4
CA $193
CA $226 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (173 reviews)
"Nice place would stay there again"

Reviewed on Jul. 11, 2025

The Hermitage Inn and Taphouse
Luxurious, rustic, private vacation home with great view.
Luxurious, rustic, private vacation home with great view.
Davis
10/10 Exceptional! (335 reviews)
Great experience!
"The house was amazing, it's a neighborhood was beautiful. I highly recommend. Also had a very good view."

Reviewed on Jun. 28, 2025

Get rates
Luxurious, rustic, private vacation home with great view.
See all 570 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Cortland

Blackwater Falls State Park

Blackwater Falls State Park

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

Frequently asked questions

How much does a Cortland vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Cortland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Cortland?
If you'd like to score a cheap Cortland vacation package, consider travelling in January, February and April. You're likely to find better prices on hotels and flights during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Cortland?
Cortland vacations come in all shapes and sizes, but to really get a feel for this destination, we think 2 days is a good ballpark. With this timeframe, you can fit in major attractions like Canaan Valley Resort State Park and Canaan Valley Ski Resort as well as underrated gems. Don't miss out on neighbourhoods such as Timberline and Old Timberline either. If you plan wisely, you can even allow for a day trip from Cortland too.
How to find the best Cortland package deals?
Use Expedia's filters to help you find some of the best Cortland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Cortland package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cortland vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Cortland getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Cortland?
If you have your Cortland vacation dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Cortland?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Cortland.
  2. Plan your budget wisely: On top of the price of your accommodations, you'll need to consider other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Cortland.
  3. Determine how many days away: Start by listing all the attractions you'd like to experience in Cortland. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, book the ideal Cortland vacation package for you.

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