Hotels in Winchester
Search over 43 hotels from $62
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Top Rated Winchester Hotels

Sleep Inn & Suites South Jacksonville
2401 Holliday Ln Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.81 mi from city center
The price is $98 total per night
$98 total
per night
Apr 12 - Apr 13
Guests of Sleep Inn & Suites South Jacksonville have access to an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.31 mi from city center
The price is $91 total per night
$91 total
per night
Apr 2 - Apr 3
At Best Western Jacksonville Inn, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include conference space, a business center, and express check-out.
Pool
Breakfast included

Hampton Inn Jacksonville
1725 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.16 mi from city center
The price is $93 total per night
$93 total
per night
Apr 9 - Apr 10
At Hampton Inn Jacksonville, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

Quality Inn Jacksonville near I-72
200 Comfort Drive Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.75 mi from city center
The price is $75 total per night
$75 total
per night
Apr 30 - May 1
Guests staying at Quality Inn Jacksonville near I-72 enjoy an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include conference space, a business center, and a computer station.
Pool
Breakfast included

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane Jacksonville IL
Free Cancellation
12.75 mi from city center
The price is $100 total per night
$100 total
per night
Apr 5 - Apr 6
Guests of Holiday Inn Express Hotel & Suites Jacksonville by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and securing valuables. Additional amenities include conference space, a business center, and a computer station.
Pool
Breakfast included

Jacksonville Inn & Suites
1914 Southbrooke Rd Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.97 mi from city center
The price is $81 total per night
$81 total
per night
Apr 8 - Apr 9
Guests staying at Jacksonville Inn & Suites enjoy free WiFi in public areas and laundry facilities. Free parking is included with your stay. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly

Super 8 by Wyndham Jacksonville
1003 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.92 mi from city center
The price is $63 total per night
$63 total
per night
Apr 12 - Apr 13
Guests of Super 8 by Wyndham Jacksonville enjoy free WiFi in public areas, a business center, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. This smoke-free motel also has a vending machine.
Breakfast included
Pet friendly

William Watson Hotel
105 East Washington Street Pittsfield IL
18.66 mi from city center
The price is $84 total per night
$84 total
per night
Apr 4 - Apr 5
William Watson Hotel features a gym, free WiFi in public areas, and a business center. There's free parking if you drive. The 24-hour front desk has staff always at the ready.
Parking included
Free WiFi

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Griggsville IL
16.9 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Kitchen

Peace on the Prairie — Quiet Nature Retreat on 24 Acres
Murrayville IL
16.32 mi from city center
The price is $104 total per night
$104 total
per night
Apr 2 - Apr 3
Guests staying at this apartment enjoy free WiFi in public areas, laundry facilities, and barbecue grills. This smoke-free apartment building also has a garden.

Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
19.77 mi from city center
The price is $62 total per night
$62 total
per night
Apr 5 - Apr 6
Rodeway Inn Pittsfield features free WiFi in public areas and an ATM. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. This smoke-free hotel also has a vending machine.
Breakfast included
Pet friendly
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.
How much is a Winchester hotel?
Check Winchester hotel room prices by star rating

4 Star Hotels
1 properties
Where should you stay in Winchester?
What are the best hotels in Winchester?
Consider these top hotels around Winchester:
- Sleep Inn & Suites South Jacksonville is located 12.8 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Best Western Jacksonville Inn is located 12.3 mi away, and this hotel has free breakfast, free parking, and a 24-hour fitness center.
- Hampton Inn Jacksonville is located 12.2 mi away, and this hotel has free breakfast, free WiFi, and free parking.
Winchester hotels essential information
Accommodation | 43 hotels |
|---|---|
Lowest Price | $62 |
Highest Price | $158 |
Popular hotels | Sleep Inn & Suites South Jacksonville, Best Western Jacksonville Inn, Hampton Inn Jacksonville, Quality Inn Jacksonville near I-72, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Jacksonville Inn & Suites, Super 8 by Wyndham Jacksonville, William Watson Hotel, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Peace on the Prairie — Quiet Nature Retreat on 24 Acres, Rodeway Inn Pittsfield, Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville |
Recent Reviews

Jacksonville Inn & Suites
5/5 Excellent
"Clean rooms helpful staff "
A verified traveler stayed at Jacksonville Inn & Suites
Posted 3 days ago
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