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Top hotels and accommodation in Winchester

Randolph Inn and Suites

2.5 star property
9.0 out of 10, Wonderful, (237)
"Great people working for our stay and was very friendly. "
Randolph Inn and Suites

Quality Inn Greenville North

2.5 star property
8.2 out of 10, Very good, (331)
"Very comfortable room with a relaxing jetted tub and the pool was very clean "
Quality Inn Greenville North

Baymont by Wyndham Richmond I-70

2.5 star property
8.2 out of 10, Very good, (1005)
"Good breakfast, quiet and comfortable."
Baymont by Wyndham Richmond I-70

Fairfield Inn by Marriott Richmond

2.5 star property
9.0 out of 10, Wonderful, (507)
"Great hotel very clean and friendly "
Fairfield Inn by Marriott Richmond

Motel 6 Portland, IN

2.0 star property
6.8 out of 10, (72)
"The staff was very nice and the room was clean with a comfortable bed. The only two things bad were the drinking vending machine was empty and they didn't give us enough pillows, because we are two pillow sleepers."
Motel 6 Portland, IN

Holiday Inn Express Hotel & Suites Greenville by IHG

2.5 star property
8.6 out of 10, Excellent, (292)
"Front desk staff was very helpful. Clean hotel."
Holiday Inn Express Hotel & Suites Greenville by IHG

Super 8 by Wyndham Muncie/Ball St. College Area

2.0 star property
8.0 out of 10, Very good, (1004)
"Rooms were clean plenty of hot water room cleaned daily nice stay "
Super 8 by Wyndham Muncie/Ball St. College Area

Best Western Plus Richmond Indiana I-70

2.5 star property
8.4 out of 10, Very good, (1002)
"Great stay"
Best Western Plus Richmond Indiana I-70

Comfort Inn & Suites Muncie

2.5 star property
8.4 out of 10, Very good, (693)
"Very helpful staff."
Comfort Inn & Suites Muncie

Comfort Suites

2.5 star property
9.4 out of 10, Exceptional, (604)
"Very friendly staff, comfortable beds, good coffee in the morning. What more could you ask?"
Comfort Suites

Best Western Muncie

2.5 star property
7.6 out of 10, Good, (830)
"Perfect location for Ball state activities"
Best Western Muncie

Courtyard Muncie at Horizon Convention Center

3.0 star property
9.0 out of 10, Wonderful, (846)
"Will stay there again. "
Courtyard Muncie at Horizon Convention Center

Quality Inn and Conference Center

2.5 star property
6.8 out of 10, (1001)
"Clean room and quiet stay for one night. "
Quality Inn and Conference Center

Days Inn by Wyndham Muncie -Ball State University

2.0 star property
6.8 out of 10, (873)
"all good will be staying there two more times this football season"
Days Inn by Wyndham Muncie -Ball State University

Holiday Inn Express & Suites Portland by IHG

2.5 star property
9.2 out of 10, Wonderful, (342)
"It was close to Haynes park where we were attending a family reunion and Walmart where we shopped and got gas for the trip home."
Holiday Inn Express & Suites Portland by IHG

Hampton Inn & Suites Muncie

2.5 star property
8.8 out of 10, Excellent, (869)
"One night stay. The hotel is very clean and modern."
Hampton Inn & Suites Muncie

Holiday Inn Express Richmond by IHG

3.0 star property
8.4 out of 10, Very good, (758)
"Nice and clean friendly staff."
Holiday Inn Express Richmond by IHG

Cozy Garden Inn By OYO Hwy 40 Richmond

2.5 star property
6.8 out of 10, (61)
"Amazing, really, for the price!"
Cozy Garden Inn By OYO Hwy 40 Richmond

Super 8 by Wyndham Centerville-Richmond

2.0 star property
6.0 out of 10, (323)
"My room was spotless and very comfortable the staff was so sweet and very welcoming. "
Super 8 by Wyndham Centerville-Richmond

The Golden Inn

2.5 star property
9.2 out of 10, Wonderful, (427)
"Wonderful place to stay, clean rooms and quiet, very comfortable, would stay here again so nice."
The Golden Inn
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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Stay near top Winchester attractions

Randolph County Courthouse

Randolph County Courthouse

After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester.

