Find Historic Hotels in Winchester, IN

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Check availability on Winchester Historic Hotels

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top Winchester Historic Hotels

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Recommended hotels in Winchester

Indoor pool
Randolph Inn and Suites
Randolph Inn and Suites
2.5 star property
9.0 out of 10, Wonderful, (241)
"Nice hotel"
United States
William
Randolph Inn and Suites
Exterior
Comfort Suites
Comfort Suites
2.5 star property
9.4 out of 10, Exceptional, (626)
"Very clean and quiet"
United States
Cindy
The price is NT$2,796
NT$3,193 total
includes taxes & fees
Nov 24 - Nov 25
Comfort Suites
Food court
Best Western Plus Richmond Indiana I-70
Best Western Plus Richmond Indiana I-70
2.5 star property
8.4 out of 10, Very Good, (1004)
"Great stay"
United States
Jeff
The price is NT$2,874
NT$3,219 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Plus Richmond Indiana I-70
Front of property
The Golden Inn
The Golden Inn
2.5 star property
9.2 out of 10, Wonderful, (431)
"Wonderful place to stay, clean rooms and quiet, very comfortable, would stay here again so nice."
United States
Renee
The price is NT$2,250
NT$2,549 total
includes taxes & fees
Nov 5 - Nov 6
The Golden Inn
Free WiFi, bed sheets
Motel 6 Richmond, IN
Motel 6 Richmond, IN
2.0 star property
7.8 out of 10, Good, (977)
"Great to be able to walk to food and get great food"
United States
Darlene
The price is NT$1,605
NT$1,798 total
includes taxes & fees
Nov 17 - Nov 18
Motel 6 Richmond, IN
Free daily on-the-go breakfast
Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHG
2.5 star property
9.2 out of 10, Wonderful, (348)
"Excellent stay every time we are there friendly staff all around awesome stay"
United States
Rebecca
The price is NT$3,206
NT$3,591 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express & Suites Portland by IHG
Room, 1 King Bed, Non Smoking, Jetted Tub | Iron/ironing board, free WiFi, bed sheets, alarm clocks
Quality Inn Greenville North
Quality Inn Greenville North
2.5 star property
8.2 out of 10, Very Good, (340)
"Friendly staff, clean quiet room."
United States
Denise
The price is NT$3,135
NT$3,551 total
includes taxes & fees
Nov 17 - Nov 18
Quality Inn Greenville North
Reception
Richmond Inn & Suites
Richmond Inn & Suites
2.0 star property
7.0 out of 10, Good, (353)
"A good value for a one night stay. Nothing fancy, but quiet and comfortable."
United States
Greg
The price is NT$1,107
NT$1,700 total
includes taxes & fees
Dec 5 - Dec 6
Richmond Inn & Suites
View from property
Fairfield Inn by Marriott Richmond
Fairfield Inn by Marriott Richmond
2.5 star property
9.0 out of 10, Wonderful, (511)
"Front desk Evonne was courteous and helpful especially after I had been driving all day at it was 11:00 pm! "
United States
Lori
The price is NT$3,105
NT$3,516 total
includes taxes & fees
Nov 9 - Nov 10
Fairfield Inn by Marriott Richmond
Property amenity
Surestay By Best Western Greenville
Surestay By Best Western Greenville
2.5 star property
7.8 out of 10, Good, (379)
"The faucet was coming out of the wall. There were bugs coming out of the bathroom sink. The sheets were stained. For the rates they’re expecting, it needs work. "
United States
Shawna
The price is NT$2,844
NT$3,221 total
includes taxes & fees
Nov 10 - Nov 11
Surestay By Best Western Greenville
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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Top Winchester Hotel Reviews

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

10/10 Excellent
"In 2025, the nearby construction is getting close to finished, but there were no noise or dust issues and the hotel was very nice and very clean. I’d stay there again any time."
Ken 1-night trip
Posted 6 days ago
Best Western Plus Richmond Indiana I-70
Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

10/10 Excellent
"Clean room"
Elizabeth 1-night trip
Posted 6 days ago
Hampton Inn & Suites Richmond, IN

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Frequently asked questions

What should a history buff expect from a stay in Winchester?
Significant historical sites in Winchester are likely at the top of your sightseeing list. While you're in town, why not also enjoy the many sights including the golf courses?
How many historical hotels are there in Winchester?
In Winchester, there are 2 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical sites and other places to visit in Winchester?
A couple of favorite places to visit are Winchester Golf Club and Winchester Speedway. You'll also find Prairie Creek Reservoir and Campground and Darke County Fairgrounds in the area.
What is a historic hotel like in Winchester?
When you choose a historic hotel, you'll sleep someplace that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of such hotels in Winchester, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and actual building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Winchester have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found in a hotel should be available at a historic hotel. When you book a historic hotel in Winchester, don't worry that you'll be staying at a place that's uncomfortable or rundown.