Winchester Hotels from ₹4,855

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Top 10 Winchester hotels and places to stay

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (833)
"Clean Rooms, friendly atmosphere. "
The price is ₹5,253
₹5,829 total
includes taxes & fees
15 Sept - 16 Sept
Baymont by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very good, (597)
"Everything was great"
The price is ₹4,877
₹5,558 total
includes taxes & fees
21 Sept - 22 Sept
Super 8 by Wyndham Jacksonville

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (579)
"The beds/pillows here are so comfortable. Clean and convenient rooms at a great price."
The price is ₹8,120
₹9,012 total
includes taxes & fees
14 Sept - 15 Sept
Sleep Inn & Suites

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (333)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"
The price is ₹6,827
₹7,509 total
includes taxes & fees
23 Sept - 24 Sept
William Watson Hotel

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very good, (704)
"Nice little stay"
The price is ₹6,619
₹7,544 total
includes taxes & fees
9 Sept - 10 Sept
Best Western Jacksonville Inn

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (119)
"Great little hotel, perfect for an overnight pit stop "
The price is ₹5,533
₹6,085 total
includes taxes & fees
9 Oct - 10 Oct
Rodeway Inn

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (420)
"It was clean with friendly staff"
The price is ₹5,737
₹6,367 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (474)
"Great spot "
The price is ₹7,427
₹8,466 total
includes taxes & fees
18 Sept - 19 Sept
Hampton Inn Jacksonville

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (135)
"Enjoyed my stay, very helpful. "
The price is ₹8,738
₹9,610 total
includes taxes & fees
3 Oct - 4 Oct
Green Acres Hotel

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (400)
"It had everything my family needed. The breakfast was nice and staff was friendly. "
The price is ₹6,751
₹7,493 total
includes taxes & fees
7 Oct - 8 Oct
Quality Inn Jacksonville near I-72

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (163)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
The price is ₹4,855
₹5,533 total
includes taxes & fees
9 Sept - 10 Sept
Knights Inn Jacksonville East Morton Ave

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (10)
"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!"
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

More cheap stays in Winchester

Find out more about Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester offers a range of outdoor activities, including hiking scenic trails and enjoying the local lakes for a relaxing experience.
  • Family-Friendly Entertainment: The vibrant arena and local theatre provide various entertainment options suitable for all ages.
  • Historic Exploration: Discover historic colleges and quaint neighbourhoods like Bishop's Waltham, rich in charm and local attractions.
  • Beautiful Landscapes: The picturesque countryside surrounding Winchester is perfect for leisurely strolls and photography.
  • Diverse Accommodation: Enjoy a variety of lodgings, from pet-friendly options to business facilities, catering to all traveller needs.

Find great hotels near Winchester

Discover a charming retreat in historic Winchester, Illinois, where a variety of accommodation options cater to diverse preferences. Whether you seek pet-friendly lodging, business-themed facilities, or an LGBTQIA welcoming environment, you'll find the perfect fit. Enjoy modern amenities such as free Wi-Fi and picturesque garden views, ensuring a delightful stay for every traveller. Experience the warmth and hospitality that Winchester has to offer.

  • Best Western Jacksonville Inn: Ideally situated 19.3km from Winchester, Best Western Jacksonville Inn is a welcoming hotel that prides itself on being pet-friendly. This accommodation is perfect for travellers who wish to bring their furry companions along for the adventure. Guests appreciate the hotel's generous pet policy, which permits dogs and waives fees for service animals. A comfortable and convenient stay awaits, characterised by the hotel's warm hospitality and essential amenities, ensuring both pets and their owners enjoy a restful retreat.
  • Sleep Inn & Suites: Located 20.9km from Winchester, Sleep Inn & Suites offers a blend of comfort and functionality, making it an excellent choice for business travellers and pet owners alike. The hotel features a dedicated Business Centre, providing essential services for those on work-related trips. With a welcoming environment for pets, this hotel ensures that your furry friends are accommodated as well. Guests commend the stylishly appointed rooms and the overall commitment to guest satisfaction, making it a smart choice for both business and leisure stays.
  • Holiday Inn Express Hotel & Suites Jacksonville by IHG: This inviting hotel, also 20.9km from Winchester, stands out for its inclusive approach, welcoming LGBTQIA travellers and their pets. The Holiday Inn Express offers extensive business facilities including conference spaces and an accessible Business Centre, catering to the needs of corporate guests. With a commitment to comfort and service, this hotel provides a warm atmosphere for all visitors, making it an ideal choice for those seeking a blend of work and leisure during their stay.

Where to stay near Winchester

Winchester, Illinois, offers a delightful escape for families and outdoor enthusiasts alike. Explore the picturesque countryside, where beautiful scenery beckons at every turn. Nearby, the charming town of Bishop's Waltham boasts quaint streets and local attractions. For those seeking adventure, the region's outdoor activities are plentiful, from hiking scenic trails to enjoying family-friendly entertainment. Experience the perfect blend of relaxation and adventure in this central location that promises lasting memories.