Top Winchester Hotel Reviews

More cheap accommodation in Winchester

More cheap accommodation in Winchester

Find out more about Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester boasts a variety of recreational areas, perfect for camping, picnicking, and motor racing.
  • Cultural Experiences: Visitors can explore the Winchester Sanctuary and Winchester Science Centre for family-friendly activities.
  • Historic Charm: The city's quaint streets and historic sites showcase its rich heritage and welcoming atmosphere.
  • Vibrant Neighbourhoods: Explore diverse neighbourhoods that capture the essence of small-town America.
  • Varied Accommodation: Enjoy a range of pet-friendly and LGBTQIA-friendly lodging options for a comfortable stay.

Find great hotels in and around Winchester

Discover a variety of accommodation options in Winchester, Indiana, perfect for your getaway. Whether you’re after a cosy motel or a welcoming hotel, you'll find pet-friendly and LGBTQIA-friendly facilities tailored to your needs. Ideal for both leisure and business travellers, Winchester's hotels offer a comfortable base to explore the charming town and its attractions.

  • Baymont by Wyndham Greenville OH: Embrace a family-friendly atmosphere at Baymont by Wyndham Greenville, located a short drive from Winchester. This pet-friendly hotel is perfect for those travelling with furry companions, as it welcomes pets with open arms. The hotel prides itself on being LGBTQIA-friendly, making it an inclusive destination for all. Families will appreciate the available amenities for children, including cribs for younger guests. With its warm and inviting ambiance, Baymont provides a comfortable retreat after a day of exploring the charming surroundings.
  • Holiday Inn Express & Suites Portland by IHG: Ideal for business travellers, Holiday Inn Express & Suites Portland offers a professional environment with a welcoming touch. Situated only 29.0km from Winchester, this hotel features a 24-hour business centre and versatile conference space, ensuring all your corporate needs are met. The property is also LGBTQIA-friendly, reflecting its commitment to inclusivity. Guests can enjoy a restful stay while having access to modern amenities designed to enhance productivity, making it an excellent choice for those combining business with leisure.
  • Randolph Inn and Suites: Located conveniently in Winchester, Randolph Inn and Suites is a delightful option for those seeking comfort and convenience. The hotel features complimentary continental breakfast daily, allowing guests to start their day right. With fitness facilities and entertainment options such as satellite and premium TV channels, guests can enjoy both relaxation and recreation. The welcoming atmosphere and practical amenities make it a perfect base for exploring Winchester and its surroundings.

Where to stay near Winchester

Winchester, Indiana, offers a delightful blend of adventure and history, perfect for a city break. Explore its quaint streets and charming atmosphere, where friendly locals welcome you. Don't miss the historic sites that showcase the city's rich heritage. Nearby, you can enjoy outdoor activities and vibrant neighbourhoods that capture the essence of small-town America. Whether you're seeking a picturesque getaway or an adventurous escape, Winchester has something for every traveller.

  • Saratoga: Located a short 9.7km from Winchester, Saratoga offers a blend of family-friendly adventures and outdoor excitement. With visitor numbers peaking from June to August, this city is a popular destination for those seeking thrilling experiences at local amusement parks and theme parks. The vibrant atmosphere during the peak season is perfect for families looking to create lasting memories while enjoying the lush surroundings. Don't miss the chance to explore the outdoor activities that make Saratoga a delightful getaway.
  • Farmland: Just 12.9km from Winchester, Farmland is a charming city that draws visitors for its scenic beauty and outdoor activities. With seasonal peaks in January, June, August, and October, this locale is perfect for those who appreciate nature and the great outdoors. Explore the recreational areas, enjoy motor racing events, or relax at campgrounds near lovely lakes and a lively stadium. Farmland offers a picturesque setting that captures the essence of rural Indiana, making it an ideal spot for families and outdoor enthusiasts alike.
  • Ridgeville: Situated 12.9km from Winchester, Ridgeville is a vibrant city known for its family-friendly and business-themed experiences. Visitors flock here from June to August, enjoying the local public market and various community events. The proximity to stunning lakes and mountains adds to the charm, inviting exploration and relaxation. Whether you're interested in the local market scene or adventurous activities like skiing, Ridgeville has something for everyone, making it a great stop on your Indiana journey.

