Book 2 Star Hotels in Winchester
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Winchester 2 Stars Hotels

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane, Jacksonville, IL
Free Cancellation
12.75 mi from city center
$69 nightly
The price is $77 total per night
$77 total
Oct 12 - Oct 13
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.
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
$68 nightly
The price is $75 total per night
$75 total
Oct 26 - Oct 27
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

Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
12.8 mi from city center
$89 nightly
The price is $99 total per night
$99 total
Oct 19 - Oct 20
Total with 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

Baymont by Wyndham Jacksonville
1914 Southbrooke Road, Jacksonville, IL
Free Cancellation
Reserve now, pay when you stay
12.96 mi from city center
$68 nightly
The price is $75 total per night
$75 total
Oct 5 - Oct 6
Total with 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 vending machine.
Breakfast included
Pet friendly

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
Oct 2 - Oct 3
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 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

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
Sep 28 - Sep 29
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

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
$55 nightly
The price is $63 total per night
$63 total
Oct 5 - Oct 6
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

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
16.32 mi from city center
$93 nightly
The price is $98 total per night
$98 total
Oct 7 - Oct 8
Total with taxes and fees
Guests staying at this apartment enjoy free WiFi in public areas, laundry facilities, and a garden. This smoke-free apartment building also has barbecue grills.
Kitchen
Washer

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
Sep 27 - Sep 28
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
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.
Winchester hotels essential information
Accommodation | 43 hotels |
---|---|
Lowest Price | $63 |
Highest Price | $99 |
Popular hotels | Sleep Inn & Suites, Best Western Jacksonville Inn, Super 8 by Wyndham Jacksonville, Baymont by Wyndham Jacksonville, Hampton Inn Jacksonville, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Quality Inn Jacksonville near I-72, William Watson Hotel, Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees |
Recent Reviews

Sleep Inn & Suites
5/5 Excellent
"Sleep Inn would be my choice when returning for another overnight visit to Jacksonville."
A verified traveler stayed at Sleep Inn & Suites
Posted 4 days ago