Title: Book the Best HISTORIC Hotels in Winchester in 2026 | Expedia.ca

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## Check availability on Winchester Historic Hotels

Tonight

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winchester

![Golf](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/c5613c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/fee1facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/dace20e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/371cc159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Randolph Inn and Suites

[](https://www.expedia.ca/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information)

Winchester

9.0/10

Wonderful

(250 reviews)

"Yes, the room was very clean and the staff was extremely helpful"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Loreli

[](https://www.expedia.ca/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information)

![Room, 1 King Bed, Accessible, Non Smoking (Mobility, Bathtub w/Grab Bars)](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/10e8caa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/8e0808d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/5f1a50ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Richmond I-70

[](https://www.expedia.ca/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information)

Richmond

8.4/10

Very good

(1,003 reviews)

"Staff friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $91

CA $102 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/c84ecc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/8c4791db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/6e3a4720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/b30bf8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Richmond East

[](https://www.expedia.ca/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information)

Richmond

9.4/10

Exceptional

(675 reviews)

"Incredible clean and well kept property, awesome hot breakfast and wonderful staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas

CA $124

CA $142 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248460/f73ddc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248460/dd12057b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248460/00cfe45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248460/9f7f39ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Surestay By Best Western Greenville

[](https://www.expedia.ca/Greenville-Hotels-Surestay-By-Best-Western-Greenville.h5248460.Hotel-Information)

Greenville

7.8/10

Good

(386 reviews)

"stayed here when it was not Best Western. New owners have made improvements. Safe stay for travelers."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $101

CA $115 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Greenville-Hotels-Surestay-By-Best-Western-Greenville.h5248460.Hotel-Information)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/b66d8027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/cbe3bd0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/4394c4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/02bf683d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Portland by IHG

[](https://www.expedia.ca/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.Hotel-Information)

Portland

9.2/10

Wonderful

(356 reviews)

"Excellent stay every time we are there friendly staff all around awesome stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $132

CA $148 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/7046bbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/5ad69878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/e99bdaf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/b84efd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Richmond, IN

[](https://www.expedia.ca/Richmond-Hotels-Motel-6-Richmond.h50102.Hotel-Information)

Richmond

8.0/10

Very good

(1,000 reviews)

"Great stay, friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $58

CA $65 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Richmond-Hotels-Motel-6-Richmond.h50102.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/619f2889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/57d10bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/56a546ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/f7718af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn by Marriott Richmond

[](https://www.expedia.ca/Dayton-Hotels-Fairfield-Inn-By-Marriott-Richmond.h52875.Hotel-Information)

New Paris

9.0/10

Wonderful

(518 reviews)

"The room was clean, the staff was polite and friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie

CA $126

CA $143 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Dayton-Hotels-Fairfield-Inn-By-Marriott-Richmond.h52875.Hotel-Information)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/29000000/28930000/28925200/28925183/4bd59a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/29000000/28930000/28925200/28925183/62820953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/29000000/28930000/28925200/28925183/5709ba71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/29000000/28930000/28925200/28925183/e2488af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hoosier Inn

[](https://www.expedia.ca/Muncie-Hotels-Hoosier-Inn.h28925183.Hotel-Information)

Portland

8.8/10

Excellent

(136 reviews)

"Clean rooms, friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $105

CA $118 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Muncie-Hotels-Hoosier-Inn.h28925183.Hotel-Information)

![Studio Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/855800/855782/66cd7949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/860000/855800/855782/3bad9f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855800/855782/637fe20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/860000/855800/855782/d623148f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Centerville-Richmond

[](https://www.expedia.ca/Richmond-Hotels-Super-8-By-Wyndham-Centerville-Richmond.h855782.Hotel-Information)

Centerville

6.0/10

(334 reviews)

"Nice managed motel. Will definitely be staying here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kenny

CA $72

CA $81 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Richmond-Hotels-Super-8-By-Wyndham-Centerville-Richmond.h855782.Hotel-Information)

![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/19000000/18590000/18585800/18585726/4a60abc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/19000000/18590000/18585800/18585726/0f196d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/19000000/18590000/18585800/18585726/be79042b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18590000/18585800/18585726/27fe68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Golden Inn

[](https://www.expedia.ca/Dayton-Hotels-The-Golden-Inn.h18585726.Hotel-Information)

New Paris

9.2/10

Wonderful

(435 reviews)

"Clean room, ample parking, quiet location, friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $88

CA $100 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Dayton-Hotels-The-Golden-Inn.h18585726.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16&regionId=6046207&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Winchester Hotel Reviews

![Best Western Plus Richmond Indiana I-70](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/d93a0730_y.jpg)

### Best Western Plus Richmond Indiana I-70

10/10 Excellent

"Clean and comfortable rooms, friendly staff."

[](https://expedia.ca/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information)

## Frequently asked questions

### What should a history buff expect from a stay in Winchester?

### How many historical hotels are there in Winchester?

### What are the top historical sites and other places to visit in Winchester?

### What is a historic hotel like in Winchester?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Winchester have modern facilities?

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