Winchester hotels from HK$364

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Go beyond your typical stay in Winchester

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Pool
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Check prices for these dates

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Winchester hotels

A living room with a fireplace, a television mounted above it, and a carpeted floor.

1. Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
8.8 out of 10, Excellent, (289 reviews)
"Loved the food"
United States
Sheri
The price is HK$763
HK$854 total
includes taxes & fees
15 Nov - 16 Nov
Randolph Inn and Suites
An indoor swimming pool with lounge chairs, a lifeguard station, and warning signs.

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, (396 reviews)
"Always enjoy the Holiday Inn experience"
United States
Mary
The price is HK$863
HK$966 total
includes taxes & fees
8 Nov - 9 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, (1,000 reviews)
"Breakfast was the best and the staff member was terrific. He even offered to make us fried eggs if we did not want scrambled."
United States
Ronald
The price is HK$593
HK$664 total
includes taxes & fees
19 Nov - 20 Nov
Baymont by Wyndham Richmond I-70
A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.

4. Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (459 reviews)
"Place is clean and have stayed there before."
United States
don
The price is HK$722
HK$818 total
includes taxes & fees
13 Nov - 14 Nov
Surestay By Best Western Greenville
A hotel room with a large bathtub, a double bed, a desk, and a chair.

5. 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
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, (106 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
29 Nov - 30 Nov
Home2 Suites By Hilton Muncie
An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

7. Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (896 reviews)
"Nice breakfast."
United States
Pamela
The price is HK$771
HK$879 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Suites Richmond East
A hotel room with two beds, a desk, a chair, a TV, and a large window with curtains.

8. Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (950 reviews)
"Would stay there again"
United States
Jennifer
The price is HK$860
HK$963 total
includes taxes & fees
12 Nov - 13 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$958
HK$1,074 total
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Richmond
A modern kitchen with a stone accent wall, a black countertop, and a wooden dining area with chairs.

10. Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie
3.0 star property
Muncie
8.2 out of 10, Very good, (841 reviews)
"Large comfortable rooms, quiet, good breakfast and we'll maintained property."
United States
Jan
The price is HK$805
HK$901 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn by Marriott Muncie
Room

11. 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$660
HK$740 total
includes taxes & fees
6 Dec - 7 Dec
Best Western 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
4 Dec - 5 Dec
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
15 Nov - 16 Nov
Hampton Inn & Suites Richmond, IN
A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.

14. 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, (1,001 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
19 Nov - 20 Nov
Best Western Plus Richmond Indiana I-70
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
8 Nov - 9 Nov
Motel 6 Portland, IN
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.

16. 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
8 Nov - 9 Nov
Hoosier Inn
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

17. 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$724
HK$810 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Muncie Near University
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, (373 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 building with a stone facade, a glass entrance, and a 'Lobby' sign.

19. Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (982 reviews)
"No complaints. Decent place to stay at"
United States
Jeff
The price is HK$364
HK$408 total
includes taxes & fees
3 Dec - 4 Dec
Red Roof Inn Richmond, IN
A lobby with a stone wall, a coffee station, two green sofas, and a white table.

20. Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
3.0 star property
New Paris
9.0 out of 10, Wonderful, (569 reviews)
"Nice property"
United States
Richard
The price is HK$827
HK$936 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn by Marriott Richmond
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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Compare top hotels in Winchester

A living room with a fireplace, a television mounted above it, and a carpeted floor.

Randolph Inn and Suites

2.5 star property
Winchester
View
An indoor swimming pool with lounge chairs, a lifeguard station, and warning signs.

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
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
A hotel room with a large bathtub, a double bed, a desk, and a chair.

Quality Inn Greenville North

2.5 star property
Greenville
View
8.8
Excellent
289 reviews
9.2
Wonderful
396 reviews
8.6
Excellent
1,000 reviews
7.8
Good
459 reviews
8.2
Very good
390 reviews
The price is HK$763
HK$854 total
includes taxes & fees
15 Nov - 16 Nov
The price is HK$863
HK$966 total
includes taxes & fees
8 Nov - 9 Nov
The price is HK$593
HK$664 total
includes taxes & fees
19 Nov - 20 Nov
The price is HK$722
HK$818 total
includes taxes & fees
13 Nov - 14 Nov
The price is HK$700
HK$793 total
includes taxes & fees
29 Nov - 30 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
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

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.

Frequently Asked Questions

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.

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.