Find hotels in Winchester, IL from NT$1,920

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Compare 43 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Super 8 by Wyndham Jacksonville

2.0 star property
Jacksonville
8.2 out of 10, Very Good, (614)
"Staff had fresh coffee available at 4 am for the hunters and that proved to be epic!"
United States
Robert
The price is NT$1,730
NT$1,972 total
includes taxes & fees
Jan 1 - 2026/1/2
Super 8 by Wyndham Jacksonville

Sleep Inn & Suites South Jacksonville

2.5 star property
Jacksonville
9.4 out of 10, Exceptional, (617)
"Great stay!"
United States
Alexis
The price is NT$2,420
NT$2,685 total
includes taxes & fees
Jan 4 - 2026/1/5
Sleep Inn & Suites South Jacksonville

Quality Inn Jacksonville near I-72

2.5 star property
Jacksonville
7.8 out of 10, Good, (426)
"Room was clean, staff was very friendly. "
United States
Mike
The price is NT$1,730
NT$1,920 total
includes taxes & fees
Jan 3 - 2026/1/4
Quality Inn Jacksonville near I-72

Best Western Jacksonville Inn

2.5 star property
Jacksonville
8.4 out of 10, Very Good, (742)
"Cleanest hotel I’ve stayed at"
United States
Christopher
The price is NT$2,348
NT$2,676 total
includes taxes & fees
Dec 11 - Dec 12
Best Western Jacksonville Inn

Green Acres Hotel

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
"Great stay"
United States
Jeramy
The price is NT$3,726
NT$4,098 total
includes taxes & fees
Jan 4 - 2026/1/5
Green Acres Hotel

Monroe Street Suites

2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is NT$2,700
NT$2,970 total
includes taxes & fees
Jan 3 - 2026/1/4
Monroe Street Suites

William Watson Hotel

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (345)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is NT$2,661
NT$2,927 total
includes taxes & fees
Jan 3 - 2026/1/4
William Watson Hotel

Hampton Inn Jacksonville

2.5 star property
Jacksonville
8.8 out of 10, Excellent, (497)
"Great property, great staff, comfy beds"
United States
Mary Ann
The price is NT$2,480
NT$2,826 total
includes taxes & fees
Dec 11 - Dec 12
Hampton Inn Jacksonville

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
Jacksonville
7.8 out of 10, Good, (438)
"Overall decent, bathroom tiles were cracking, but other than that everything was good. "
United States
Desi
The price is NT$2,230
NT$2,475 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Baymont by Wyndham Jacksonville

2.5 star property
Jacksonville
7.0 out of 10, Good, (852)
"Great location. Newly remodeled room. Friendly staff."
United States
Charles
The price is NT$2,129
NT$2,363 total
includes taxes & fees
Dec 8 - Dec 9
Baymont by Wyndham Jacksonville

Rodeway Inn

2.0 star property
Pittsfield
6.8 out of 10, (125)
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveler
The price is NT$1,838
NT$2,021 total
includes taxes & fees
Dec 14 - Dec 15
Rodeway Inn

Villa DeWolf

4.0 star property
Jacksonville
10.0 out of 10, Exceptional, (11)
"If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!"
Canada
Catherine
Villa DeWolf

Knights Inn Jacksonville East Morton Ave

2.0 star property
Jacksonville
6.8 out of 10, (163)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
United States
Scott
The price is NT$2,035
NT$2,320 total
includes taxes & fees
Dec 8 - Dec 9
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.
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Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester offers scenic spots perfect for hiking, fishing, and enjoying nature, making it ideal for outdoor enthusiasts.
  • Cultural Attractions: Explore local theaters and historic sites that showcase Winchester's rich cultural heritage.
  • Family-Friendly Activities: The city features various attractions suitable for families, including local fairgrounds and recreational areas.
  • Charming Accommodations: A range of hotels and vacation rentals cater to diverse needs, ensuring a comfortable stay.
  • Small-Town Atmosphere: Enjoy a relaxing escape in a quaint setting that blends city conveniences with rural charm.

Find great hotels near Winchester

Explore the charming accommodations in Winchester, Illinois, where you'll find a variety of hotels catering to different travel needs. Whether you’re looking for pet-friendly options, business facilities, or a family-friendly environment, Winchester has something for everyone. Check out the best hotels and vacation rentals, and compare room rates to ensure a comfortable and enjoyable stay.

