Hotels in Winchester
Search over 72 hotels from $64
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Top Rated Winchester Hotels

Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.31 mi from city center
$60 nightly
The price is $68 total per night
$68 total
Jul 5 - Jul 6
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
$57 nightly
The price is $65 total per night
$65 total
Jul 19 - Jul 20
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

Jacksonville Inn & Suites
1914 Southbrooke Rd Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.97 mi from city center
$72 nightly
The price is $80 total per night
$80 total
Jul 8 - Jul 9
Total with taxes and fees
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

Sleep Inn & Suites South Jacksonville
2401 Holliday Ln Jacksonville IL
Free Cancellation
Reserve now, pay when you stay
12.81 mi from city center
$89 nightly
The price is $99 total per night
$99 total
Jul 26 - Jul 27
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

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane Jacksonville IL
Free Cancellation
12.75 mi from city center
$96 nightly
The price is $107 total per night
$107 total
Jul 23 - Jul 24
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 securing valuables and luggage storage. 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
12.75 mi from city center
$64 nightly
The price is $71 total per night
$71 total
Jul 29 - Jul 30
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

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
Jul 26 - Jul 27
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.
Pool
Breakfast included

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
Jul 1 - Jul 2
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

Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
19.77 mi from city center
$58 nightly
The price is $64 total per night
$64 total
Jul 26 - Jul 27
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.
Breakfast included
Pet friendly

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Griggsville IL
16.9 mi from city center
$5,196 nightly
The price is $5,507 total per night
$5,507 total
Jul 19 - Jul 20
Total with taxes and fees
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

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
Jul 1 - Jul 2
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities.
Kitchen
Washer

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
Jul 1 - Jul 2
Total with 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
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:
- Best Western Jacksonville Inn is located 12.3 mi away, and this hotel has free breakfast, free parking, and a 24-hour fitness center.
- Jacksonville Inn & Suites is located 13 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Sleep Inn & Suites South Jacksonville is located 12.8 mi away, and this hotel has free breakfast, free WiFi, and free parking.
Winchester hotels essential information
Accommodation | 72 hotels |
|---|---|
Lowest Price | $64 |
Highest Price | $5,507 |
Popular hotels | Best Western Jacksonville Inn, Super 8 by Wyndham Jacksonville, Jacksonville Inn & Suites, Sleep Inn & Suites South Jacksonville, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Quality Inn Jacksonville near I-72, Hampton Inn Jacksonville, William Watson Hotel, Rodeway Inn Pittsfield, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville , Knights Inn Jacksonville East Morton Ave |
Recent Reviews

Super 8 by Wyndham Jacksonville
5/5 Excellent
"Nice clean room, staff was very friendly and helpful, my wife liked how quite it was compared to the couple other places we stayed on our trip, and the handicapped accessible bathroom was the best equipped and layer out we had ever had. I recommend this motel for the price and service as a good place to stay."
A verified traveler stayed at Super 8 by Wyndham Jacksonville
Posted 14 hours ago
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