Winesburg Vacations from $294
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Your Winesburg Vacation
Skip the stress of organizing your next epic adventure with a Winesburg vacation package. Whether you've come for its art, food, architecture or something else, this city offers endless possibilities for fun. Make your trip to Winesburg even more enjoyable by going sightseeing. The Amish Country Theater, Yoders Amish Home and Amish and Mennonite Heritage Center are among the top attractions worth exploring. Check out Expedia's wide range of travel options and begin planning your dream vacation to Winesburg today.
The Latest Winesburg vacation packages
Price found within the past 48 hours. Click for updated prices.
Fidelity Hotel
Downtown Cleveland
Price was $1,490, price is now $1,044 per person
$1,044
per person
Mar 20 - Mar 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
9.6/10 Exceptional! (471 reviews)
Omg omg omg it’s a beautiful Time Machine in there. The staff are so kind. So pleasant that it’s haunting. You’ll never want to leave and may feel like you’ve been there for years lol. Also there’s a mini bar.
Reviewed on Jan 16, 2026
InterContinental Suites Hotel Cleveland by IHG
Fairfax
Price was $758, price is now $573 per person
$573
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
New York (LGA) to Cleveland (CLE)
8.8/10 Excellent! (1,002 reviews)
I have stayed at The Intercontinental several times, durimg my visits to the Cleveland Clinic.
The rooms are large, clean and comfortable. Linens are very soft. The staff, all the way from desk assistance to restaurant staff were always so helpful. Much needed when navigating the clinic.
Reviewed on Dec 23, 2025
Winesburg Hotel Deals
Peaceful, Spacious, Historic Stone Cottage Getaway
Dundee OH
9.8/10 Exceptional! (295 reviews)
We enjoyed our weekend at the Stone Cottage. We had plenty of room as there were two of us and it sleeps twelve. It's tastefully decorated for Christmas and felt really cozy, especially when the gas fireplace was on. Our two dogs enjoyed the fenced area and (they are little) standingby the windows ...
Reviewed on Dec 8, 2025
Carlisle Inn Walnut Creek
4949 State Route 515 Millersburg OH
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Jan 25 to Jan 26
$124 total
Jan 25 - Jan 26
Total with taxes and fees
9.6/10 Exceptional! (1,012 reviews)
Very clean and the staff very nice.
Reviewed on Jan 9, 2026
Fairfield Inn & Suites Canton South
4025 Greentree Avenue Canton OH
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Jan 22 to Jan 23
$98 total
Jan 22 - Jan 23
Total with taxes and fees
9.4/10 Exceptional! (1,007 reviews)
Every aspect of our stay was exceptional. The staff were welcoming, friendly and accommodating. Any issue that came up was addressed and resolved quickly (and with a smile). The rooms were clean, comfortable and modern. I would definitely stay here again!
Reviewed on Jan 7, 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.
Find the Best Winesburg Vacation Packages
Winesburg Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Akron-Canton Airport (CAK) |
Population | 350 |
Top Sights | Ohio Star Theater at Dutch Valley, The Amish Country Theater and Breitenbach Wine Cellars |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