  • Lynnville: A charming village located 11.3km from Winchester, Lynnville offers a delightful glimpse into local culture and history. With a steady flow of visitors, particularly from June to August, this quaint spot is perfect for those seeking a culture-themed experience. Explore its local museums, historic buildings, and significant sites that reflect the rich heritage of the area. Strolling through Lynnville, you can immerse yourself in the community's spirit while enjoying the serene surroundings.
  • Florence: Situated 12.9km away from Winchester, Florence is a picturesque city renowned for its stunning scenery and outdoor activities. Although visitor numbers remain consistent year-round, the peak season is during the summer months, making it an ideal time to explore its beautiful riverfront. Enjoy leisurely walks, picnics by the water, or simply bask in the natural beauty that Florence has to offer. This city promises a refreshing outdoor experience for all who visit.
  • Manchester: Located 14.5km from Winchester, Manchester is an exciting destination for outdoor enthusiasts and families alike. With a focus on adventure and recreation, visitors flock here in the summer months to enjoy campgrounds and various outdoor activities. The nearby national state park offers breathtaking landscapes, historic buildings, and charming historic sites, making it a well-rounded destination for those looking to connect with nature while also exploring local history. Manchester promises a memorable experience for all ages.

Things to do near Winchester

Winchester, Illinois, is an excellent destination for outdoor and family-oriented vacations, boasting a range of entertainment options. Visitors can explore the recreational area, enjoy the vibrant arena entertainment facility, and catch a performance at the local theatre. To truly immerse yourself in the charm of the town, make sure to discover Winchester and all it has to offer.

Shopping

In Winchester, you can explore charming local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby West Park Mall for a wider selection of stores, or head to the quaint shops at the Jacksonville Square for delightful finds.

Recreation

Future Champions Sport Complex offers an energetic atmosphere for sports enthusiasts, ideal for engaging in various athletic activities. Jacksonville Community Park provides a tranquil environment for relaxation and rejuvenation, while Old Orchard Country Club invites you to enjoy a round of golf amidst scenic outdoor beauty.

Adventure

In Winchester, explore the great outdoors at the nearby Great River Road, perfect for scenic drives and cycling. Experience thrilling canoeing on the Illinois River, or hike through local nature trails, immersing yourself in the region's natural beauty and wildlife.

Nightlife

In Winchester, the Small Eli Ferris Wheel offers a delightful amusement ride experience, located 22.5km away. It's a charming spot to enjoy the night under the stars, adding a touch of whimsy to your evening explorations.

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

Booking tips and Expedia advantages for Winchester

When planning your visit to Winchester, Illinois, consider travelling during the cheaper months of January to February and November, with Tuesdays being the most economical days to book accommodation. Utilise Expedia's search tool to find the best hotel deals by filtering for budget-friendly options and eco-certified hotels. Combining your hotel, flights, and activities into an Expedia package can also lead to significant savings. Additionally, explore free activities in the area to enjoy your trip without breaking the bank.

  • 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 specify your budget and preferred location, among other criteria. You can easily arrange the results to display prices from the lowest to the highest, ensuring you see the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your Winchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester offers a delightful blend of outdoor and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy the local fairground, explore historic colleges and universities, or relax by the scenic lakes. The area is perfect for those seeking a beach experience and beautiful landscapes, ensuring a memorable trip filled with enjoyment and adventure.

  • Morgan County Fairgrounds: Experience the charm of community spirit at Morgan County Fairgrounds, where outdoor events and family-friendly activities create a lively atmosphere. It's an ideal spot to immerse yourself in local culture and enjoy various fairs and festivals throughout the year.
  • Illinois College: Step back in time at Illinois College, a historic institution that boasts rich cultural heritage. Explore its beautiful campus and soak in the academic atmosphere, which reflects the deep-rooted traditions of education and community.
  • Lake Jacksonville: Discover the serene beauty of Lake Jacksonville, perfect for a romantic day out or a leisurely picnic. Its picturesque scenery and beach areas invite relaxation and outdoor activities, making it a lovely escape from the everyday hustle.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, 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, travellers can fly into several nearby airports. St. Louis Lambert International Airport (STL) is situated 99.8km away, with luxurious hotels such as The Ritz-Carlton and Ameristar Casino Resort, both around 11.3km from the airport. Springfield Abraham Lincoln Capital Airport (SPI) is 70.8km away, offering options like the DoubleTree by Hilton, just 4.8km from the airport. Quincy Regional Airport (UIN) is also 70.8km from Winchester, with nearby accommodations including the Holiday Inn Quincy East, located 12.9km away. Each hotel provides convenient transportation services to their respective airports, ensuring a smooth transition for visitors.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place for a stay in Winchester?

Located 12.8 mi (20.6 km) from the heart of Winchester, Sleep Inn & Suites is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Best Western Jacksonville Inn and Super 8 by Wyndham Jacksonville. 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 room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

How is it to stay in Winchester?

Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 35 hotels and other accommodation options 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. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Winchester is 1234 mm.