Find hotels in Winchester, IL from AED 234

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

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 AED 250
AED 277 total
includes taxes & fees
30 Nov - 1 Dec
Baymont by Wyndham Jacksonville

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 AED 287
AED 316 total
includes taxes & fees
29 Dec - 30 Dec
William Watson Hotel

Rodeway Inn

2.0 star property
Pittsfield
6.8 out of 10, (125)
"Great little hotel, perfect for an overnight pit stop "
United States
David
The price is AED 213
AED 234 total
includes taxes & fees
16 Dec - 17 Dec
Rodeway Inn

Sleep Inn & Suites South Jacksonville

2.5 star property
Jacksonville
9.4 out of 10, Exceptional, (616)
"Great stay!"
United States
Alexis
The price is AED 287
AED 318 total
includes taxes & fees
18 Dec - 19 Dec
Sleep Inn & Suites South Jacksonville

Best Western Jacksonville Inn

2.5 star property
Jacksonville
8.4 out of 10, Very Good, (740)
"Cleanest hotel I’ve stayed at"
United States
Christopher
The price is AED 275
AED 314 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Jacksonville Inn

Super 8 by Wyndham Jacksonville

2.0 star property
Jacksonville
8.2 out of 10, Very Good, (613)
"Staff had fresh coffee available at 4 am for the hunters and that proved to be epic!"
United States
Robert
The price is AED 206
AED 235 total
includes taxes & fees
11 Dec - 12 Dec
Super 8 by Wyndham Jacksonville

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
Jacksonville
7.8 out of 10, Good, (437)
"It was clean with friendly staff"
United States
Christina
The price is AED 262
AED 290 total
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Hampton Inn Jacksonville

2.5 star property
Jacksonville
8.8 out of 10, Excellent, (492)
"Great property, great staff, comfy beds"
United States
Mary Ann
The price is AED 291
AED 332 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Jacksonville

Green Acres Hotel

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
"Wonderful stay - was staying with a number of family members and it all worked out"
United States
Richard
The price is AED 437
AED 481 total
includes taxes & fees
30 Nov - 1 Dec
Green Acres Hotel

Quality Inn Jacksonville near I-72

2.5 star property
Jacksonville
7.8 out of 10, Good, (424)
"Easy check in and out very personable and friendly staff"
United States
Angela
The price is AED 231
AED 257 total
includes taxes & fees
5 Dec - 6 Dec
Quality Inn Jacksonville near I-72

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 AED 239
AED 272 total
includes taxes & fees
8 Dec - 9 Dec
Knights Inn Jacksonville East Morton Ave

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 AED 431
AED 474 total
includes taxes & fees
30 Nov - 1 Dec
Monroe Street Suites

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
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 parks and recreational areas perfect for family fun and relaxation.
  • Cultural Experiences: Explore local theaters and historic sites that showcase the town's rich heritage.
  • Family-Friendly Activities: Enjoy various attractions designed for visitors of all ages, making it a great family destination.
  • Small-Town Hospitality: Experience the warm and welcoming atmosphere that enhances your stay in this quaint town.
  • Convenient Accommodations: Find a range of hotels and vacation rentals to suit any budget and preference.

Find great hotels near Winchester

Discover the charm of Winchester, Illinois, with a variety of hotel accommodations designed to meet your every need. Whether you're traveling with pets, on a business trip, or seeking an LGBTQIA-friendly experience, you'll find welcoming options throughout the area. Explore the best hotels and vacation rentals, and enjoy competitive room rates that suit your budget. Your perfect getaway awaits in this quaint Midwestern town.

  • Best Western Jacksonville Inn: This welcoming hotel offers a pet-friendly environment, making it an ideal choice for travelers who want to bring their furry companions along. Located 19.3km from Winchester, the Best Western Jacksonville Inn provides essential amenities for a comfortable stay. Guests can enjoy features like complimentary breakfast, free Wi-Fi, and a fitness center. The hotel’s pet policy includes provisions for dogs, ensuring that your pet can enjoy your vacation as much as you do. With its convenient location and hospitable atmosphere, this hotel is perfect for families and pet owners alike.
  • Sleep Inn & Suites: Situated 20.9km from Winchester, Sleep Inn & Suites is designed for both business travelers and pet owners, offering a blend of modern comfort and functionality. Guests appreciate the hotel’s contemporary decor and practical amenities, including a business center, free hot breakfast, and an indoor heated pool. The property welcomes pets with specific policies in place, allowing you to travel with your four-legged friends without hassle. Sleep Inn & Suites is an excellent choice for those seeking a balanced stay with amenities that cater to both work and leisure.
  • Holiday Inn Express Hotel & Suites Jacksonville by IHG: This inclusive hotel, located 20.9km from Winchester, is perfect for business travelers and those looking for a pet-friendly environment. The Holiday Inn Express is LGBTQIA welcoming and takes pride in catering to diverse guests. Enjoy a complimentary breakfast, free Wi-Fi, and a well-equipped fitness center. The hotel also accommodates pets, with policies that ensure a comfortable experience for all. Combining modern facilities with a warm atmosphere, this hotel stands out as a top choice for travelers seeking comfort and inclusivity.

