Hotels in Winchester
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Randolph Inn and Suites
Randolph Inn and Suites
2.5 star property
Winchester
9.0 out of 10, Wonderful, (245)
9.0/10
Wonderful
(245)
The price is $108
$108
$121 total
includes taxes & fees
Dec 24 - Dec 25
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, (355)
9.2/10
Wonderful
(355)
The price is $97
$97
$109 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Quality Inn Greenville North
Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very Good, (347)
8.2/10
Very Good
(347)
The price is $102
$102
$120 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hoosier Inn
Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (134)
8.8/10
Excellent
(134)
The price is $81
$81
$91 total
includes taxes & fees
Dec 26 - Dec 27
Motel 6 Portland, IN
Motel 6 Portland, IN
2.0 star property
Portland
6.8 out of 10, (78)
6.8/10
(78)
The price is $75
$75
$84 total
includes taxes & fees
Dec 24 - Dec 25
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)
8.4/10
Very Good
(1002)
The price is $67
$67
$75 total
includes taxes & fees
Dec 28 - Dec 29
Surestay By Best Western Greenville
Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (381)
7.8/10
Good
(381)
The price is $93
$93
$105 total
includes taxes & fees
Dec 29 - Dec 30
Super 8 by Wyndham Centerville-Richmond
Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (332)
6.0/10
(332)
The price is $44
$44
$49 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Red Roof Inn Richmond, IN
Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (913)
7.0/10
Good
(913)
The price is $47
$47
$52 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (863)
9.0/10
Wonderful
(863)
The price is $118
$118
$132 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Suites Richmond East
Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (656)
9.4/10
Exceptional
(656)
The price is $92
$92
$105 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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, (303)
8.6/10
Excellent
(303)
The price is $120
$120
$136 total
includes taxes & fees
Dec 28 - Dec 29
Home2 Suites By Hilton Muncie
Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.8 out of 10, Exceptional, (16)
9.8/10
Exceptional
(16)
The price is $107
$107
$120 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Richmond, IN
Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (943)
9.2/10
Wonderful
(943)
The price is $98
$98
$109 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites by Hilton Richmond
Home2 Suites by Hilton Richmond
3.0 star property
Richmond
9.2 out of 10, Wonderful, (404)
9.2/10
Wonderful
(404)
The price is $93
$93
$104 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn and Conference Center
Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1004)
6.6/10
(1004)
The price is $47
$47
$52 total
includes taxes & fees
Dec 29 - Dec 30
Comfort Inn & Suites Muncie Near University
Comfort Inn & Suites Muncie Near University
2.5 star property
Muncie
8.4 out of 10, Very Good, (723)
8.4/10
Very Good
(723)
The price is $88
$88
$99 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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)
8.0/10
Very Good
(1004)
The price is $56
$56
$63 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn by Marriott Richmond
Fairfield Inn by Marriott Richmond
2.5 star property
New Paris
9.0 out of 10, Wonderful, (517)
9.0/10
Wonderful
(517)
The price is $93
$93
$105 total
includes taxes & fees
Dec 27 - Dec 28
Days Inn by Wyndham Muncie -Ball State University
Days Inn by Wyndham Muncie -Ball State University
2.0 star property
Muncie
6.8 out of 10, (889)
6.8/10
(889)
The price is $60
$60
$67 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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.
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.
