Search B&B in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

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, (289 reviews)
"Loved the food"
United States
Sheri
The price is RM394
RM442 total
includes taxes & fees
13 Nov - 14 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, (397 reviews)
"Always enjoy the Holiday Inn experience"
United States
Mary
The price is RM434
RM486 total
includes taxes & fees
13 Dec - 14 Dec
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, (1,001 reviews)
"My room was clean and comfortable. Great value"
United States
Larry
The price is RM273
RM305 total
includes taxes & fees
15 Nov - 16 Nov
Baymont by Wyndham Richmond I-70
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.

4. 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 RM329
RM368 total
includes taxes & fees
16 Nov - 17 Nov
Hoosier Inn
A hotel room with two beds, a desk with a TV, a dresser, and a window with curtains.

5. Motel 6 Portland, IN

Motel 6 Portland, IN
2.0 star property
Portland
7.2 out of 10, Good, (130 reviews)
"Clean room, nice staff and peaceful stay"
United States
Tommy
The price is RM255
RM286 total
includes taxes & fees
19 Nov - 20 Nov
Motel 6 Portland, IN
A hotel room with a large bathtub, a double bed, a desk, and a chair.

6. Quality Inn Greenville North

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very good, (391 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 RM400
RM454 total
includes taxes & fees
13 Dec - 14 Dec
Quality Inn Greenville North
A building with a stone facade, a glass entrance, and a 'Lobby' sign.

7. 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 RM188
RM211 total
includes taxes & fees
2 Dec - 3 Dec
Red Roof Inn Richmond, IN
A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.

8. 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 RM373
RM423 total
includes taxes & fees
18 Nov - 19 Nov
Surestay By Best Western Greenville
Interior

9. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is RM438
RM1,324 total
includes taxes & fees
15 Nov - 16 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A hotel room with three beds, a desk, and a chair. There are paintings on the walls and a window with curtains.

10. Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.2 out of 10, (374 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 RM219
RM245 total
includes taxes & fees
22 Nov - 23 Nov
Super 8 by Wyndham Centerville-Richmond
A modern hotel lobby with green seating, a reception desk, and a dining area in the background.

11. 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, (356 reviews)
"Very clean. Staff was wonderful. Breakfast was outstanding"
United States
Gregg
The price is RM422
RM478 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Hotel & Suites Greenville by IHG
An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

12. Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (899 reviews)
"Room was clean, check in friendly and efficient, breakfast was fine"
United States
Harley
The price is RM394
RM449 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Suites Richmond East
A modern bistro bar with a wooden counter, a refrigerated display, and a menu board.

13. Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (951 reviews)
"Would stay there again"
United States
Jennifer
The price is RM410
RM460 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard Muncie at Horizon Convention Center
A modern hotel lobby with seating areas, tables, and artwork on the walls.

14. 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 RM414
RM464 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn & Suites Richmond, IN
A lobby with a stone wall, a coffee station, two green sofas, and a white table.

15. 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 RM428
RM484 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn by Marriott Richmond
A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.

16. 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 RM379
RM425 total
includes taxes & fees
19 Nov - 20 Nov
Best Western Plus Richmond Indiana I-70
A hotel room with two beds, a TV, a dresser, a bench, and a mirror.

17. The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (477 reviews)
"It was a very nice, clean and peaceful place to staff. The staff were very friendly too."
United States
Lynzee
The price is RM320
RM363 total
includes taxes & fees
13 Nov - 14 Nov
The Golden Inn
A spacious lobby with a wooden staircase, a chandelier, and a reception desk.

18. Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.2 out of 10, Very good, (1,005 reviews)
"Good stay for the price. Convenient location."
United States
Michael
The price is RM211
RM236 total
includes taxes & fees
25 Nov - 26 Nov
Motel 6 Richmond, IN
An outdoor seating area with fire pits and modern furniture, overlooking a street with buildings and a sunset view.

19. Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (108 reviews)
"It was close to our wedding venue and it had everything we needed staff was superb ♥️♥️"
United States
Doris
The price is RM479
RM537 total
includes taxes & fees
29 Nov - 30 Nov
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.
View all 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

Searching for B&Bs in Winchester?

Whether you're on a romantic holiday and want to stay somewhere quiet, or you're travelling solo and hoping to get some local recommendations, B&Bs can be a great choice for many types of holidaymakers. If you're interested in playing some golf on your trip, Winchester Golf Club is a good spot to get in a game.

How do you know if a B&B is the right choice for your stay?

With attentive service, an atmosphere suited to mingling with other guests and tasty breakfasts, B&Bs offer a one-of-a-kind environment.

When is the best time to stay at a B&B in Winchester?

When you're dreaming of a trip to Winchester, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Winchester?

If you're looking for some activities to entertain you on your trip, consider visiting Winchester Speedway and Winchester Golf Club. You might also consider a trip to sites such as Levi Coffin House or Prairie Creek Reservoir and Campground if you have time to see more of the area.

How can I get to and around Winchester?

Mapping out your trip in and around Winchester is easy with these transportation options. Fly into Muncie, IN (MIE-Delaware County), which is located 21.9 mi (35.2 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to explore more sights.