Where to stay near Winchester

Winchester, Illinois, offers a charming blend of outdoor adventures and family-friendly activities, perfect for a memorable vacation. Explore the scenic beauty of nearby parks and enjoy small-town hospitality. Just a short drive from downtown, you’ll find convenient accommodations, making it an ideal spot for weekend breaks. Discover the rich culture and adventure waiting in and around Winchester, ensuring a delightful experience for travelers of all ages.

  • Roodhouse: Located 17.7km from Winchester, Roodhouse is a charming city famous for its outdoor activities and scenic landscapes. Visitors flock here for adventure, particularly in January and from August to September, when the natural beauty is at its peak. Popular activities include camping and skiing, thanks to nearby ski lifts. Nature enthusiasts will appreciate the close proximity to national state parks, a serene lake, and urban parks, making Roodhouse an ideal destination for those seeking both relaxation and adventure.
  • Glasgow: Just 9.7km from Winchester, Glasgow is a vibrant city that attracts visitors year-round, peaking during the summer months from June to August. With a lively atmosphere and a variety of cultural experiences, Glasgow stands as a hub for those looking to explore local dining, shopping, and entertainment. Its welcoming environment makes it an excellent spot for travelers wishing to immerse themselves in the charm of small-town America, all while enjoying easy access to the surrounding countryside.
  • Exeter: Situated 11.3km from Winchester, Exeter is a quaint village that offers a peaceful retreat for those looking to unwind. Although traveler arrivals are steady throughout the year, summer months from June to August are particularly popular. Visitors come here for wellness experiences and to enjoy the recreational areas available. Exeter's tranquil setting and focus on relaxation make it a perfect getaway for those looking to recharge amidst nature’s beauty.

Things to do near Winchester

Winchester, Illinois, offers a delightful blend of outdoor family fun and cultural experiences. Visitors can explore popular attractions like the arena entertainment facility and local theaters, as well as enjoy recreational areas perfect for relaxation and recreation. Whether you're seeking outdoor adventures or cultural enrichment, Winchester has something for everyone to make your vacation memorable.

Shopping

In Winchester, you’ll find quaint local shops offering unique gifts and souvenirs. If you're up for a drive, head to the Jacksonville Mall, about 32.2km away, where you can explore a variety of retail stores and dining options for a full shopping experience.

Recreation

Experience the exhilaration of athleticism at Future Champions Sport Complex, where you can engage in various sports activities. For relaxation, head to Jacksonville Community Park, a serene spot perfect for unwinding. Finally, enjoy a round of golf at Old Orchard Country Club, surrounded by beautiful outdoor scenery.

Adventure

In Winchester, visit the nearby Jim Edgar Panther Creek State Fish and Wildlife Area for hiking and wildlife viewing. Enjoy fishing, kayaking, and picnicking at Lake Jacksonville, where serene waters and scenic trails create a perfect outdoor escape for adventure enthusiasts.

Nightlife

Experience the thrill at the Small Eli Ferris Wheel, located 22.5km from Winchester, where you can enjoy rides under the stars. Afterward, explore local bars for a cozy atmosphere, great drinks, and perhaps some live music to complete your evening out.

*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, visit during the cheaper months of January to February and November, avoiding the high prices of June to August. Tuesdays are the best day to book your stay, while Fridays tend to be the most expensive. Use Expedia to find eco-friendly hotel options and arrange your search from lowest to highest price for the best deals. Consider booking a package that combines flights, hotel, and activities to maximize your savings while enjoying free local attractions and efficient public transport.

  • 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: Utilize Expedia’s search tool to customize your preferences, such as your budget, desired location, and type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Winchester with your flights and activities by booking a package through Expedia.

Find the best attractions near Winchester

Winchester, Illinois, offers a delightful blend of outdoor, family-friendly, and cultural experiences. Visitors can explore historic sites, enjoy events at the fairgrounds, or relax by the local lakes. With a variety of attractions tailored for those seeking outdoor adventures and family outings, Winchester provides a charming backdrop for a memorable vacation.

  • Illinois College: Immerse yourself in the rich history and culture at Illinois College, an esteemed institution with a vibrant campus. Enjoy the beautiful architecture and explore various academic programs while soaking in the scholarly ambiance.
  • Morgan County Fairgrounds: Experience the lively atmosphere at the Morgan County Fairgrounds, where outdoor family fun awaits. Participate in various seasonal events, enjoy local fairs, and create lasting memories with loved ones.
  • Lake Jacksonville: Relax at Lake Jacksonville, a picturesque spot perfect for romance and outdoor activities. Enjoy scenic views, take leisurely strolls along the beach, or engage in water sports for a delightful escape into nature.

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

To reach Winchester, Illinois, travelers can fly into several major airports. St. Louis Lambert International Airport (STL) is 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 from Winchester, offering hotel options such as the DoubleTree by Hilton, just 4.8km away. Quincy Regional Airport (UIN) is also 70.8km away, with hotels like the Holiday Inn Quincy East located 12.9km from the airport. Each hotel provides various transportation services to these airports, ensuring convenient access for visitors.

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 Hampton Inn Jacksonville. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental that Winchester has to offer?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This vacation home rental outside of Winchester is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all 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 33 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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