Hotels in Winchester
Search over 42 hotels from $65
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Top Rated Winchester Hotels

Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
12.8 mi from city center
$84 nightly
The price is $93 total per night
$93 total
Sep 1 - Sep 2
Total includes taxes and fees
Guests of Sleep Inn & Suites 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
$75 nightly
The price is $85 total per night
$85 total
Aug 4 - Aug 5
Total includes 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

Hampton Inn Jacksonville
1725 W Morton Ave, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
12.16 mi from city center
$84 nightly
The price is $96 total per night
$96 total
Aug 17 - Aug 18
Total includes 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 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

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane, Jacksonville, IL
Free Cancellation
12.75 mi from city center
$64 nightly
The price is $71 total per night
$71 total
Aug 24 - Aug 25
Total includes 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 securing valuables and luggage storage. Additional amenities include conference space, a business center, and a computer station.
Pool
Breakfast included

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
$57 nightly
The price is $65 total per night
$65 total
Aug 10 - Aug 11
Total includes 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
$72 nightly
The price is $80 total per night
$80 total
Aug 10 - Aug 11
Total includes 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

Baymont by Wyndham Jacksonville
1914 Southbrooke Road, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
12.96 mi from city center
$60 nightly
The price is $66 total per night
$66 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of Baymont by Wyndham Jacksonville enjoy free WiFi in public areas, a computer station, and express check-out. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include free newspapers, laundry facilities, and a TV in a common area.

William Watson Hotel
105 East Washington Street, Pittsfield, IL
18.66 mi from city center
$85 nightly
The price is $93 total per night
$93 total
Aug 6 - Aug 7
Total includes 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!
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.
Pool
Kitchen

Green Acres Hotel
625 W. Washington, Pittsfield, IL
Free Cancellation
Reserve now, pay when you stay
19.13 mi from city center
$109 nightly
The price is $120 total per night
$120 total
Sep 1 - Sep 2
Total includes taxes and fees
Green Acres Hotel features free WiFi in public areas, conference space, and a business center. There's free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a computer station, a terrace, and laundry facilities.
Breakfast included
Parking included

Knights Inn Jacksonville East Morton Ave
1111 East Morton Ave, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
14.7 mi from city center
$65 nightly
The price is $74 total per night
$74 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of Knights Inn Jacksonville East Morton Ave enjoy free WiFi in public areas, coffee in a common area, and laundry facilities. A stay here includes free parking. The 24-hour front desk has staff always at the ready. This motel also has a vending machine.
Breakfast included
Parking included

Rodeway Inn
1238 W Washington St, Pittsfield, IL
Free Cancellation
Reserve now, pay when you stay
19.8 mi from city center
$59 nightly
The price is $65 total per night
$65 total
Aug 10 - Aug 11
Total includes taxes and fees
Rodeway Inn features free WiFi in public areas and a vending machine. 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 an ATM.
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
2 properties
Where should you stay in Winchester?
What are the best hotels in Winchester?
Consider these top hotels around Winchester:
- Sleep Inn & Suites 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.
- Baymont by Wyndham Jacksonville is located 13 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 | $120 |
Popular hotels | Sleep Inn & Suites, Best Western Jacksonville Inn, Hampton Inn Jacksonville, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Super 8 by Wyndham Jacksonville, Quality Inn Jacksonville near I-72, Baymont by Wyndham Jacksonville, William Watson Hotel, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Green Acres Hotel, Knights Inn Jacksonville East Morton Ave, Rodeway Inn |
Recent Reviews

Sleep Inn & Suites
5/5 Excellent
Budget friendly, clean room
"Very nice stay. Walls a little thin but everything you could want/expect in a hotel room is provided. Clean and nicely arranged. They make it easy to get in and out quickly but don’t skip any amenities."
A verified traveler stayed at Sleep Inn & Suites
Posted 2 days ago
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