Winesburg Holidays

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Your Winesburg Holiday

With a holiday package to Winesburg, say goodbye to travel planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can spend more time discovering this awesome city. If your trip to Winesburg includes a little sightseeing, visit famous attractions like The Amish Country Theatre, Yoders Amish Home and Amish and Mennonite Heritage Centre. Expedia has what you need to escape the everyday. Tailor your holiday to Winesburg to suit your style of travel, whatever that may be!

Winesburg Holiday

Winesburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Akron-Canton Airport (CAK)
Population
350
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
The Amish Country Theatre, Ohio Star Theatre at Dutch Valley and Breitenbach Wine Cellars

Our pick of the best Winesburg Hotel Deals

Peaceful, Spacious, Historic Stone Cottage Getaway

Peaceful, Spacious, Historic Stone Cottage Getaway

Dundee OH
10/10 Exceptional! (311 reviews)
"Perfect getaway cottage with a small town feel. We enjoyed watching the local softball games at the park located directly behind the cottage.In the mornings we would have a quick breakfast before heading out for the day. The kitchen was well stocked with cups, plates, etc. After exploring the area ..."

Reviewed on 8 June 2026

Get rates
Peaceful, Spacious, Historic Stone Cottage Getaway
Carlisle Inn Sugarcreek

Carlisle Inn Sugarcreek

2.5 out of 5
1357 Old Route 39 Sugarcreek OH
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 12 July to 13 July
AU$218
12 July - 13 July
includes taxes & fees
9.8/10 Exceptional! (1,376 reviews)
"The appointments of the hotel were very nice. We really enjoyed it. It was relaxing, clean well-maintained. The staff was very helpful. I spilled my coffee in the breakfast room and the lady working there came right away and cleaned it up and wouldn’t let us do it would go back a little pricey, but ..."

Reviewed on 4 July 2026

Carlisle Inn Sugarcreek
Berlin Grande Hotel

Berlin Grande Hotel

2.5 out of 5
4787 Township Rd. 366 Millersburg OH
The price is AU$204 per night from 13 July to 14 July
AU$204
13 July - 14 July
includes taxes & fees
9.6/10 Exceptional! (1,016 reviews)
"Beautiful place!! One of the best we’ve ever stayed at and not even very expensive. Our room had new floors so it smelled fresh and clean. Will definitely stay again"

Reviewed on 4 July 2026

Berlin Grande Hotel
See all 556 properties in Winesburg
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winesburg holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Winesburg costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winesburg?
January, February and November are the best times to look for cheap Winesburg holiday packages. Travelling in less busy months means you can usually find lower prices on flights and accommodation.
How many days is enough for Winesburg?
The ideal duration of your Winesburg holiday depends on what you'd like to do. Generally, a handful of days to a week will give you time to check out all the leading sights and explore some hidden treasures along the way.
How to find the best Winesburg package deals?
Use Expedia's filter tool to find some great Winesburg package deals. When you start 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 trip for midweek, or browse for Winesburg package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Winesburg holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and accommodation separately. Better still, you can tailor your Winesburg getaway to fit your exact needs. 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 holiday package to Winesburg?
If you're considering a spur-of-the-moment Winesburg adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Winesburg?

  1. Choose your travel dates: What you'd like to do in Winesburg and your preferred season can help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Winesburg. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Winesburg. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the right Winesburg holiday package for you.

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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.