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Recommended hotels in Winchester

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.6 out of 10, Good, (10 reviews)
"Room was great other than the mini fridge did not work. "
United States
Derek
The price is AU$90
includes taxes & fees
17 Apr - 18 Apr
Jacksonville Inn & Suites

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (772 reviews)
"Inexpensive, clean friendly place to sleep."
United States
Rodney
The price is AU$119
includes taxes & fees
26 Apr - 27 Apr
Best Western Jacksonville Inn

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (514 reviews)
"The staff was great. We were worried staying at a pet-friendly hotel, but the property and our room looked and smelled fresh and clean. My only complaint is that the beds were too firm for my taste. "
United States
Ellen
The price is AU$130
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Jacksonville

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (61 reviews)
"A unique luxurious find for rest and respite on a long trip home. Would stay here again, without any hesitation!"
United States
Donna
The price is AU$150
includes taxes & fees
26 Apr - 27 Apr
Monroe Street Suites

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (350 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is AU$119
includes taxes & fees
24 Apr - 25 Apr
William Watson Hotel

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (143 reviews)
"Great stay"
United States
Jeramy
The price is AU$164
includes taxes & fees
26 Apr - 27 Apr
Green Acres Hotel

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (662 reviews)
"Staff was friendly, rooms were clean, breakfast was good."
United States
Brett
The price is AU$128
includes taxes & fees
17 May - 18 May
Sleep Inn & Suites South Jacksonville

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (631 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is AU$88
includes taxes & fees
26 Apr - 27 Apr
Super 8 by Wyndham Jacksonville

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Murrayville
9.8 out of 10, Exceptional, (64 reviews)
"Kevin was an excellent host and the house on the prairie was exactly what we needed after a long day of travel. We were surprised with fresh baked cookies upon arrival.The house was very cozy and walking the trails of the prairie was great for our pup. We would definitely stay here again the future!"
United States
David S.
The price is AU$197
includes taxes & fees
18 Apr - 19 Apr
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (456 reviews)
"Room was easily accessible, pool was convenient and we both slept well in the comfy bed. "
United States
Donielle
The price is AU$105
includes taxes & fees
26 Apr - 27 Apr
Quality Inn Jacksonville near I-72

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville
10.0 out of 10, Exceptional, (12 reviews)
"The cabin is perfect for creating a relaxing atmosphere. We always like our stay there."
United States
James Z.
The price is AU$224
includes taxes & fees
21 Apr - 22 Apr
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Holiday Inn Express Hotel & Suites Jacksonville by IHG

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2.5 star property
Jacksonville
7.8 out of 10, Good, (454 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is AU$133
includes taxes & fees
17 May - 18 May
Holiday Inn Express Hotel & Suites Jacksonville by IHG

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful place, highly recommend "
United States
Anthony S.
The price is AU$300
includes taxes & fees
17 Apr - 18 Apr
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (131 reviews)
"Great little hotel, perfect for an overnight pit stop "
United States
David
The price is AU$85
includes taxes & fees
17 May - 18 May
Rodeway Inn Pittsfield

The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (61 reviews)
"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "
United States
Gregory D.
The price is AU$233
includes taxes & fees
3 May - 4 May
The Farmhouse Loft "Greene County's Guesthouse"

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (167 reviews)
"The room was very clean and comfortable we only stayed one night. I would stay here again."
United States
Shannon
The price is AU$104
includes taxes & fees
19 Apr - 20 Apr
Knights Inn Jacksonville East Morton Ave

Peace on the Prairie — Quiet Nature Retreat on 24 Acres

Peace on the Prairie — Quiet Nature Retreat on 24 Acres
Murrayville
10.0 out of 10, Exceptional, (30 reviews)
"Yes, everything was very nice"
United States
Cary W.
Peace on the Prairie — Quiet Nature Retreat on 24 Acres

Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area

Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area
Pleasant Hill
The price is AU$261
includes taxes & fees
19 Apr - 20 Apr
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area

Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo

Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo
Nebo
10.0 out of 10, Exceptional, (2 reviews)
"A beautiful setting for some time away!"
United States
Amber S.
The price is AU$582
includes taxes & fees
17 Apr - 18 Apr
Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Pittsfield
The price is AU$488
includes taxes & fees
17 Apr - 18 Apr
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
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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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester B&B information

Number of reviews
3,934
Accommodation
1 B&B
Lowest Price
AU$85
Highest Price
AU$582

Frequently asked questions

Searching for B&Bs in Winchester?
If you're looking for a place to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be a great fit for your getaway to Winchester.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to meet guests from other places and of course a full breakfast to start the day, B&Bs provide a one-of-a-kind setting.
What are the best bed and breakfasts in Winchester?
Here is a B&B that guests like in the area: Blessings on State Bed & Breakfast: 2 rooms. 13.3 mi (21.4 km) from the heart of Winchester. Enjoy the designer toiletries and spa.
When is the best time to stay at a B&B in Winchester?
When you're dreaming of a getaway 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 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Winchester is 1234 mm.

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