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Hotels in Winchester

Choose from 42 Winchester Hotel Deals

Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
The price is $85 per night from Nov 28 to Nov 29
$85
includes taxes & fees
Nov 28 - Nov 29
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 ...
8.4/10 Very Good! (620 reviews)
"everyone was super nice, breakfast was yummy however the beds were uncomfortable but I would stay again because we have family in this town and i have kids like love to swim"

Reviewed on Nov 19, 2024

Best Western Jacksonville Inn
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
  • 57 min drive from Mississippi River
The price is $90 per night from Dec 15 to Dec 16
$90
includes taxes & fees
Dec 15 - Dec 16
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 ...
9.2/10 Wonderful! (451 reviews)
"Had a great time"

Reviewed on Nov 23, 2024

Sleep Inn & Suites
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2.5 out of 5
2501 Holliday Lane, Jacksonville, IL
  • 57 min drive from Mississippi River
The price is $100 per night from Dec 1 to Dec 2
$100
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park ...
7.6/10 Good! (370 reviews)
"Had a couple mishaps but allwas taken care,if needed would stay again"

Reviewed on Nov 23, 2024

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
2.5 out of 5
200 Comfort Drive, Jacksonville, IL
  • 57 min drive from Mississippi River
The price is $58 per night from Dec 13 to Dec 14
$58
includes taxes & fees
Dec 13 - Dec 14
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. ...
7.8/10 Good! (336 reviews)
"Room, mattress, excellent.. facility, nice clean, excellent. Only complaint. On 3 rd floor and ice and vending machine was out of order. Had to go to different floor for ice! Will definitlely stay again!"

Reviewed on Nov 24, 2024

Quality Inn Jacksonville near I-72
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
  • 59 min drive from Mississippi River
The price is $96 per night from Dec 5 to Dec 6
$96
includes taxes & fees
Dec 5 - Dec 6
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. ...
8.6/10 Excellent! (412 reviews)
"It sit back off the road and was difficult to locate first time."

Reviewed on Nov 18, 2024

Hampton Inn Jacksonville
Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2 out of 5
1003 W Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
The price is $64 per night from Dec 15 to Dec 16
$64
includes taxes & fees
Dec 15 - Dec 16
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. ...
8.2/10 Very Good! (550 reviews)
"Noisy quest on the second floor"

Reviewed on Nov 24, 2024

Super 8 by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
2.5 out of 5
1914 Southbrooke Road, Jacksonville, IL
  • 58 min drive from Mississippi River
The price is $67 per night from Dec 6 to Dec 7
$67
includes taxes & fees
Dec 6 - Dec 7
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Community Park ...
7/10 Good! (766 reviews)
"Above average, being renovated"

Reviewed on Sep 28, 2024

Baymont by Wyndham Jacksonville
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
  • 20 min drive from Mississippi River
The price is $126 per night from Dec 1 to Dec 2
$126
includes taxes & fees
Dec 1 - Dec 2
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 ...
9.2/10 Wonderful! (219 reviews)
"Very comfortable, home, atmosphere. The staff was great!!!! Couldn’t ask for a better place to stay!"

Reviewed on Nov 14, 2024

William Watson Hotel
Rodeway Inn
Rodeway Inn
2 out of 5
1238 W Washington St, Pittsfield, IL
  • 19 min drive from Mississippi River
The price is $68 per night from Dec 8 to Dec 9
$68
includes taxes & fees
Dec 8 - Dec 9
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located ...
6.8/10 (111 reviews)
Oldie and Pretty Goodie
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls ..."

Reviewed on Oct 21, 2024

Rodeway Inn
Villa DeWolf
Villa DeWolf
4 out of 5
876 W State St, Jacksonville, IL
  • 1 hour drive from Mississippi River
The price is $313 per night from Nov 28 to Nov 29
$313
includes taxes & fees
Nov 28 - Nov 29
Stay at this 4-star business-friendly B&B in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Governor Duncan Mansion and ...
10/10 Exceptional! (6 reviews)
Hospitality at its Finest ❤️
"What a truly beautiful place for a quick getaway. The owner went out of his way to ensure that we felt at home and welcomed. In addition to the ambiance of setting, the owner prepared a delicious breakfast of blueberry pancakes, bacon and fruit. We couldn’t ask for a better stay and we will make ..."

Reviewed on Aug 3, 2024

Villa DeWolf
Green Acres Hotel
Green Acres Hotel
2.5 out of 5
625 W. Washington, Pittsfield, IL
  • 20 min drive from Mississippi River
The price is $131 per night from Nov 29 to Nov 30
$131
includes taxes & fees
Nov 29 - Nov 30
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.4/10 Very Good! (117 reviews)
"Have stayed twice at Green Acres Hotel. Family run. V"

Reviewed on Jul 28, 2024

Green Acres Hotel
Knights Inn Jacksonville East Morton Ave
Knights Inn Jacksonville East Morton Ave
2 out of 5
1111 East Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
The price is $74 per night from Nov 28 to Nov 29
$74
includes taxes & fees
Nov 28 - Nov 29
Stay at this motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Jacksonville Community Park and Governor ...
6.8/10 (159 reviews)
Bad room
"Not good shower head broke. Bath tub won’t plug closed so I had to use a new rag as a plug. Toilet barely flushed. Tv wouldn’t switch off pc mode and air conditioning won’t even do fan mode. Kept beeping clean filter and not staying on"

Reviewed on Nov 15, 2024

Knights Inn Jacksonville East Morton Ave
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.

Find cheap hotels in Winchester

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester.

Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester’s 42 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $58. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winchester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester. No matter your reason for visiting Winchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester for as low as $58.

How many hotels are there in Winchester?

With over 42 hotels in Winchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $58.

How to find cheap car rentals in Winchester?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winchester now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winchester right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.