Budget hotels in Winchester and vicinity
7.0 out of 10, Good, (361)
7.0/10
Good
(361)
The price is $36
$36
$55 total
includes taxes & fees
Dec 24 - Dec 25
7.0 out of 10, Good, (913)
7.0/10
Good
(913)
The price is $47
$47
$52 total
includes taxes & fees
Dec 28 - Dec 29
7.0 out of 10, Good, (440)
7.0/10
Good
(440)
The price is $50
$50
$56 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.8 out of 10, Good, (1004)
7.8/10
Good
(1004)
The price is $57
$57
$64 total
includes taxes & fees
Dec 24 - Dec 25
Super 8 by Wyndham Muncie/Ball St. College Area
Super 8 by Wyndham Muncie/Ball St. College Area2.0 star property
Muncie
8.0 out of 10, Very Good, (1004)
8.0/10
Very Good
(1004)
The price is $56
$56
$63 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.4 out of 10, Very Good, (1002)
8.4/10
Very Good
(1002)
The price is $67
$67
$75 total
includes taxes & fees
Dec 28 - Dec 29
7.6 out of 10, Good, (842)
7.6/10
Good
(842)
The price is $81
$81
$90 total
includes taxes & fees
Dec 25 - Dec 26
8.8 out of 10, Excellent, (134)
8.8/10
Excellent
(134)
The price is $81
$81
$91 total
includes taxes & fees
Dec 26 - Dec 27
Best Western Plus Richmond Indiana I-70
Best Western Plus Richmond Indiana I-702.5 star property
Richmond
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $93
$93
$105 total
includes taxes & fees
Dec 31 - Jan 1, 2026
9.2 out of 10, Wonderful, (433)
9.2/10
Wonderful
(433)
The price is $85
$85
$96 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.0 out of 10, Very Good, (599)
8.0/10
Very Good
(599)
The price is $86
$86
$96 total
includes taxes & fees
Dec 25 - Dec 26
9.4 out of 10, Exceptional, (656)
9.4/10
Exceptional
(656)
The price is $92
$92
$105 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Comfort Inn & Suites Muncie Near University
Comfort Inn & Suites Muncie Near University2.5 star property
Muncie
8.4 out of 10, Very Good, (723)
8.4/10
Very Good
(723)
The price is $88
$88
$99 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.4 out of 10, Very Good, (775)
8.4/10
Very Good
(775)
The price is $89
$89
$100 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.2 out of 10, Wonderful, (404)
9.2/10
Wonderful
(404)
The price is $93
$93
$104 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (517)
9.0/10
Wonderful
(517)
The price is $93
$93
$105 total
includes taxes & fees
Dec 27 - Dec 28
7.8 out of 10, Good, (381)
7.8/10
Good
(381)
The price is $93
$93
$105 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHG2.5 star property
Portland
9.2 out of 10, Wonderful, (355)
9.2/10
Wonderful
(355)
The price is $97
$97
$109 total
includes taxes & fees
Jan 2 - Jan 3, 2026
9.2 out of 10, Wonderful, (943)
9.2/10
Wonderful
(943)
The price is $98
$98
$109 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.2 out of 10, Very Good, (347)
8.2/10
Very Good
(347)
The price is $102
$102
$120 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
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.
Go beyond your typical stay in Winchester
Pet friendly
Family friendly
Top landmarks in Winchester
Check out reviews of Winchester hotels guests love
Hampton Inn & Suites Richmond, IN
10/10 Excellent
"Breakfast is consistently fresh. Rooms are clean and quiet. Pet friendly!"
Baymont by Wyndham Richmond I-70
10/10 Excellent
"Debbie was at the front desk and she was awesome ! Friendly, fast and courteous ! "
Quality Inn and Conference Center
10/10 Excellent
"Cleanliness stood out"
Baymont by Wyndham Muncie Near Ball State University
10/10 Excellent
"yes"
Motel 6 Richmond, IN
10/10 Excellent
"VERY NICE"
Comfort Suites
10/10 Excellent
"Fantastic staff . Nice place it was a great stay"
Hampton Inn & Suites Muncie
10/10 Excellent
"Fast check in good location "
Best Western Plus Richmond Indiana I-70
10/10 Excellent
"Yes"
Holiday Inn Express Hotel & Suites Greenville by IHG
10/10 Excellent
"Caring staff. Wonderful swim in the pool. Facility is very clean and bright with beautiful holiday decorations. Thanks so much. Will stay again on my next trip. "
Frequently asked questions
What accommodations do travelers like in Winchester?
Randolph Inn and Suites is a property that our guests really like.
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.