Title: Winesburg Vacation Packages & Trips 2026 from CA $1,096 | Expedia.ca

[Hotels in Winesburg](https://expedia.ca/Winesburg-Hotels.d3000453774.Travel-Guide-Hotels)[Vacation Rentals in Winesburg](https://expedia.ca/Winesburg-Vacation-Rentals.d3000453774.Travel-Guide-VacationRentals)[Winesburg Car Rentals](https://expedia.ca/Car-Rentals-In-Winesburg.d3000453774.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000453774/8485efd4-5319-47e1-b406-e5f9d2eb8e65.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Winesburg Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/The-Amish-Country-Theater-Millersburg.d553248621532660013.Vacation-Attraction), [Yoders Amish Home](https://www.expedia.ca/Yoders-Amish-Home-Millersburg.d553248621532660028.Vacation-Attraction) and [Amish and Mennonite Heritage Center](https://www.expedia.ca/Amish-And-Mennonite-Heritage-Center-Millersburg.d553248621532660018.Vacation-Attraction) 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.

![Hotel Indigo Cleveland Downtown by IHG](https://images.trvl-media.com/lodging/1000000/120000/119000/119000/11326ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Indigo Cleveland Downtown by IHG

Downtown Cleveland

CA $1,096

per person

May 15 - May 17

found 6 hours ago

Roundtrip flight included

Edmonton (YEG) to Cleveland (CLE)

8.4/10 Very Good! (1,586 reviews)

Clean, comfortable, and reasonably priced! PLUS — right across the street from Rocket Arena and Jacob’s Field!!!

Reviewed on Mar 2, 2026

![Kimpton Schofield Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181279/ba15d366_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Schofield Hotel by IHG

Downtown Cleveland

CA $1,316

per person

May 15 - May 17

found 6 hours ago

Roundtrip flight included

Edmonton (YEG) to Cleveland (CLE)

8.8/10 Excellent! (1,005 reviews)

The air conditioning doesn’t seem to be working properly. Although the heating is on, the room is very cold.

Reviewed on Mar 3, 2026

![Hilton Garden Inn Cleveland Downtown](https://images.trvl-media.com/lodging/1000000/870000/866100/866043/2d490d61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Cleveland Downtown

Downtown Cleveland

CA $1,163

per person

May 15 - May 17

found 6 hours ago

Roundtrip flight included

Edmonton (YEG) to Cleveland (CLE)

7.6/10 Good! (1,001 reviews)

Very helpful staff! We enjoyed the poo

Reviewed on Feb 17, 2026

![Fidelity Hotel](https://images.trvl-media.com/lodging/110000000/109300000/109297700/109297621/47714b0d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fidelity Hotel

Downtown Cleveland

CA $1,178

per person

May 15 - May 17

found 6 hours ago

Roundtrip flight included

Edmonton (YEG) to Cleveland (CLE)

9.6/10 Exceptional! (650 reviews)

This was the most lovely hotel I've ever stayed at. Loved those 1920's vibes. The bee's knees. The cat's meow. Etc. I could've lived in my room forever. They keep everything clean, friendly and safe. AND it was the most quiet hotel! Absolutely loved that too. I enjoyed some of the fun extras in the room. Would definitely stay again. 10/10 highly recommend.

Reviewed on Mar 2, 2026

![InterContinental Cleveland by IHG](https://images.trvl-media.com/lodging/1000000/920000/916400/916333/6d6c9251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### InterContinental Cleveland by IHG

Fairfax

CA $1,207

per person

May 15 - May 17

found 6 hours ago

Roundtrip flight included

Edmonton (YEG) to Cleveland (CLE)

9/10 Wonderful! (868 reviews)

All good except the mold/mildew in the shower

Reviewed on Mar 2, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000453774)

## Ready to book your vacation to Winesburg?

Choose your dates

## Winesburg Hotel Deals

![Peaceful, Spacious, Historic Stone Cottage Getaway](https://images.trvl-media.com/lodging/34000000/33970000/33966600/33966583/ec5c30b1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Peaceful, Spacious, Historic Stone Cottage Getaway

 Dundee OH

[Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=33966583&PinnedHotelID=33966583&HadPinnedHotel=true&regionId=3000453774)

[](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=33966583&PinnedHotelID=33966583&HadPinnedHotel=true&regionId=3000453774)

![Carlisle Inn Sugarcreek](https://images.trvl-media.com/lodging/7000000/6660000/6655300/6655267/b412f678_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Carlisle Inn Sugarcreek

1357 Old Route 39 Sugarcreek OH

CA $166

CA $188 total

Mar 10 - Mar 11

includes taxes & fees

9.8/10 Exceptional! (1,367 reviews)

Very nice staff, clean rooms great place to stay!!!!! 10 Stars

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=6655267&PinnedHotelID=6655267&HadPinnedHotel=true&regionId=3000453774)

![Carlisle Inn Walnut Creek](https://images.trvl-media.com/lodging/23000000/22970000/22969000/22968968/0072ba31_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Carlisle Inn Walnut Creek

4949 State Route 515 Millersburg OH

Fully refundableReserve now, pay when you stay

CA $146

CA $166 total

Mar 8 - Mar 9

includes taxes & fees

9.8/10 Exceptional! (1,004 reviews)

All of the above

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=22968968&PinnedHotelID=22968968&HadPinnedHotel=true&regionId=3000453774)

[See all 537 properties in Winesburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&regionId=3000453774)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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