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Check prices for these dates

Next weekend
31 July - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sept - 20 Sept
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (530 reviews)
The price is AU$132
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Jacksonville
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (714 reviews)
"The room was nice, clean, very comfortable. Staff was super friendly. Would stay here again."
United States
Diane
The price is AU$147
includes taxes & fees
23 Aug - 24 Aug
Sleep Inn & Suites South Jacksonville
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (821 reviews)
"The pool area is cozy and clean! Employees are nice, breakfast is good 🙂 love the room w pool view"
United States
Alaric
The price is AU$122
includes taxes & fees
12 Aug - 13 Aug
Best Western Jacksonville Inn
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, (482 reviews)
"Room was in poor condition. Booked a king suite that was outdated, dirty and bathroom tiles were all popping off the floor. A Cheap motel would have had a better room"
United States
Josh
The price is AU$124
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express Hotel & Suites Jacksonville by IHG
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, (655 reviews)
"A great place to stay. Everything was great"
United States
William
The price is AU$100
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Jacksonville
Lobby

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (490 reviews)
"Overall good place to stay"
United States
Mark
The price is AU$107
includes taxes & fees
30 July - 31 July
Quality Inn Jacksonville near I-72
Desk, blackout curtains, iron/ironing board (on request), free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.8 out of 10, Good, (34 reviews)
"Friendly staff"
United States
Kenneth
The price is AU$107
includes taxes & fees
25 July - 26 July
Jacksonville Inn & Suites
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (365 reviews)
"Staff was great. Food in the restaurant is very good and drinks."
United States
Beth
The price is AU$126
includes taxes & fees
4 Aug - 5 Aug
William Watson Hotel
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, (21 reviews)
The price is AU$183
includes taxes & fees
31 July - 1 Aug
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Exterior

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (173 reviews)
"Very clean , washer and dryer available ! "
United States
Stacy
The price is AU$122
includes taxes & fees
26 July - 27 July
Knights Inn Jacksonville East Morton Ave
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (65 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$154
includes taxes & fees
30 July - 31 July
Monroe Street Suites
Exterior

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
10.0 out of 10, Exceptional, (63 reviews)
"Beautiful place, highly recommend "
United States
Anthony S.
The price is AU$311
includes taxes & fees
29 July - 30 July
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (148 reviews)
"Good place to stay!"
United States
Riley
The price is AU$185
includes taxes & fees
30 July - 31 July
Green Acres Hotel
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (140 reviews)
"Staff is great and id stay again "
United States
Thor
The price is AU$94
includes taxes & fees
13 Aug - 14 Aug
Rodeway Inn Pittsfield
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, (15 reviews)
"Was an excellent place to stay for the weekend."
United States
Amanda
The price is AU$229
includes taxes & fees
10 Aug - 11 Aug
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, (69 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$201
includes taxes & fees
29 July - 30 July
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
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, (31 reviews)
"Exactly as described, wonderful experience."
United States
Petraborg P.
The price is AU$205
includes taxes & fees
26 July - 27 July
Peace on the Prairie — Quiet Nature Retreat on 24 Acres
Property grounds

3-bedroom country home in Pike Co Il with AC and heat

3-bedroom country home in Pike Co Il with AC and heat
Chambersburg
The price is AU$283
includes taxes & fees
28 July - 29 July
3-bedroom country home in Pike Co Il with AC and heat
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$238
includes taxes & fees
29 July - 30 July
The Farmhouse Loft "Greene County's Guesthouse"
Exterior

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, (4 reviews)
"Host is super friendly and responds quickly, was very clean and spacious. Will be staying at again in the future!"
United States
Aaron G.
The price is AU$598
includes taxes & fees
28 July - 29 July
Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo
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

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72

10/10 Excellent
"Rooms spacious comfy bed . Ok parking could use bigger tv but works good . I'd stay again if I return to Jacksonville area"
Keith 3-night trip
Posted 20 hours ago
Quality Inn Jacksonville near I-72

Find out more about Winchester

Winchester B&B information

Number of reviews
2,967
Accommodation
1 B&B
Lowest Price
AU$94
Highest Price
AU$185

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.