Winchester Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

The Golden Inn

2.5 star property
9.2 out of 10, Wonderful, (415)
"It is decent, clean, quiet and staff is friendly "
The price is P4,503
P5,099 total
includes taxes & fees
Aug 21 - Aug 22
The Golden Inn

Fairfield Inn by Marriott Richmond

2.5 star property
9.0 out of 10, Wonderful, (503)
"Clean nice property with friendly staff and great fee breakfast."
The price is P6,270
P7,100 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn by Marriott Richmond

Best Western Plus Richmond Indiana I-70

2.5 star property
8.4 out of 10, Very Good, (1000)
"Great stay"
The price is P5,617
P6,291 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Richmond Indiana I-70

Randolph Inn and Suites

2.5 star property
9.0 out of 10, Wonderful, (230)
"It was very clean and the staff was very accommodating. It was close to the Walmart for anything that you would need and restaurants."
The price is P6,168
P6,909 total
includes taxes & fees
Sep 20 - Sep 21
Randolph Inn and Suites

Comfort Suites

2.5 star property
9.4 out of 10, Exceptional, (564)
"Very nice hotel and great price!"
The price is P5,329
P6,083 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Suites

Motel 6 Richmond, IN

2.0 star property
7.8 out of 10, Good, (951)
"Friendly staff, nice rooms; great place to stay!"
The price is P3,676
P4,117 total
includes taxes & fees
Aug 25 - Aug 26
Motel 6 Richmond, IN

Hampton Inn & Suites Richmond, IN

2.5 star property
9.2 out of 10, Wonderful, (912)
"Well kept and a quiet place to stay. "
The price is P6,263
P7,014 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn & Suites Richmond, IN

Super 8 by Wyndham Muncie/Ball St. College Area

2.0 star property
8.0 out of 10, Very Good, (1003)
"Good front desk service, clean rooms great location "
The price is P3,682
P4,124 total
includes taxes & fees
Sep 4 - Sep 5
Super 8 by Wyndham Muncie/Ball St. College Area

Quality Inn and Conference Center

2.5 star property
6.8 out of 10, (1001)
"It was a great stay "
The price is P3,687
P4,130 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn and Conference Center

Holiday Inn Express Hotel & Suites Greenville by IHG

2.5 star property
8.6 out of 10, Excellent, (290)
"Loved everything about this hotel!"
The price is P7,979
P9,037 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express Hotel & Suites Greenville by IHG

Holiday Inn Express & Suites Portland by IHG

2.5 star property
9.2 out of 10, Wonderful, (337)
"It was close to Haynes park where we were attending a family reunion and Walmart where we shopped and got gas for the trip home."
The price is P6,384
P7,150 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Portland by IHG

Comfort Inn & Suites Muncie

2.5 star property
8.4 out of 10, Very Good, (683)
"Nice hotel"
The price is P5,603
P6,275 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites Muncie

Red Roof Inn Richmond, IN

2.0 star property
7.0 out of 10, Good, (872)
"Nice place "
The price is P3,041
P3,406 total
includes taxes & fees
Sep 7 - Sep 8
Red Roof Inn Richmond, IN

Richmond Inn & Suites

2.0 star property
7.0 out of 10, Good, (347)
"A good value for a one night stay. Nothing fancy, but quiet and comfortable."
The price is P2,052
P3,153 total
includes taxes & fees
Aug 21 - Aug 22
Richmond Inn & Suites

Travelodge by Wyndham Richmond IN

2.0 star property
7.2 out of 10, Good, (431)
"Very comfortable, very good for a quick stay when traveling. The breakfast isn’t much but it’s very comfortable otherwise. "
The price is P3,488
P3,907 total
includes taxes & fees
Sep 7 - Sep 8
Travelodge by Wyndham Richmond IN

Hoosier Inn

2.5 star property
8.8 out of 10, Excellent, (127)
"The folks who own and run the Hoosier Inn treat us like small town family."
The price is P4,369
P4,894 total
includes taxes & fees
Sep 20 - Sep 21
Hoosier Inn

Courtyard Muncie at Horizon Convention Center

3.0 star property
9.0 out of 10, Wonderful, (830)
"Nice place stay great restaurant "
The price is P6,374
P7,139 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard Muncie at Horizon Convention Center

Home2 Suites by Hilton Richmond

3.0 star property
9.2 out of 10, Wonderful, (381)
"We had a great stay and we always do!"
The price is P7,219
P8,085 total
includes taxes & fees
Aug 31 - Sep 1
Home2 Suites by Hilton Richmond

Quality Inn Greenville North

2.5 star property
8.2 out of 10, Very Good, (321)
"Nice place"
The price is P6,520
P7,643 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Greenville North

Hampton Inn & Suites Muncie

2.5 star property
8.8 out of 10, Excellent, (856)
"Rooms very nice."
The price is P6,351
P7,113 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites 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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

Escape to Winchester! Enjoy its adventures, golf, and history.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place for a stay in Winchester?

Based on our traveler data, Randolph Inn and Suites is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are Baymont by Wyndham Richmond I-70 and Baymont by Wyndham Muncie Near Ball State University. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more information about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.

What's the best hotel to stay near Winchester Speedway?

Randolph Inn and Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 3.2 mi (5.2 km) from Winchester Speedway. Other good options around the area include Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel.

What about the best place to stay near Winchester Golf Club?

One of the top choices for your stay is Randolph Inn and Suites, located 1.3 mi (2.1 km) from Winchester Golf Club, and this hotel offers free breakfast and an indoor pool. Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel are a couple of other good options within the area.

What's the best hotel for staying near Indianapolis International Airport (IND)?

Crowne Plaza Indianapolis Airport is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 1.8 mi (3 km) from Indianapolis Intl. Airport. Other options near the airport are Clarion Hotel Airport and Catalina Airport Motel.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer including its golf courses. In Winchester, there are 2 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

Favorite places to visit include Winchester Golf Club, Winchester Speedway, and Randolph County Courthouse. Additionally, you might want to add Historic Shopping & Dining District of Winchester, Indiana to your itinerary. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

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.