Book Cheap Hotels in Winchester
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Winchester
Most frequently booked Winchester hotels

Sleep Inn & Suites
2401 Holliday Ln, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
20.62 km from city centre
The price is CA $118 per night
CA $118
CA $131 total
includes taxes & fees
30 Mar - 31 Mar
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Jacksonville Community Park and Lake Jacksonville are located nearby.

Best Western Jacksonville Inn
1709 W Morton Ave, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
19.83 km from city centre
The price is CA $108 per night
CA $108
CA $123 total
includes taxes & fees
25 Mar - 26 Mar
Stay at this hotel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Morgan County Fairgrounds and Governor Duncan Mansion are located nearby.

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane, Jacksonville, IL
Free cancellation
20.53 km from city centre
The price is CA $99 per night
CA $99
CA $110 total
includes taxes & fees
30 Mar - 31 Mar
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park and Lake Jacksonville are located nearby.

Super 8 by Wyndham Jacksonville
1003 W Morton Ave, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
20.8 km from city centre
The price is CA $83 per night
CA $83
CA $95 total
includes taxes & fees
31 Mar - 1 Apr
Book a stay at this business-friendly motel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Jacksonville Community Park and Governor Duncan Mansion are located nearby.

Hampton Inn Jacksonville
1725 W Morton Ave, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
19.58 km from city centre
The price is CA $121 per night
CA $121
CA $138 total
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Morgan County Fairgrounds and Governor Duncan Mansion are located nearby.

Quality Inn Jacksonville near I-72
200 Comfort Drive, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
20.53 km from city centre
The price is CA $97 per night
CA $97
CA $107 total
includes taxes & fees
31 Mar - 1 Apr
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Jacksonville Community Park and Lake Jacksonville are located nearby.

William Watson Hotel
105 East Washington Street, Pittsfield, IL
30.05 km from city centre
The price is CA $112 per night
CA $112
CA $124 total
includes taxes & fees
24 Apr - 25 Apr
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike County Historic Museum are located nearby.

Knights Inn Jacksonville East Morton Ave
1111 East Morton Ave, Jacksonville, IL
Free cancellation
Reserve now, pay when you stay
23.68 km from city centre
The price is CA $93 per night
CA $93
CA $106 total
includes taxes & fees
25 Mar - 26 Mar
Stay at this motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Jacksonville Community Park and Governor Duncan Mansion are located nearby.
Breakfast included
Parking included

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
27.21 km from city centre
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Orchard Country Club and King Park are located nearby.
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 | 40 hotels |
---|---|
Lowest Price | CA $83 |
Highest Price | CA $121 |
Popular hotels | Sleep Inn & Suites, Best Western Jacksonville Inn, Holiday Inn Express Hotel & Suites Jacksonville by IHG, Super 8 by Wyndham Jacksonville, Hampton Inn Jacksonville, Quality Inn Jacksonville near I-72, William Watson Hotel, Knights Inn Jacksonville East Morton Ave, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! |
Frequently asked questions
Recent Winchester hotel reviews by fellow wanderers

Super 8 by Wyndham Jacksonville
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Worked for what i needed"
A verified traveller stayed at Super 8 by Wyndham Jacksonville
Hotels near…
Areas of Winchester
Most popular
Hotels
Hotels with Hot Tubs in AlgonquinHotels in Grand ForksHotels in OttawaHotels with Early Check-in in Downtown ChicagoHotels in Great FallsHotels in Palm DesertSki Resorts and Hotels in OttawaHotels in Downtown ChicagoHotels with smoking rooms in EffinghamWaterpark Hotels and Resorts in OttawaHotels in FargoHotels in BridgeviewHotels with Hot Tubs in WoodstockHotels with Waterslides in AuroraHotels in HonoluluHotels in AlgonquinHotels in Niagara FallsHotels in Bangor
Cars