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

Winchester hotels from HK$422

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30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Winchester hotels

A golf course with a pond, trees, and a clear sky.

1. Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
8.8 out of 10, Excellent, (286 reviews)
"Loved the food"
United States
Sheri
The price is HK$763
HK$854 total
includes taxes & fees
31 Oct - 1 Nov
Randolph Inn and Suites
A buffet with various food items, including omelets and other dishes, served in metal containers.

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, (395 reviews)
"Always enjoy the Holiday Inn experience"
United States
Mary
The price is HK$839
HK$940 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Portland by IHG
A hotel room with a large bed, a desk with a computer, a chair, and a TV.

3. Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.6 out of 10, Excellent, (1,002 reviews)
"We were greeted by the friendliest, most helpful man at the front desk - this was the perfect ending for a long, grueling day of driving. Also having the option of having some custom cooked eggs for breakfast was appreciated"
United States
Ralph W
The price is HK$593
HK$664 total
includes taxes & fees
3 Nov - 4 Nov
Baymont by Wyndham Richmond I-70
An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

4. Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (892 reviews)
"Nice breakfast."
United States
Pamela
The price is HK$835
HK$950 total
includes taxes & fees
27 Nov - 28 Nov
Comfort Suites Richmond East
A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.

5. Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (456 reviews)
"Place is clean and have stayed there before."
United States
don
The price is HK$722
HK$818 total
includes taxes & fees
5 Nov - 6 Nov
Surestay By Best Western Greenville
An outdoor seating area with fire pits and modern furniture, overlooking a street with buildings and a sunset view.

6. Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (103 reviews)
"It was close to our wedding venue and it had everything we needed staff was superb ♥️♥️"
United States
Doris
The price is HK$927
HK$1,038 total
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites By Hilton Muncie
A hotel room with a large bathtub, a double bed, a desk, and a chair.

7. Quality Inn Greenville North

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very good, (390 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
The price is HK$700
HK$793 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Greenville North
A modern bistro bar with a wooden counter, a refrigerated display, and a menu board.

8. Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (949 reviews)
"Would stay there again"
United States
Jennifer
The price is HK$860
HK$963 total
includes taxes & fees
9 Nov - 10 Nov
Courtyard Muncie at Horizon Convention Center
An outdoor patio with yellow chairs and tables, a wooden ceiling with lights, and a view of buildings in the background.

9. Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond
3.0 star property
Richmond
9.2 out of 10, Wonderful, (487 reviews)
"Room was very clean. Very modern. Staff was very helpful and kind. 10/10 experience"
United States
Colby
The price is HK$959
HK$1,074 total
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites by Hilton Richmond
A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.

10. 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, (1,000 reviews)
"Great hotel for a quick stop. Rooms spacious and clean. Free breakfast also very good!"
United States
Kelly
The price is HK$733
HK$821 total
includes taxes & fees
12 Nov - 13 Nov
Best Western Plus Richmond Indiana I-70
A modern kitchen with a stone accent wall, a black countertop, and a wooden dining area with chairs.

11. Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie
3.0 star property
Muncie
8.2 out of 10, Very good, (839 reviews)
"Large comfortable rooms, quiet, good breakfast and we'll maintained property."
United States
Jan
The price is HK$805
HK$902 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn by Marriott Muncie
A modern hotel lobby with green seating, a reception desk, and a dining area in the background.

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, (354 reviews)
"Clean and everyone was super friendly."
United States
Kathryn
The price is HK$816
HK$924 total
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express Hotel & Suites Greenville by IHG
A modern hotel lobby with seating areas, tables, and artwork on the walls.

13. Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,000 reviews)
"I love the location and the staff was amazing"
United States
Josh
The price is HK$862
HK$966 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Richmond, IN
A modern hotel room with a lofted ceiling, a brick accent wall, a sofa, a coffee table, a desk, a chair, and a bed.

14. 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
The price is HK$667
HK$747 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Muncie
A hotel room with two beds, a desk with a TV, a dresser, and a window with curtains.

15. 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
The price is HK$494
HK$553 total
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Portland, IN
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

16. Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University
2.5 star property
Muncie
8.4 out of 10, Very good, (857 reviews)
"Nice place to stay. Comfortable room that met our needs. Breakfast was okay for what it was. Overall, I would visit again the next time I need to stay overnight near the University."
United States
Christopher
The price is HK$733
HK$822 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Muncie Near University
A hotel room with two beds, each with a purple bedspread and white pillows. There are framed artworks on the walls and a nightstand with a lamp between the beds.

