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.
Ready to book your vacation to Cortland?
Cortland Hotel Deals
The Hermitage Inn and Taphouse
203 Virginia Ave Petersburg WV
Fully refundableReserve now, pay when you stay
CA $207
CA $242 total
Aug 18 - Aug 19
includes taxes & fees
9.2/10 Wonderful! (265 reviews)
"Nice place. Room was comfortable and spacious. TV was a little tricky but with patience and perseverance I figured out I needed the confidence boost anyway after the 6,000 steps at Blackwater Falls. 👍👍"
Reviewed on Aug 6, 2026
The Inn at Canaan
6526 Appalachian Highway Davis WV
Fully refundableReserve now, pay when you stay
CA $161
CA $183 total
Aug 21 - Aug 22
includes taxes & fees
8.6/10 Excellent! (890 reviews)
"I made reservations to stay here one night by mistake bekng it was over 4 hours away so I immediately called and told them. I never did get a refund so that was fun !"
Reviewed on Aug 7, 2026
Garagemahal! Trails and waterfalls right out the door, forested and quiet.
Davis WV
10/10 Exceptional! (317 reviews)
"The Garagemahal is wonderful! The location cannot be beat. Chip and Laurie were helpful and friendly hosts, fixing a small thing very quickly when we reached out. Even though their house is nearby, they provided plenty of space and privacy and made us feel very welcome to enjoy the home and property. ..."
Reviewed on Aug 2, 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.
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?
- 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.
- 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.
- 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.
- 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.
