Find 40 hotels in Winchester
Hotels from €55
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Check hotel availability in Winchester
Most frequently booked hotels in Winchester
Best Western Jacksonville Inn
1709 W Morton Ave, Jacksonville, IL
19.83 km from city centre
The price is €81 per night
€81
includes taxes & fees
24 Nov - 25 Nov
Our customers tell us that they can't get enough of the helpful staff at Best Western Jacksonville Inn. During your stay, you'll be within walking distance of Illinois College. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
20.62 km from city centre
The price is €86 per night
€86
includes taxes & fees
15 Dec - 16 Dec
The free breakfast at Sleep Inn & Suites gets high marks from our customers. During your stay, you'll be close to Jacksonville PetSafe Bark Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2501 Holliday Lane, Jacksonville, IL
20.56 km from city centre
The price is €95 per night
€95
includes taxes & fees
24 Nov - 25 Nov
During your stay at Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel, you'll be close to Jacksonville Community Park. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
Pool
Breakfast included
Quality Inn Jacksonville near I-72
200 Comfort Drive, Jacksonville, IL
20.53 km from city centre
The price is €55 per night
€55
includes taxes & fees
6 Dec - 7 Dec
Our customers tell us that they can't get enough of the helpful staff at Quality Inn Jacksonville near I-72. During your stay, you'll be close to Lake Jacksonville. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
Hampton Inn Jacksonville
1725 W Morton Ave, Jacksonville, IL
19.58 km from city centre
The price is €91 per night
€91
includes taxes & fees
30 Nov - 1 Dec
Our customers tell us that they can't get enough of the helpful staff at Hampton Inn Jacksonville. During your stay, you'll be within walking distance of Morgan County Fairgrounds. Features include free breakfast, free WiFi in public areas and free self-parking.
Super 8 by Wyndham Jacksonville
1003 W Morton Ave, Jacksonville, IL
20.8 km from city centre
The price is €64 per night
€64
includes taxes & fees
28 Nov - 29 Nov
Our customers tell us that they can't get enough of the helpful staff at Super 8 by Wyndham Jacksonville. During your stay, you'll be within walking distance of Illinois College. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
Baymont by Wyndham Jacksonville
1914 Southbrooke Road, Jacksonville, IL
20.88 km from city centre
The price is €64 per night
€64
includes taxes & fees
6 Dec - 7 Dec
During your stay at Baymont by Wyndham Jacksonville, you'll be close to Jacksonville PetSafe Bark Park. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
27.21 km from city centre
During your stay at this holiday home, you'll be close to Old Orchard Country Club. An outdoor pool, breakfast (surcharge) and 1 hot tub are available. Enjoy your stay with amenities like free WiFi and a private pool in the holiday home.
Pool
Hot tub
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
26.17 km from city centre
The price is €134 per night
€134
includes taxes & fees
2 Dec - 3 Dec
This holiday home features a library. Free WiFi and a kitchen are available in the holiday home.
Kitchen
Washer
William Watson Hotel
105 East Washington Street, Pittsfield, IL
30.05 km from city centre
The price is €115 per night
€115
includes taxes & fees
1 Dec - 2 Dec
During your stay at William Watson Hotel, you're just a quick walk from John Greene Shastid House. Features include free breakfast, free WiFi in public areas and free self-parking.
Rodeway Inn
1238 W Washington St, Pittsfield, IL
31.88 km from city centre
The price is €65 per night
€65
includes taxes & fees
8 Dec - 9 Dec
During your stay at Rodeway Inn, you'll be within walking distance of Illini Community Hospital. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
Breakfast included
Pet-friendly
Villa DeWolf
876 W State St, Jacksonville, IL
21.78 km from city centre
The price is €297 per night
€297
includes taxes & fees
24 Nov - 25 Nov
During your stay at Villa DeWolf, you'll be within walking distance of Governor Duncan Mansion. Features include free breakfast, free WiFi in public areas and free self-parking.
Green Acres Hotel
625 W. Washington, Pittsfield, IL
30.81 km from city centre
The price is €125 per night
€125
includes taxes & fees
24 Nov - 25 Nov
During your stay at Green Acres Hotel, you're just a quick walk from Illini Community Hospital. Features include free breakfast, free WiFi in public areas and free self-parking.
Breakfast included
Parking included
Knights Inn Jacksonville East Morton Ave
1111 East Morton Ave, Jacksonville, IL
23.68 km from city centre
The price is €70 per night
€70
includes taxes & fees
24 Nov - 25 Nov
During your stay at Knights Inn Jacksonville East Morton Ave, you'll be close to Jacksonville PetSafe Bark Park. Features include free breakfast, free WiFi in public areas and free self-parking.
Monroe Street Suites
221 S Monroe St, Pittsfield, IL
29.98 km from city centre
The price is €109 per night
€109
includes taxes & fees
24 Nov - 25 Nov
During your stay at Monroe Street Suites, you're just a quick walk from John Greene Shastid House. Enjoy features like free WiFi in public areas and free self-parking.
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.
Exploring Winchester
The city of Winchester has some interesting things to see and do. Popular attractions in and around Winchester include:
- Morgan County Fairgrounds
- Lake Jacksonville
- Illinois College
- Future Champions Sport Complex
- Jacksonville Community Park
- Old Orchard Country Club
- Woodlawn Farm
When is the Best Time to Explore Winchester?
If you're curious when is the best time of year to explore Winchester, you may find this information about seasonal weather helpful when you are organising your getaway. The warmest months in Winchester are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are May and April, whereas January and December have the least.
Here's a rundown on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 11°C and at night it is -6°C. Seasonal average rainfall is 234 mm.
- If you visit between April and June, you can expect an average temp of 28°C during the day and 7°C at night. Average rainfall during this season is 446 mm.
- The daytime average temp from July to September is 29°C and the night-time average is 15°C. Average precipitation for this season is 305 mm.
- Between October and December, the average temp during the day is 19°C and -2°C at night. Seasonal average rain is 249 mm.
- The annual rainfall average in Winchester is 1234 mm.
Winchester hotels essential information
Accommodation | 40 hotels |
|---|---|
Lowest Price | €55 |
Highest Price | €297 |
Popular hotels | Best Western Jacksonville Inn, Sleep Inn & Suites, Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel, Quality Inn Jacksonville near I-72, Hampton Inn Jacksonville, Super 8 by Wyndham Jacksonville, Baymont by Wyndham Jacksonville, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee., William Watson Hotel, Rodeway Inn, Villa DeWolf, Green Acres Hotel, Knights Inn Jacksonville East Morton Ave, Monroe Street Suites |
Recently booked Winchester hotelsebookers verified reviews
Best Western Jacksonville Inn
5/5 Excellent
"everyone was super nice, breakfast was yummy however the beds were uncomfortable but I would stay again because we have family in this town and i have kids like love to swim "
A verified traveller stayed at Best Western Jacksonville Inn
Posted 3 days ago
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