  • Best Western Jacksonville Inn: Located 19.3km from Winchester, Best Western Jacksonville Inn is perfect for travelers seeking a pet-friendly experience. This welcoming hotel allows dogs and offers amenities tailored for furry companions, ensuring a comfortable stay for both you and your pets. Guests have praised the hotel for its friendly atmosphere and clean accommodations. The property’s convenient location makes it an ideal base for exploring the surrounding area, while its commitment to service guarantees a pleasant stay for all.
  • Sleep Inn & Suites: Situated 20.9km from Winchester, Sleep Inn & Suites caters to both pet owners and business travelers. This hotel features modern amenities and a cozy environment, making it a great choice for those on the go. With a pet-friendly policy that includes service animals and specific restrictions, guests can enjoy their stay without worry. The hotel also boasts a well-equipped business center and complimentary breakfast, making it a perfect blend of comfort and convenience for leisure and work-related trips.
  • Holiday Inn Express Hotel & Suites Jacksonville by IHG: Also located 20.9km from Winchester, the Holiday Inn Express Hotel & Suites Jacksonville by IHG is an excellent choice for pet owners, business travelers, and those seeking an LGBTQIA-friendly environment. This hotel offers a warm welcome to all guests and features a variety of amenities, including a complimentary breakfast and business facilities. With a commitment to inclusivity and comfort, this hotel ensures a pleasant stay for everyone, making it a standout option in the area.

Where to stay near Winchester

Winchester, Illinois, offers a charming escape for outdoor enthusiasts and families alike. Nestled in a small-town atmosphere, it's perfect for weekend breaks filled with adventure. Explore the nearby region's natural beauty, indulge in local culture, and enjoy convenient accommodations. Just a short drive from downtown, Winchester is an ideal base for discovering the best of both city and country life.

  • Exeter: Located 11.3km from Winchester, Exeter is a quaint village that offers a serene escape for those seeking wellness experiences. The village sees a steady influx of visitors, particularly during the summer months from June to August. Here, you can explore the local recreational areas, perfect for relaxing strolls or outdoor activities. The peaceful atmosphere makes it an ideal spot for nature lovers to unwind and recharge amidst the scenic beauty of the surrounding landscapes.
  • Lynnville: Also situated 11.3km away from Winchester, Lynnville is a charming village known for its family-friendly and outdoor experiences. Visitors flock here during the summer season, with a slight dip in numbers during the winter months. Lynnville boasts various attractions, including an education center, shopping mall, and theater, making it a great destination for families. Don't miss the local urban park, historic sites, and picturesque lake, offering a wonderful mix of recreation and culture in a cozy setting.
  • Florence: Just 12.9km from Winchester, Florence is a vibrant city that captivates visitors with its rich cultural and historical significance. The travel experience here is enhanced by its numerous historic places and charming neighborhoods. While the visitor numbers remain consistent throughout the year, the city sees a peak during the summer. Florence is perfect for those interested in immersing themselves in the local culture while exploring its historic sites and community events. Whether you're wandering through quaint streets or visiting local attractions, Florence promises an engaging experience.

Things to do near Winchester

Winchester, Illinois, offers a delightful mix of outdoor and cultural attractions perfect for family vacations. Enjoy the local arena entertainment facility, catch a show at the theater, or unwind in the recreational area. With its charming city attractions and scenic outdoor spots, Winchester is an ideal destination for those seeking a blend of entertainment and relaxation.

Shopping

In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the Macomb Mall, about 32.2km away, where you'll find a variety of retail stores, dining options, and entertainment to enhance your shopping experience.

Recreation

Experience the dynamic atmosphere at Future Champions Sport Complex, where you can engage in various sports activities. For a tranquil escape, Jacksonville Community Park offers serene walking paths and relaxation spots. Meanwhile, Old Orchard Country Club invites you to play golf amidst beautiful outdoor scenery.

Adventure

In Winchester, explore the great outdoors at the nearby Jim Edgar Panther Creek State Fish and Wildlife Area, offering hiking trails and fishing opportunities. Experience the thrill of kayaking on the local rivers, perfect for adventure seekers looking to connect with nature in a serene setting.

