Winesburg Vacation Packages
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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.
Top Winesburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kimpton Schofield Hotel by IHG
Downtown Cleveland
Price was CA $1,502, price is now CA $1,195 per person
CA $1,195
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
8.8/10 Excellent! (1,002 reviews)
Great location to the Rocket Arena, breakfast was phenomenal. Dinner at betts was also good. Valet parking expensive and South Park not convenient. Every staff encountered was very helpful.
Reviewed on Apr 18, 2026
Fidelity Hotel
Downtown Cleveland
Price was CA $1,637, price is now CA $1,311 per person
CA $1,311
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
9.6/10 Exceptional! (713 reviews)
There was no breakfast bar. But the restaurant served breakfast. It was very good but, a little costly.
Reviewed on Apr 16, 2026
The Westin Cleveland Downtown
Downtown Cleveland
Price was CA $2,344, price is now CA $1,878 per person
CA $1,878
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
8.6/10 Excellent! (2,141 reviews)
Only thing I wish was different I wish they would have included free breakfast with our stay , but other than that 10/10
Reviewed on Apr 13, 2026
InterContinental Suites Hotel Cleveland by IHG
Fairfax
Price was CA $1,503, price is now CA $1,244 per person
CA $1,244
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
8.8/10 Excellent! (1,004 reviews)
Loved everything about it
Reviewed on Apr 11, 2026
Winesburg Hotel Deals
Peaceful, Spacious, Historic Stone Cottage Getaway
Dundee OH
Carlisle Inn Sugarcreek
1357 Old Route 39 Sugarcreek OH
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from May 17 to May 18
CA $159
CA $179 total
May 17 - May 18
includes taxes & fees
9.8/10 Exceptional! (1,387 reviews)
We have stayed at most of the hotels,and bed n breakfasts in the area and this one is probably one of the best! Its clean,roomy and very friendly and accommodating.....just beautiful
Reviewed on Apr 17, 2026
Berlin Grande Hotel
4787 Township Rd. 366 Millersburg OH
The price is CA $184 per night from May 13 to May 14
CA $184
CA $208 total
May 13 - May 14
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
The “hot” tub was barely lukewarm. That was too bad because the jets seemed to be working great. There are two gas powered fire pits in a lovely area. Unfortunately, one of the fireplaces would not stay lit. We reported it thinking it just needed more propane. That was not the answer. The breakfast ...
Reviewed on Apr 17, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
