Find hotels in Winchester, IN from ฿1,515

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Check prices for these dates

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24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winchester hotels

Golf
Randolph Inn and Suites

Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
9.0 out of 10, Wonderful, (245)
"Nice hotel"
United States
William
Randolph Inn and Suites
Exterior
Comfort Suites Richmond East

Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (657)
"Everything was great!"
United States
Jon
The price is ฿2,861
฿3,267 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Suites Richmond East
Room, 1 King Bed, Accessible, Non Smoking (Mobility, Bathtub w/Grab Bars) | Iron/ironing board, free cots/infant beds, free WiFi, bed sheets
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.4 out of 10, Very good, (1002)
"Breakfast was fresh and good "
United States
Brian
The price is ฿2,090
฿2,341 total
includes taxes & fees
26 Dec - 27 Dec
Baymont by Wyndham Richmond I-70
Lobby
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70
2.5 star property
Richmond
8.4 out of 10, Very good, (1000)
"New facility, best hotel I’ve stayed in recently!"
United States
Antonia
The price is ฿2,908
฿3,257 total
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western Plus Richmond Indiana I-70
Lobby
Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
2.5 star property
New Paris
9.0 out of 10, Wonderful, (517)
"The room was clean, the staff was polite and friendly. "
United States
Leslie
The price is ฿2,893
฿3,276 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn by Marriott Richmond
Standard 2 Queens Non Smoking | Desk, blackout curtains, soundproofing, iron/ironing board
Quality Inn and Conference Center

Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1000)
"The overnight clerk was very friendly and helpful. The room was clean and spacious."
United States
Jessica
The price is ฿1,454
฿1,629 total
includes taxes & fees
2 Jan - 3 Jan 2026
Quality Inn and Conference Center
Exterior
Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond
3.0 star property
Richmond
9.2 out of 10, Wonderful, (404)
"Great place to stay for families! Clean room, great food."
United States
Lori
The price is ฿2,882
฿3,228 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Richmond
Free WiFi, bed sheets
Motel 6 Richmond, IN

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
7.8 out of 10, Good, (1004)
"Yes the room was clean the staff was helpful and courteous and informative about the festivities that were going on in town"
United States
James
The price is ฿1,609
฿1,803 total
includes taxes & fees
7 Jan - 8 Jan 2026
Motel 6 Richmond, IN
Front of property
The Golden Inn

The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (433)
"Wonderful place to stay, clean rooms and quiet, very comfortable, would stay here again so nice."
United States
Renee
The price is ฿2,644
฿2,995 total
includes taxes & fees
27 Dec - 28 Dec
The Golden Inn
Free daily buffet breakfast
Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (943)
"Breakfast is consistently fresh. Rooms are clean and quiet. Pet friendly!"
United States
Sandra
The price is ฿3,035
฿3,400 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hampton Inn & Suites Richmond, IN
Free daily on-the-go breakfast
Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG
2.5 star property
Portland
9.2 out of 10, Wonderful, (356)
"Excellent stay every time we are there friendly staff all around awesome stay"
United States
Rebecca
The price is ฿3,017
฿3,379 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Portland by IHG
Exterior
Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (913)
"Room was clean, staff friendly "
United States
Rolin
The price is ฿1,456
฿1,630 total
includes taxes & fees
4 Jan - 5 Jan 2026
Red Roof Inn Richmond, IN
Desk, laptop workspace, iron/ironing board, free WiFi
Travelodge by Wyndham Richmond IN

Travelodge by Wyndham Richmond IN

Travelodge by Wyndham Richmond IN
2.0 star property
Richmond
7.0 out of 10, Good, (440)
"This motel/hotel was conveniently located off the highway and reasonably priced for what they provided."
United States
Michael
The price is ฿1,596
฿1,787 total
includes taxes & fees
4 Jan - 5 Jan 2026
Travelodge by Wyndham Richmond IN
Exterior
Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area
2.0 star property
Muncie
8.0 out of 10, Very good, (1004)
"Room was good and staff was very kind"
United States
Nicolas
The price is ฿1,746
฿1,956 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Muncie/Ball St. College Area
Premium bedding, pillow-top beds, desk, blackout curtains
Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University
2.5 star property
Muncie
8.4 out of 10, Very good, (724)
"We had a good stay"
United States
Rodney
The price is ฿2,744
฿3,074 total
includes taxes & fees
7 Jan - 8 Jan 2026
Comfort Inn & Suites Muncie Near University
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

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very good, (347)
"Great value. I stay here once twice a year."
United States
William
The price is ฿3,173
฿3,719 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Greenville North
Reception
Richmond Inn & Suites

Richmond Inn & Suites

Richmond Inn & Suites
2.0 star property
Richmond
7.0 out of 10, Good, (361)
"Good staff good stay"
United States
Terrance
The price is ฿1,120
฿1,721 total
includes taxes & fees
26 Dec - 27 Dec
Richmond Inn & Suites
Lobby
Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.8 out of 10, Exceptional, (16)
"Excellent service and breakfast"
United States
cynthia
The price is ฿3,336
฿3,737 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites By Hilton Muncie
Standard Room, 1 King Bed, Non Smoking | Desk, blackout curtains, soundproofing, iron/ironing board
Hoosier Inn

Hoosier Inn

Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (134)
"Had a pleasant stay. Room was very clean and staff was very friendly. "
United States
ned
The price is ฿2,520
฿2,822 total
includes taxes & fees
27 Dec - 28 Dec
Hoosier Inn
Lobby
Surestay By Best Western Greenville

Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (381)
"Parking was good, room was clean but spatub didn’t work, area was clean and nice. Staff was great. But breakfast was subpar, no selection and can't even say its a continental breakfast. No protein only fruit and yogurt."
United States
Christina
The price is ฿2,784
฿3,152 total
includes taxes & fees
26 Dec - 27 Dec
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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Stay near popular Winchester attractions

Winchester Speedway

3.9/5 (20 reviews)
Experience heart-pounding action at the world's fastest half-mile paved track with its legendary steep, high-banked turns. Arrive early to secure prime seating for the electrifying races.
See properties

Winchester Golf Club

This scenic golf club features three distinct 9-hole courses with unique challenges and mature landscaping. Enjoy the welcoming clubhouse after testing your skills on the rolling Beeson, Pony, or Willow courses.
See properties

Top Winchester Hotel Reviews

Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie

10/10 Excellent
"Staff was really nice. Breakfast was great. Even supplied complementary ice scraper and gloves during a winter storm. That was nice because we forgot ours at home. Heater was a little noisy in the room. Good price "
Steven 1-night trip
Posted 10 days ago
Fairfield Inn by Marriott Muncie
Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond

10/10 Excellent
"Good breakfast and very clean room "
Dan 3-night trip
Posted 2 months ago
Home2 Suites by Hilton Richmond

More cheap stays in Winchester

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

912 Mendleson Dr Richmond IN
The price is ฿2,090 per night from 26 Dec to 27 Dec
฿2,090
฿2,341 total
26 Dec - 27 Dec
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Based on our traveller data, Randolph Inn and Suites is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are Days Inn by Wyndham Muncie -Ball State University and Baymont by Wyndham Richmond I-70. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's it like staying in Winchester?
Visitors can enjoy all that Winchester has to offer, including its golf courses. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A couple of favourite 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. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Winchester is 1190 mm.