Hotels in Winchester
Search over 42 hotels from $65
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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
$80 nightly
The price is $89 total per night
$89 total
Feb 22 - Feb 23
Total with taxes and fees
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

Hampton Inn Jacksonville
1725 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.16 mi from city center
$81 nightly
The price is $93 total per night
$93 total
Feb 22 - Feb 23
Total with taxes and fees
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 securing valuables and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.

Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.31 mi from city center
$75 nightly
The price is $85 total per night
$85 total
Feb 15 - Feb 16
Total with taxes and fees
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

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane Jacksonville IL
Free Cancellation
12.75 mi from city center
$79 nightly
The price is $88 total per night
$88 total
Feb 22 - Feb 23
Total with taxes and fees
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.

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
$58 nightly
The price is $66 total per night
$66 total
Mar 8 - Mar 9
Total with taxes and fees
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

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
$62 nightly
The price is $69 total per night
$69 total
Feb 20 - Feb 21
Total with taxes and fees
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

William Watson Hotel
105 East Washington Street Pittsfield IL
18.66 mi from city center
$81 nightly
The price is $90 total per night
$90 total
Feb 21 - Feb 22
Total with taxes and fees
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 barbecue grills and a garden.

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville IL
9.61 mi from city center
$149 nightly
The price is $158 total per night
$158 total
Feb 22 - Feb 23
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities.

Green Acres Hotel
625 W. Washington Pittsfield IL
Free Cancellation
19.13 mi from city center
$119 nightly
The price is $131 total per night
$131 total
Feb 15 - Feb 16
Total with taxes and fees
Green Acres Hotel features free WiFi in public areas, microwave in a common area, and a meeting room. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include laundry facilities, a garden, and barbecue grills.

Rodeway Inn
1238 W Washington St Pittsfield IL
Free Cancellation
Reserve now, pay when you stay
19.77 mi from city center
$59 nightly
The price is $65 total per night
$65 total
Feb 15 - Feb 16
Total with taxes and fees
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.

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Murrayville IL
16.25 mi from city center
$131 nightly
The price is $139 total per night
$139 total
Feb 16 - Feb 17
Total with taxes and fees
At this cabin, guests have access to a library, laundry facilities, and barbecue grills. This smoke-free cabin also has a garden.
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
2 properties
Where should you stay in Winchester?
What are the best hotels in Winchester?
Consider these top hotels around Winchester:
- Best Western Jacksonville Inn is located 12.3 mi away, and this hotel has free breakfast, free parking, and a 24-hour fitness center.
- Sleep Inn & Suites South Jacksonville is located 12.8 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- 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 | 42 hotels |
|---|---|
Lowest Price | $65 |
Highest Price | $158 |
Popular hotels | Sleep Inn & Suites South Jacksonville, Hampton Inn Jacksonville, Best Western Jacksonville Inn, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Super 8 by Wyndham Jacksonville, Quality Inn Jacksonville near I-72, William Watson Hotel, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville , Green Acres Hotel, Rodeway Inn, Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee. |
Recent Reviews

Best Western Jacksonville Inn
5/5 Excellent
"Clean comfy spacious rooms. Great staff"
A verified traveler stayed at Best Western Jacksonville Inn
Posted 19 hours ago
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