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Check prices for these dates

Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar
In one month
27 Mar - 29 Mar
In two months
24 Apr - 26 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Desk, blackout curtains, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
10.0 out of 10, Exceptional, (1 review)
"The room was amazing the man at the desk was as nice as could be I am sad there was no breakfast "
United States
Jaymie
The price is AU$116
includes taxes & fees
9 Mar - 10 Mar
Jacksonville Inn & Suites
Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (507 reviews)
"Clean room. Great friendly staff. "
United States
Lawrence
The price is AU$130
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Jacksonville
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (757 reviews)
"It was a great location and front desk staff was very friendly"
United States
Charise
The price is AU$120
includes taxes & fees
2 Mar - 3 Mar
Best Western Jacksonville Inn
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (644 reviews)
"Great stay!"
United States
Alexis
The price is AU$125
includes taxes & fees
8 Mar - 9 Mar
Sleep Inn & Suites South Jacksonville
Free daily continental breakfast

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$179
includes taxes & fees
2 Mar - 3 Mar
Green Acres Hotel
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (58 reviews)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is AU$151
includes taxes & fees
2 Mar - 3 Mar
Monroe Street Suites
Standard Room, 2 Queen Beds

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (624 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is AU$88
includes taxes & fees
15 Mar - 16 Mar
Super 8 by Wyndham Jacksonville
Exterior

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, (448 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is AU$139
includes taxes & fees
5 Mar - 6 Mar
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Exterior

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, (9 reviews)
"The cabin is perfect for creating a relaxing atmosphere. We always like our stay there."
United States
James Z.
The price is AU$225
includes taxes & fees
2 Mar - 3 Mar
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Exterior

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, (61 reviews)
"We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!"
United States
Mandy S.
The price is AU$197
includes taxes & fees
2 Mar - 3 Mar
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is AU$123
includes taxes & fees
2 Mar - 3 Mar
William Watson Hotel
Dining

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, (27 reviews)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveller
The price is AU$141
includes taxes & fees
3 Mar - 4 Mar
Peace on the Prairie — Quiet Nature Retreat on 24 Acres
Lobby

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (445 reviews)
"Staff was very friendly and room was clean and comfortable."
United States
Jim
The price is AU$99
includes taxes & fees
30 Mar - 31 Mar
Quality Inn Jacksonville near I-72
Exterior

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
10.0 out of 10, Exceptional, (58 reviews)
"Beautiful place, highly recommend "
United States
Anthony S.
The price is AU$304
includes taxes & fees
2 Mar - 3 Mar
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (129 reviews)
"Our stay was pleasant and quiet, the only problem was that the heat was not sufficient to keep the room warm during extreme cold wave. Other than that it was fairly clean, and the staff was very friendly and helpful."
United States
Tod
The price is AU$88
includes taxes & fees
15 Mar - 16 Mar
Rodeway Inn Pittsfield
2 bedrooms, desk, iron/ironing board, travel cot

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$234
includes taxes & fees
17 Mar - 18 Mar
The Farmhouse Loft "Greene County's Guesthouse"
Lobby

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (166 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
2 Mar - 3 Mar
Knights Inn Jacksonville East Morton Ave
Dining

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (16 reviews)
"Always a nice place to stay."
United States
Pete D.
The price is AU$180
includes taxes & fees
2 Mar - 3 Mar
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Interior

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$262
includes taxes & fees
2 Mar - 3 Mar
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area
Property grounds

Dave’s River House

Dave’s River House
Mozier
The price is AU$360
includes taxes & fees
8 Mar - 9 Mar
Dave’s River House
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

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Top Winchester Hotel Reviews

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville

10/10 Excellent
"Clean rooms, kind staff, good breakfast and my dog stayed at a reasonable rate. Many thanks!"
Gina 1-night trip
Posted 7 days ago
Sleep Inn & Suites South Jacksonville

Find out more about Winchester

Winchester B&B information

Number of reviews
4,274
Accommodation
2 B&B
Lowest Price
AU$88
Highest Price
AU$360

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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