A historic building with a clock tower, a statue, and well-maintained gardens.

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Recommended hotels in Winchester

1. Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
8.8 out of 10, Excellent, (289 reviews)
"Loved the food"
United States
Sheri
$108 nightly
The price is $121
Nov 8 - Nov 9
Total with taxes and fees
Randolph Inn and Suites

2. 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, (397 reviews)
"Always enjoy the Holiday Inn experience"
United States
Mary
$107 nightly
The price is $120
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Portland by IHG

3. Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.6 out of 10, Excellent, (1,000 reviews)
"Staff was very helpful , had a problem with the bath and fixed quickly . The man at the breakfast was very helpful and friendly."
United States
James
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Baymont by Wyndham Richmond I-70

4. Motel 6 Portland, IN

Motel 6 Portland, IN
2.0 star property
Portland
7.2 out of 10, Good, (129 reviews)
"Clean room, nice staff and peaceful stay"
United States
Tommy
$63 nightly
The price is $71
Nov 10 - Nov 11
Total with taxes and fees
Motel 6 Portland, IN

5. Hoosier Inn

Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (147 reviews)
"Staff was very helpful. Will stay again."
United States
Deron
$74 nightly
The price is $83
Nov 15 - Nov 16
Total with taxes and fees
Hoosier Inn

6. Quality Inn Greenville North

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very good, (391 reviews)
"I enjoyed our stay, however the door to room was hard for us to open and the bathroom in room needs remodeling. Breakfast was good. The staff were friendly"
United States
Janell
$89 nightly
The price is $101
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Greenville North

7. Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (459 reviews)
"Place is clean and have stayed there before."
United States
don
$92 nightly
The price is $104
Nov 14 - Nov 15
Total with taxes and fees
Surestay By Best Western Greenville

8. Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (982 reviews)
"No complaints. Decent place to stay at"
United States
Jeff
$46 nightly
The price is $52
Dec 1 - Dec 2
Total with taxes and fees
Red Roof Inn Richmond, IN

9. Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (951 reviews)
"Would stay there again"
United States
Jennifer
$101 nightly
The price is $113
Nov 22 - Nov 23
Total with taxes and fees
Courtyard Muncie at Horizon Convention Center

10. Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (899 reviews)
"Room was clean, check in friendly and efficient, breakfast was fine"
United States
Harley
$100 nightly
The price is $112
Dec 6 - Dec 7
Total with taxes and fees
Comfort Suites Richmond East

11. Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.2 out of 10, (373 reviews)
"property itself is mostly maintained but the entrance road (and shops and gas station) was hazardous. Staff was pleasant and good."
United States
Ken
$52 nightly
The price is $58
Nov 15 - Nov 16
Total with taxes and fees
Super 8 by Wyndham Centerville-Richmond

12. Holiday Inn Express Hotel & Suites Greenville by IHG

Holiday Inn Express Hotel & Suites Greenville by IHG
2.5 star property
Greenville
8.6 out of 10, Excellent, (355 reviews)
"Clean and everyone was super friendly."
United States
Kathryn
$104 nightly
The price is $118
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express Hotel & Suites Greenville by IHG

13. Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70
2.5 star property
Richmond
8.6 out of 10, Excellent, (1,002 reviews)
"Great hotel for a quick stop. Rooms spacious and clean. Free breakfast also very good!"
United States
Kelly
$93 nightly
The price is $105
Nov 14 - Nov 15
Total with taxes and fees
Best Western Plus Richmond Indiana I-70

14. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
$277 nightly
The price is $310
Nov 8 - Nov 9
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard

15. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
$292 nightly
The price is $326
Nov 8 - Nov 9
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard

16. The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (477 reviews)
"It was a very nice, clean and peaceful place to staff. The staff were very friendly too."
United States
Lynzee
$79 nightly
The price is $89
Nov 9 - Nov 10
Total with taxes and fees
The Golden Inn

17. Best Western Muncie

Best Western Muncie
2.5 star property
Muncie
7.6 out of 10, Good, (897 reviews)
"Room was clean and staff was nice."
United States
Kalea
$84 nightly
The price is $94
Dec 6 - Dec 7
Total with taxes and fees
Best Western Muncie

18. Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (106 reviews)
"It was close to our wedding venue and it had everything we needed staff was superb ♥️♥️"
United States
Doris
$118 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Home2 Suites By Hilton Muncie

19. Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,001 reviews)
"Older hotel, really showing its age. Musty smell throughout the facility."
United States
Scott
$54 nightly
The price is $60
Dec 1 - Dec 2
Total with taxes and fees
Quality Inn and Conference Center

20. Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.2 out of 10, Very good, (1,003 reviews)
"Good stay for the price. Convenient location."
United States
Michael
$58 nightly
The price is $65
Nov 8 - Nov 9
Total with taxes and fees
Motel 6 Richmond, IN
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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester B&B information

Number of reviews
6,112
Accommodation
0 B&B
Lowest Price
$52
Highest Price
$326

Frequently asked questions

Searching for B&Bs in Winchester?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're traveling solo and hoping to get some tips from locals, a B&B can be a good choice for many different types of travelers. If you're interested in playing some golf on your trip, Winchester Golf Club is a good spot to tee off.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner, and delectable breakfasts, B&Bs offer a truly one-of-a-kind environment.
When is the best time to stay at a B&B in Winchester?
When you're dreaming of a stay in Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Winchester is 47 inches.
What is there to do in Winchester?
If you're looking for some activities to entertain you on your trip, consider visiting Winchester Speedway and Winchester Golf Club. You might also consider a trip to sites like Levi Coffin House or Prairie Creek Reservoir and Campground if you have time to see more of the area.
How can I get to and around Winchester?
Planning your excursions in and around Winchester is easier with these transportation options. Fly into Muncie, IN (MIE-Delaware County), which is located 21.9 mi (35.2 km) away from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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