Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Winchester?
1. Randolph Inn and Suites
Randolph Inn and SuitesWinchester
$108
$121 total
includes taxes & fees
Sep 20 - Sep 21
2. Baymont by Wyndham Richmond I-70
Baymont by Wyndham Richmond I-70Richmond
$80
$90 total
includes taxes & fees
Sep 20 - Sep 21
3. Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHGPortland
$110
$123 total
includes taxes & fees
Sep 27 - Sep 28
4. Surestay By Best Western Greenville
Surestay By Best Western GreenvilleGreenville
$92
$104 total
includes taxes & fees
Sep 27 - Sep 28
5. Motel 6 Richmond, IN
Motel 6 Richmond, INRichmond
$61
$69 total
includes taxes & fees
Sep 20 - Sep 21
6. Super 8 by Wyndham Centerville-Richmond
Super 8 by Wyndham Centerville-RichmondCenterville
$52
$58 total
includes taxes & fees
Sep 27 - Sep 28
7. Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention CenterMuncie
$110
$123 total
includes taxes & fees
Oct 6 - Oct 7
8. Quality Inn Greenville North
Quality Inn Greenville NorthGreenville
$103
$117 total
includes taxes & fees
Oct 18 - Oct 19
9. Comfort Suites Richmond East
Comfort Suites Richmond EastRichmond
$111
$126 total
includes taxes & fees
Oct 11 - Oct 12
11. Days Inn by Wyndham Muncie -Ball State University
Days Inn by Wyndham Muncie -Ball State UniversityMuncie
$62
$70 total
includes taxes & fees
Oct 18 - Oct 19
12. Red Roof Inn Richmond, IN
Red Roof Inn Richmond, INRichmond
$52
$58 total
includes taxes & fees
Oct 4 - Oct 5
13. Holiday Inn Express Hotel & Suites Greenville by IHG
Holiday Inn Express Hotel & Suites Greenville by IHGGreenville
$115
$130 total
includes taxes & fees
Oct 18 - Oct 19
14. Best Western Plus Richmond Indiana I-70
Best Western Plus Richmond Indiana I-70Richmond
$101
$113 total
includes taxes & fees
Oct 19 - Oct 20
15. Motel 6 Portland, IN
Motel 6 Portland, INPortland
$72
$81 total
includes taxes & fees
Sep 20 - Sep 21
16. The Golden Inn
The Golden InnNew Paris
$69
$78 total
includes taxes & fees
Sep 22 - Sep 23
17. Fairfield Inn by Marriott Richmond
Fairfield Inn by Marriott RichmondNew Paris
$114
$129 total
includes taxes & fees
Oct 4 - Oct 5
18. Home2 Suites By Hilton Muncie
Home2 Suites By Hilton MuncieMuncie
$122
$137 total
includes taxes & fees
Sep 27 - Sep 28
19. Muncie Place Hotel & Suites
Muncie Place Hotel & SuitesMuncie
$85
$95 total
includes taxes & fees
Oct 18 - Oct 19
20. Empire Inn & Suites Muncie -Ball State University
Empire Inn & Suites Muncie -Ball State UniversityMuncie
$63
$71 total
includes taxes & fees
Oct 1 - Oct 2
Go beyond your typical stay in Winchester
Top landmarks in Winchester
Winchester Speedway
7.8/10 (26 reviews)
You can catch an event at Winchester Speedway, located 2.5 mi (4 km) from central Winchester.
Randolph County Courthouse
9.0/10 (2 reviews)
Randolph County Courthouse is worth a visit when in central Winchester.
Winchester Golf Club
7.2/10 (13 reviews)
You might want to play some rounds at Winchester Golf Club, located 1.1 mi (1.8 km) from central Winchester.
Check out reviews of Winchester hotels guests love
Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHGPortland
10/10 Exceptional
Anonymous traveler
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention CenterMuncie
10/10 Exceptional
Ron
Hampton Inn & Suites Richmond, IN
Hampton Inn & Suites Richmond, INRichmond
10/10 Exceptional
Anonymous traveler
Surestay By Best Western Greenville
Surestay By Best Western GreenvilleGreenville
10/10 Exceptional
Keith
Best Western Plus Richmond Indiana I-70
Best Western Plus Richmond Indiana I-70Richmond
10/10 Exceptional
Amy
Holiday Inn Express Richmond by IHG
Holiday Inn Express Richmond by IHGRichmond
10/10 Exceptional
melissa
Frequently Asked Questions
What accommodations do travelers like in Winchester?
Guests like Randolph Inn and Suites.
Can I book a refundable accommodation in Winchester?
If you want the flexibility to change your plans to Winchester, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchester if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Randolph Inn and Suites.
What will the weather in Winchester be like during my vacation?
July and August are typically the warmest months in Winchester when the average temp is 70°F. January and February are the coldest months when the average temperature is 33°F. May and June are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.