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, (250 reviews)
Warm up with a morning swim at this Winchester retreat, near both golf club and speedway attractions. Free breakfast fuels your day, while fitness center workouts and convenient parking make your Indiana stay hassle-free.
The price is $108
$121 total
includes taxes & fees
Feb 10 - Feb 11
Randolph Inn and Suites
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 reviews)
This Portland business-friendly hotel offers a refreshing indoor pool and fitness center for active travelers. Relax in clean rooms with helpful staff ready to assist. Enjoy free daily breakfast and convenient parking that adds value to your stay.
The price is $97
$109 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Portland by IHG
Quality Inn Greenville North
Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very Good, (349 reviews)
The price is $98
$114 total
includes taxes & fees
Feb 22 - Feb 23
Quality Inn Greenville North
Motel 6 Portland, IN
Motel 6 Portland, IN
2.0 star property
Portland
7.0 out of 10, Good, (80 reviews)
Enjoy a pleasant stay at this conveniently located Portland hotel with free WiFi and parking. Clean rooms provide a restful retreat after exploring local sights. On-site laundry facilities add extra convenience for travelers.
The price is $70
$78 total
includes taxes & fees
Feb 10 - Feb 11
Motel 6 Portland, IN
Hoosier Inn
Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (136 reviews)
This welcoming motel offers complimentary self-parking and WiFi access for seamless connectivity during your stay. Located in Portland with convenient access to Muncie, the Hoosier Inn provides daily housekeeping service for a tidy, relaxing experience.
The price is $81
$91 total
includes taxes & fees
Feb 12 - Feb 13
Hoosier Inn
Surestay By Best Western Greenville
Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (387 reviews)
The price is $93
$105 total
includes taxes & fees
Feb 15 - Feb 16
Surestay By Best Western Greenville
Baymont by Wyndham Richmond I-70
Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.4 out of 10, Very Good, (1,011 reviews)
Wake up to a quiet atmosphere and complimentary breakfast at this Richmond inn. The indoor pool and hot tub offer relaxation after exploring nearby attractions. Guests love the helpful staff, free WiFi, and convenient parking at this ideally located property.
The price is $67
$75 total
includes taxes & fees
Feb 15 - Feb 16
Baymont by Wyndham Richmond I-70
Red Roof Inn Richmond, IN
Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (918 reviews)
This peaceful Richmond hotel offers a restful night's sleep with quiet rooms just minutes from Middlefork Reservoir Park. Free WiFi and parking enhance your stay, while the helpful staff at the 24-hour front desk ensures comfort throughout your visit.
The price is $47
$52 total
includes taxes & fees
Feb 15 - Feb 16
Red Roof Inn Richmond, IN
Super 8 by Wyndham Centerville-Richmond
Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (335 reviews)
Wake up to complimentary on-the-go breakfast at this budget-friendly Centerville motel. Enjoy free WiFi and parking while exploring nearby attractions like Warm Glow Candle Company and Centerville Public Library.
The price is $47
$53 total
includes taxes & fees
Feb 23 - Feb 24
Super 8 by Wyndham Centerville-Richmond
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (869 reviews)
Steps from Horizon Convention Center, this Muncie hotel offers American cuisine at 1925 PubHouse, free WiFi, and parking. Guests can visit the fitness center after exploring nearby attractions like Muncie Children's Museum and Civic Theatre.
The price is $118
$132 total
includes taxes & fees
Feb 22 - Feb 23
Courtyard Muncie at Horizon Convention Center
2BR Updated Dtwn Condo: Streaming, Patio, W & D
2BR Updated Dtwn Condo: Streaming, Patio, W & D
2.5 star property
Muncie
The price is $122
$335 total
includes taxes & fees
Feb 10 - Feb 11
2BR Updated Dtwn Condo: Streaming, Patio, W & D
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, (312 reviews)
Conveniently located near North Park and Treaty of Greenville State Park, this hotel offers free breakfast, WiFi, and parking. Take a morning swim in the indoor pool or maintain your workout routine at the fitness center during your business trip.
The price is $122
$138 total
includes taxes & fees
Feb 13 - Feb 14
Holiday Inn Express Hotel & Suites Greenville by IHG
Comfort Inn & Suites Muncie Near University
Comfort Inn & Suites Muncie Near University
2.5 star property
Muncie
8.4 out of 10, Very Good, (744 reviews)
Located minutes away from Scheumann Stadium, this comfortable Muncie hotel offers a welcoming indoor pool and fitness center. Enjoy free breakfast, WiFi, and parking during your stay. Guests consistently praise the friendly staff and well-maintained property.
The price is $80
$90 total
includes taxes & fees
Mar 7 - Mar 8
Comfort Inn & Suites Muncie Near University
Comfort Suites Richmond East
Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (680 reviews)
Wake up to a free breakfast at this Richmond hotel, then spend the day exploring Hayes Arboretum or shopping at nearby Richmond Mall. After a workout in the fitness center, relax in comfortable beds with free WiFi.
The price is $94
$108 total
includes taxes & fees
Feb 22 - Feb 23
Comfort Suites Richmond East
Home2 Suites By Hilton Muncie
Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (28 reviews)
Spacious suites with kitchens make this Muncie hotel feel like home. Swim in the indoor pool or work out in the fitness center. With free breakfast, parking, and WiFi, plus nearby Cardinal Creek Tennis Center, convenience reigns supreme.
The price is $107
$120 total
includes taxes & fees
Feb 22 - Feb 23
Home2 Suites By Hilton Muncie
Hampton Inn & Suites Richmond, IN
Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (949 reviews)
This Richmond hotel offers a practical 24-hour fitness center and refreshing indoor pool for year-round enjoyment. Located near Richmond Mall and Hayes Arboretum, guests appreciate the helpful staff, free breakfast, WiFi, and convenient parking.
The price is $103
$115 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn & Suites Richmond, IN
Motel 6 Richmond, IN
Motel 6 Richmond, IN
2.0 star property
Richmond
8.0 out of 10, Very Good, (1,008 reviews)
The price is $51
$57 total
includes taxes & fees
Feb 10 - Feb 11
Motel 6 Richmond, IN
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, (902 reviews)
This Muncie hotel provides a peaceful night's sleep just minutes from Scheumann Stadium. Free perks include WiFi, parking, and on-the-go breakfast. The clean rooms and fitness center earn praise, with Cardinal Creek Tennis Center nearby.
The price is $63
$71 total
includes taxes & fees
Feb 10 - Feb 11
Days Inn by Wyndham Muncie -Ball State University
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, (1,005 reviews)
Located near Scheumann Stadium, this tranquil hotel offers complimentary WiFi and daily on-the-go breakfast between 6 AM and 9 AM. Free parking makes exploration convenient, while the attentive staff ensures a pleasant experience with clean, comfortable rooms.
The price is $60
$67 total
includes taxes & fees
Feb 16 - Feb 17
Super 8 by Wyndham Muncie/Ball St. College Area
Quality Inn and Conference Center
Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,001 reviews)
The price is $49
$55 total
includes taxes & fees
Mar 3 - Mar 4
Quality Inn and Conference Center
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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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.