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, (256 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
May 14 - May 15
Randolph Inn and Suites
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is $86
$329 total
includes taxes & fees
May 14 - May 15
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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, (367 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 $110
$123 total
includes taxes & fees
May 17 - May 18
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, (357 reviews)
The price is $115
$134 total
includes taxes & fees
May 30 - May 31
Quality Inn Greenville North
Motel 6 Portland, IN
Motel 6 Portland, IN
2.0 star property
Portland
7.0 out of 10, Good, (85 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 $68
$78 total
includes taxes & fees
May 20 - May 21
Motel 6 Portland, IN
Hoosier Inn
Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (138 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
May 21 - May 22
Hoosier Inn
Surestay By Best Western Greenville
Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (403 reviews)
The price is $92
$104 total
includes taxes & fees
Jun 1 - Jun 2
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, (1,013 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 $72
$81 total
includes taxes & fees
May 17 - May 18
Baymont by Wyndham Richmond I-70
Super 8 by Wyndham Centerville-Richmond
Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (349 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 $58
$65 total
includes taxes & fees
May 24 - May 25
Super 8 by Wyndham Centerville-Richmond
Blisspoint Inn Muncie
Blisspoint Inn Muncie
2.0 star property
Muncie
The price is $48
$54 total
includes taxes & fees
May 17 - May 18
Blisspoint Inn Muncie
Red Roof Inn Richmond, IN
Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (928 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 $43
$49 total
includes taxes & fees
Jun 11 - Jun 12
Red Roof Inn Richmond, IN
Courtyard Muncie at Horizon Convention Center
Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (881 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 $110
$123 total
includes taxes & fees
May 24 - May 25
Courtyard Muncie at Horizon Convention Center
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, (324 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 $126
$143 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express Hotel & Suites Greenville by IHG
'downtown Delight' w/ Patio! 1 Mi to Ball State
'downtown Delight' w/ Patio! 1 Mi to Ball State
2.5 star property
Muncie
The price is $122
$335 total
includes taxes & fees
May 17 - May 18
'downtown Delight' w/ Patio! 1 Mi to Ball State
Best Western Muncie
Best Western Muncie
2.5 star property
Muncie
7.6 out of 10, Good, (860 reviews)
Unwind in Muncie at this peaceful hotel with an indoor pool and complimentary full breakfast served daily. The helpful staff and clean rooms earn consistent praise from travelers, while free parking adds value just minutes from Cardinal Creek Tennis Center.
The price is $81
$90 total
includes taxes & fees
May 17 - May 18
Best Western Muncie
Comfort Suites Richmond East
Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (735 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 $115
$131 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Suites Richmond East
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, (925 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 $62
$70 total
includes taxes & fees
Jun 2 - Jun 3
Days Inn by Wyndham Muncie -Ball State University
Hampton Inn & Suites Richmond, IN
Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (964 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 $114
$128 total
includes taxes & fees
May 24 - May 25
Hampton Inn & Suites Richmond, IN
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, (1,011 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
$68 total
includes taxes & fees
May 21 - May 22
Super 8 by Wyndham Muncie/Ball St. College Area
Home2 Suites By Hilton Muncie
Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (55 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 $114
$128 total
includes taxes & fees
May 24 - May 25
Home2 Suites By Hilton Muncie
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?
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.