Cortland Vacations from $310

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Your Cortland Vacation

Take the worry out of planning your next epic adventure with a Cortland vacation package. Whether you're here for its art, food, architecture or other highlights, there's a never-ending supply of new experiences to be had. Every good trip to Cortland should include a bit of sightseeing. What to do first? Mosquito Lake State Park and Ernie Hall Aviation Museum are main attractions. A couple of clicks is all it takes to create the ultimate Cortland vacation on Expedia.

The Latest Cortland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Cleveland-Westlake

Hampton Inn Cleveland-Westlake

2.5 out of 5
Price was $405, price is now $310 per person
$310
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.2/10 Very Good! (1,004 reviews)
Decent breakfasts nice variety and good comfortable beds. It is clean with great

Reviewed on Aug 15, 2025

The Willoughby House

The Willoughby House

3 out of 5
Save 100% on your flight
Price was $584, price is now $408 per person
$408
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
10/10 Exceptional! (2 reviews)
Beautiful property. Nice location. Excellent lounge & restaurant.

Reviewed on Aug 4, 2025

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $492, price is now $368 per person
$368
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
7.2/10 Good! (1,263 reviews)
This is a very tired property and front desk staff were not very well trained or friendly.

Reviewed on Aug 19, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $694, price is now $536 per person
$536
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,012 reviews)
Our suite was very unique and offered us something different and more home-like. The record player and records or even a guitar we could play were unexpected surprises!

Reviewed on Aug 20, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $781, price is now $611 per person
$611
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,491 reviews)
Issue w shower water temp adjustment

Reviewed on Aug 18, 2025

Don't see what you're looking for?
See all available trips from Columbus to Cortland
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Discover the most popular places to visit in Cortland

Greene Eagle Winery

You can enjoy a tasting or tour at Greene Eagle Winery during your travels to Cortland. Amble around the area's parks or experience its museums.

Greene Eagle Winery

Cortland Hotel Deals

Park Inn by Radisson Sharon

Park Inn by Radisson Sharon

3.5 out of 5
3377 New Castle Road, West Middlesex, PA
Fully refundable
$59 nightly
The price is $65 total per night from Sep 1 to Sep 2
$65 total
Sep 1 - Sep 2
Total includes taxes and fees
6.4/10 (1,005 reviews)
"The place is good compared to to price"

Reviewed on Aug 9, 2025

Park Inn by Radisson Sharon
Days Inn by Wyndham Niles

Days Inn by Wyndham Niles

2 out of 5
1300 Youngstown Warren Rd, Niles, OH
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Aug 24 to Aug 25
$82 total
Aug 24 - Aug 25
Total includes taxes and fees
7.2/10 Good! (644 reviews)
Solid Option
"Great convenient location. Friendly staff. Great value and price"

Reviewed on Aug 17, 2025

Days Inn by Wyndham Niles
Wingate by Wyndham Youngstown/Austintown

Wingate by Wyndham Youngstown/Austintown

2.5 out of 5
5570 Patriot Blvd, Austintown, OH
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Sep 14 to Sep 15
$93 total
Sep 14 - Sep 15
Total includes taxes and fees
8.2/10 Very Good! (821 reviews)
"Good place"

Reviewed on Aug 18, 2025

Wingate by Wyndham Youngstown/Austintown
See all 315 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?
Offering great value package deals from $310 on Expedia, you'll be pleasantly surprised at how much a vacation to Cortland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cortland?
If you're looking to snag a cheap Cortland vacation package, consider planning a trip in November, December and January. You'll generally find lower rates on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Cortland?
The ideal duration of your Cortland vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Cortland package deals?
Use Expedia's handy filters to find some tempting 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 break for midweek, or browse for Cortland package deals in the off-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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Cortland vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Cortland?
If you have your Cortland vacation dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Cortland vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Cortland vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.