Nightlife

In Winchester, the Small Eli Ferris Wheel offers a charming amusement ride experience just 22.5km away, perfect for a fun evening. The vibrant atmosphere and thrilling rides create a unique nightlife adventure, making it an enjoyable spot for visitors looking to unwind and have a good time.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, plan your visit during the off-peak months of January to February or November when accommodation prices are lower. Booking a stay on a Tuesday can also help you save, as it’s the least expensive day. Use Expedia to find budget-friendly hotels by sorting results from lowest to highest price, and consider eco-certified options for sustainable stays. Additionally, bundling your hotel with flights and activities through Expedia can lead to significant savings. Take advantage of free local attractions and explore on foot to keep costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Tuesday. The most expensive day to stay in Winchester is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and customize your preferences. You can sort the results from lowest to highest price to easily find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Winchester with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, Illinois, is perfect for a family-friendly vacation filled with outdoor adventures and cultural experiences. Visitors can explore historic sites, enjoy the local fairgrounds, and relax by nearby lakes. With a variety of attractions catering to outdoor enthusiasts and families alike, Winchester offers a delightful mix of activities that promise to create lasting memories for all travelers.

  • Illinois College: Nestled 20.9km from Winchester, Illinois College boasts a rich history and vibrant cultural atmosphere. Explore its picturesque campus, attend events, and engage with the local community, making it a perfect stop for history buffs and culture enthusiasts alike.
  • Morgan County Fairgrounds: Located 20.9km away, the Morgan County Fairgrounds is a lively venue that embodies outdoor family fun. Enjoy various events, from fairs to festivals, and immerse yourself in the local spirit while creating lasting memories with family and friends.
  • Lake Jacksonville: Just 20.9km from Winchester, Lake Jacksonville offers a serene escape with its beautiful beach and stunning scenery. Ideal for a romantic getaway or a relaxing day outdoors, you can enjoy picnics, swimming, and breathtaking sunsets.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly CloudyAverageSlightly Low
February31.3°F (-0.4°C)Light RainMostly CloudyModerately LowSlightly Low
March43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
April53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
May64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
June73.6°F (23.1°C)Light RainMostly SunnyModerately HighSlightly High
July76.1°F (24.5°C)Light RainMostly SunnyModerately HighSlightly High
August74.7°F (23.7°C)Light RainMostly SunnyModerately LowSlightly High
September68.9°F (20.5°C)Light RainMostly SunnyModerately HighAverage
October56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
November43.7°F (6.5°C)Light RainMostly SunnyModerately LowSlightly Low
December34.5°F (1.4°C)Light RainMostly SunnyAverageAverage

The nearest major airports for your trip to Winchester

For your visit to Winchester, Illinois, you have several airport options. St. Louis Lambert International Airport (STL) is located 99.8km away, with nearby hotels like The Ritz-Carlton and Ameristar Casino Resort, both about 11.3km from the airport. Springfield Abraham Lincoln Capital Airport (SPI) is 70.8km away, offering hotels such as the President Abraham Lincoln Springfield - DoubleTree by Hilton, just 4.8km from the airport. Quincy Regional-Baldwin Field (UIN) is also 70.8km from Winchester, with options like Holiday Inn Quincy East, located 12.9km away. Each airport provides various transportation services to their respective hotels, ensuring a convenient travel experience.

Frequently asked questions

What's the best place for a stay in Winchester?
Located 12.3 mi (19.8 km) from the heart of Winchester, Best Western Jacksonville Inn is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Sleep Inn & Suites South Jacksonville and Quality Inn Jacksonville near I-72. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For additional details about updating your trip to Winchester or cancelling it, go to https://www.expedia.com/service/.
What is the best accommodation for staying close to Abraham Lincoln Capital Airport (SPI)?
Howard Johnson Hotel & Suites by Wyndham Springfield is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.4 km) from Abraham Lincoln Capital Airport. Other choices near the airport include Wyndham Springfield City Centre and State House Inn – a Red Collection Hotel.
What's it like to stay in Winchester?
Those traveling to Winchester are sure to enjoy the sights to see and things to do. There are 35 hotels and other accommodations in the surrounding area. Find out more about Winchester.
What is there to see in Winchester?
Places to visit in the wider area include Morgan County Fairgrounds, Lake Jacksonville, and Future Champions Sport Complex. You'll also find Old Orchard Country Club and Governor Duncan Mansion in the area. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Winchester is 49 inches.

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