- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winchester

Pet friendly

Pool
Check prices for these dates
Our top choices for Winchester hotels

1. Randolph Inn and Suites
Randolph Inn and SuitesWinchester
8.8 out of 10, Excellent, (289 reviews)
The price is CA $137
CA $154 total
includes taxes & fees
Nov 9 - Nov 10

2. Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHGPortland
9.2 out of 10, Wonderful, (397 reviews)
The price is CA $151
CA $169 total
includes taxes & fees
Dec 6 - Dec 7

3. Baymont by Wyndham Richmond I-70
Baymont by Wyndham Richmond I-70Richmond
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $119
CA $133 total
includes taxes & fees
Nov 12 - Nov 13

4. Motel 6 Portland, IN
Motel 6 Portland, INPortland
7.2 out of 10, Good, (129 reviews)
The price is CA $89
CA $100 total
includes taxes & fees
Nov 10 - Nov 11

5. Quality Inn Greenville North
Quality Inn Greenville NorthGreenville
8.2 out of 10, Very good, (391 reviews)
The price is CA $126
CA $143 total
includes taxes & fees
Nov 29 - Nov 30

6. Hoosier Inn
Hoosier InnPortland
8.8 out of 10, Excellent, (147 reviews)
The price is CA $112
CA $125 total
includes taxes & fees
Nov 9 - Nov 10

7. Surestay By Best Western Greenville
Surestay By Best Western GreenvilleGreenville
7.8 out of 10, Good, (459 reviews)
The price is CA $130
CA $147 total
includes taxes & fees
Nov 14 - Nov 15

8. Red Roof Inn Richmond, IN
Red Roof Inn Richmond, INRichmond
7.0 out of 10, Good, (982 reviews)
The price is CA $66
CA $73 total
includes taxes & fees
Dec 1 - Dec 2

9. Comfort Suites Richmond East
Comfort Suites Richmond EastRichmond
9.4 out of 10, Exceptional, (899 reviews)
The price is CA $137
CA $156 total
includes taxes & fees
Dec 6 - Dec 7

10. Super 8 by Wyndham Centerville-Richmond
Super 8 by Wyndham Centerville-RichmondCenterville
6.2 out of 10, (373 reviews)
The price is CA $74
CA $83 total
includes taxes & fees
Nov 15 - Nov 16

11. Pets Welcome! Quiet Economy Home w/ Spacious Yard
Pets Welcome! Quiet Economy Home w/ Spacious YardEconomy
The price is CA $153
CA $461 total
includes taxes & fees
Nov 9 - Nov 10

12. Holiday Inn Express Hotel & Suites Greenville by IHG
Holiday Inn Express Hotel & Suites Greenville by IHGGreenville
8.6 out of 10, Excellent, (355 reviews)
The price is CA $147
CA $166 total
includes taxes & fees
Dec 6 - Dec 7

13. Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention CenterMuncie
9.0 out of 10, Wonderful, (951 reviews)
The price is CA $143
CA $160 total
includes taxes & fees
Nov 22 - Nov 23

14. Motel 6 Richmond, IN
Motel 6 Richmond, INRichmond
8.2 out of 10, Very good, (1,004 reviews)
The price is CA $73
CA $82 total
includes taxes & fees
Nov 9 - Nov 10

15. Hampton Inn & Suites Richmond, IN
Hampton Inn & Suites Richmond, INRichmond
9.2 out of 10, Wonderful, (1,003 reviews)
The price is CA $144
CA $161 total
includes taxes & fees
Dec 6 - Dec 7

16. Best Western Plus Richmond Indiana I-70
Best Western Plus Richmond Indiana I-70Richmond
8.6 out of 10, Excellent, (1,003 reviews)
The price is CA $132
CA $148 total
includes taxes & fees
Nov 15 - Nov 16

17. Fairfield Inn by Marriott Richmond
Fairfield Inn by Marriott RichmondNew Paris
9.0 out of 10, Wonderful, (569 reviews)
The price is CA $149
CA $169 total
includes taxes & fees
Nov 15 - Nov 16

18. The Golden Inn
The Golden InnNew Paris
9.2 out of 10, Wonderful, (477 reviews)
The price is CA $112
CA $126 total
includes taxes & fees
Nov 9 - Nov 10

19. Home2 Suites By Hilton Muncie
Home2 Suites By Hilton MuncieMuncie
9.4 out of 10, Exceptional, (107 reviews)
The price is CA $167
CA $187 total
includes taxes & fees
Nov 15 - Nov 16

20. Super 8 by Wyndham Muncie/Ball St. College Area
Super 8 by Wyndham Muncie/Ball St. College AreaMuncie
8.0 out of 10, Very good, (1,001 reviews)
The price is CA $83
CA $93 total
includes taxes & fees
Nov 22 - Nov 23
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.
Hotels recommended for families in Winchester
The price is CA $137
CA $154 total
includes taxes & fees
Nov 9 - Nov 10
Stay near popular Winchester attractions
<p>Winchester, Indiana, offers a blend of adventure and outdoor fun, perfect for sports enthusiasts and families alike. Key attractions include the Winchester Speedway and the Winchester Community Library, alongside local parks, fairgrounds, and nature preserves. Visitors can immerse themselves in the area's culture while enjoying various outdoor experiences, making it an inviting destination for those seeking both excitement and relaxation.</p>
Learn more about Winchester
In the heart of small-town America, Winchester's Historic Shopping & Dining District invites visitors to explore local heritage while savouring hometown flavours. Racing enthusiasts can catch high-octane action at Winchester Speedway, while golfers enjoy peaceful rounds at the well-maintained Winchester Golf Club.

Top Winchester Hotel Reviews

Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHGPortland











































































