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Recommended hotels in Winchester

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 £82
includes taxes & fees
8 Nov - 9 Nov
Randolph Inn and Suites

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 £90
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Portland by IHG

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)
"Staff was very helpful , had a problem with the bath and fixed quickly . The man at the breakfast was very helpful and friendly."
United States
James
The price is £63
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham Richmond I-70

4. 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 £53
includes taxes & fees
10 Nov - 11 Nov
Motel 6 Portland, IN

5. 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 £67
includes taxes & fees
8 Nov - 9 Nov
Hoosier Inn

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 £76
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Greenville North

7. 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 £78
includes taxes & fees
14 Nov - 15 Nov
Surestay By Best Western Greenville

8. 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 £39
includes taxes & fees
8 Dec - 9 Dec
Red Roof Inn Richmond, IN

9. 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 £85
includes taxes & fees
22 Nov - 23 Nov
Courtyard Muncie at Horizon Convention Center

10. 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 £84
includes taxes & fees
29 Nov - 30 Nov
Comfort Suites Richmond East

11. 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 £44
includes taxes & fees
15 Nov - 16 Nov
Super 8 by Wyndham Centerville-Richmond

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, (355 reviews)
"Clean and everyone was super friendly."
United States
Kathryn
The price is £88
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Greenville by IHG

13. 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, (1,002 reviews)
"Great hotel for a quick stop. Rooms spacious and clean. Free breakfast also very good!"
United States
Kelly
The price is £78
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus Richmond Indiana I-70

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
The price is £236
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is £244
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard

16. 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 £66
includes taxes & fees
16 Nov - 17 Nov
The Golden Inn

17. 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 £71
includes taxes & fees
6 Dec - 7 Dec
Best Western Muncie

18. 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 £99
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites By Hilton Muncie

19. Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,001 reviews)
"Older hotel, really showing its age. Musty smell throughout the facility."
United States
Scott
The price is £45
includes taxes & fees
1 Dec - 2 Dec
Quality Inn and Conference Center

20. Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.2 out of 10, Very good, (1,003 reviews)
"Good stay for the price. Convenient location."
United States
Michael
The price is £43
includes taxes & fees
22 Nov - 23 Nov
Motel 6 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.

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.

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

Top reviews in Winchester

Frequently Asked Questions

What is the nightly rate for a B&B in Winchester?

Prices for B&Bs in Winchester often vary, but you can find a great deal from £38 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winchester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

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

The best time to book a B&B in Winchester is during the spring months, particularly from April to June. This period sees the city come alive with vibrant flowers and pleasant temperatures, typically ranging from 10 to 20 degrees Celsius, creating a delightful atmosphere for sightseeing and outdoor activities.

As the winter chill recedes, visitors flock to Winchester to explore its rich history, including the magnificent Winchester Cathedral and the charming streets lined with quaint shops and cafes. The warmer days are great for leisurely strolls along the River Itchen or enjoying a picnic in one of the city's lovely parks.

For those looking for more affordable options, the winter months, especially December, present a quieter time to visit. During this period, you can enjoy the festive decorations and perhaps even a Christmas market, all while avoiding the busier tourist crowds.

What is the difference between a Winchester Bed and Breakfast and a hotel?

Every Winchester B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winchester B&Bs.

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