17. 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
The price is HK$635
HK$712 total
includes taxes & fees
1 Nov - 2 Nov
Hoosier Inn
A hotel room with three beds, a desk, and a chair. There are paintings on the walls and a window with curtains.

18. Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.2 out of 10, (372 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
The price is HK$410
HK$459 total
includes taxes & fees
15 Nov - 16 Nov
Super 8 by Wyndham Centerville-Richmond
A hotel room with a large bed, a smaller bed, a nightstand, a lamp, and a window with curtains.

19. Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,000 reviews)
"Enjoyed our four day, three night stay at the Quality Inn Richmond, IN. Great location on the National Road/U.S. 40 convenient to shopping/restaurants and other amenities. Nice comfortable beds and room, quiet and the price was hard to beat for the comfort of the room and beds. Nice complimentary breakfasts."
United States
Dale
The price is HK$468
HK$525 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn and Conference Center
A building with a stone facade, a glass entrance, and a 'Lobby' sign.

20. Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (981 reviews)
"No complaints. Decent place to stay at"
United States
Jeff
The price is HK$377
HK$422 total
includes taxes & fees
15 Nov - 16 Nov
Red Roof Inn Richmond, IN
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.
View all properties

Compare top hotels in Winchester

A golf course with a pond, trees, and a clear sky.

Randolph Inn and Suites

2.5 star property
Winchester
View
A buffet with various food items, including omelets and other dishes, served in metal containers.

Holiday Inn Express & Suites Portland by IHG

2.5 star property
Portland
View
A hotel room with a large bed, a desk with a computer, a chair, and a TV.

Baymont by Wyndham Richmond I-70

2.5 star property
Richmond
View
An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

Comfort Suites Richmond East

2.5 star property
Richmond
View
A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.

Surestay By Best Western Greenville

2.5 star property
Greenville
View
8.8
Excellent
286 reviews
9.2
Wonderful
395 reviews
8.6
Excellent
1,002 reviews
9.4
Exceptional
892 reviews
7.8
Good
456 reviews
The price is HK$763
HK$854 total
includes taxes & fees
31 Oct - 1 Nov
The price is HK$839
HK$940 total
includes taxes & fees
29 Nov - 30 Nov
The price is HK$593
HK$664 total
includes taxes & fees
3 Nov - 4 Nov
The price is HK$835
HK$950 total
includes taxes & fees
27 Nov - 28 Nov
The price is HK$722
HK$818 total
includes taxes & fees
5 Nov - 6 Nov
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
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Stay near popular Winchester attractions

Winchester Speedway

7.8/10 (26 reviews)
Experience heart-pounding action at the world's fastest half-mile paved track with its legendary steep, high-banked turns. Arrive early to secure prime seating for the electrifying races.
See properties

Learn more about Winchester

In the heart of small-town America, Winchester's Historic Shopping & Dining District invites visitors to explore local heritage while savouring hometown flavours. Racing enthusiasts can catch high-octane action at Winchester Speedway, while golfers enjoy peaceful rounds at the well-maintained Winchester Golf Club.

See all hotels in Winchester
A historic building with a clock tower, a statue, and well-maintained gardens.

Top Winchester Hotel Reviews

Hampton Inn & Suites Muncie

Hampton Inn & Suites Muncie

8/10 Good
"It was a good stay...clean room, good breakfast bar, pleasant staff. Did have to reach out later to have my final bill e-mailed to me but that was the only glitch."
Vicky 1-night trip
Posted 8 hours ago
Hampton Inn & Suites Muncie

More cheap stays in Winchester

Motel 6 Richmond, IN

Motel 6 Richmond, IN

6030 National Road East Richmond IN
The price is HK$408 per night from 12 Nov to 13 Nov
HK$408
HK$457 total
12 Nov - 13 Nov
includes taxes & fees

Frequently asked questions

What's the best place for a stay in Winchester?
Based on our traveller 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 Days Inn by Wyndham Muncie -Ball State University and Motel 6 Richmond, IN. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: This highly rated holiday home rental in Winchester is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
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 accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A couple of favourite places to visit are Winchester Speedway and Winchester Golf Club. You'll also find Levi Coffin House and Prairie Creek Reservoir and Campground in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Winchester is 1190 mm.

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