Things to do in and around Winchester

Winchester, Indiana, is a great destination for adventure and outdoor activities, featuring motor racing, recreational areas, and campgrounds. Visitors can enjoy picnic spots, friendly tours, shopping options, and walking tours, making it an ideal spot for a memorable holiday. Whether you're after thrills or relaxation, Winchester has something for everyone.

Shopping

In Winchester, explore local shops like Warm Glow Candle Company, offering unique gifts. If you're up for a drive, check out Southway Centre Shopping Center and Richmond Mall for a broader selection of stores, family-friendly activities, and entertainment options.

Recreation

At Winchester Golf Club, enjoy a round of golf surrounded by lush greens and vibrant landscapes, perfect for sports enthusiasts. Prairie Creek Reservoir and Campground, located 30.6km away, offers serene relaxation with nature trails and tranquil waters, ideal for unwinding. Cardinal Hills Golf Course, just 27.4km from Winchester, provides a similar outdoor golfing experience.

Adventure

At Winchester Speedway, experience the thrill of motor racing in a vibrant atmosphere. Nearby, Cardinal Creek Tennis Center offers exciting tennis activities, while Eldora Speedway promises adrenaline-pumping races, both only 33.8km and 37.0km away from Winchester, respectively, ensuring plenty of adventure options for your visit.

Nightlife

Experience a vibrant evening in Winchester by catching a show at the Muncie Civic Theatre, just 33.8km away, where culture and romance blend seamlessly. Alternatively, enjoy a performance at the Richmond Civic Theatre, 38.6km away, perfect for family entertainment and a lively atmosphere.

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

Booking tips and Expedia advantages for Winchester

For a budget-friendly trip to Winchester, consider visiting between November and January, when accommodation prices drop. Mondays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find hotel deals by sorting options from low to high prices, and look for package deals that combine flights and activities for extra savings. Additionally, explore free local attractions and consider using public transport for cost-effective travel around the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are November to January, where the prices are slightly lower. This is in comparison to May, July and September, 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 Monday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To uncover the best prices and deals, simply adjust the price filter to sort from low to high.
  • Consider bundling your trip: You can save some dollars by combining your Winchester hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Winchester

Winchester, Indiana, is perfect for those seeking adventure and outdoor fun, featuring attractions like the fairground, urban parks, and nature reserves. Visitors can enjoy cultural experiences and family-friendly activities, including the Winchester Sanctuary and the Winchester Science Centre. The city's charm and friendly atmosphere make it an inviting destination for all types of travellers looking to explore its diverse offerings.

  • Randolph County Courthouse: Experience the rich cultural heritage of Winchester at the Randolph County Courthouse, a stunning architectural gem showcasing local history and community spirit. Step inside to appreciate its intricate designs and learn about its significance in the region.
  • Levi Coffin House: Located 24.1km from Winchester, the Levi Coffin House is a remarkable historic site known as the Grand Central Station of the Underground Railroad. Explore its fascinating past and the role it played in aiding escaping slaves, adding depth to your understanding of American history.
  • Historic Shopping & Dining District of Winchester, Indiana: Immerse yourself in the vibrant city vibes of this charming district, featuring unique shops, local eateries, and a welcoming atmosphere that reflects the community's character. Enjoy a leisurely stroll and savour the local flavours.

Best time to go to Winchester

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly CloudySlightly LowSlightly Low
February29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage
March40.5°F (4.7°C)Light RainMostly CloudyAverageAverage
April50.7°F (10.4°C)Light RainMostly SunnyAverageAverage
May61.9°F (16.6°C)Light RainMostly SunnyAverageSlightly High
June69.8°F (21.0°C)Light RainMostly SunnyAverageAverage
July72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
August71.1°F (21.7°C)Light RainMostly SunnySlightly HighAverage
September65.5°F (18.6°C)Light RainMostly SunnySlightly HighSlightly High
October54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowSlightly Low
December33.4°F (0.8°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

To visit Winchester, Indiana, you can fly into several nearby airports. Dayton, OH (DAY-James M. Cox Dayton Intl.) is located 70.8km away, with hotels like Wingate by Wyndham Dayton North and Holiday Inn Dayton/Fairborn Interstate 675 providing convenient access. Fort Wayne, IN (FWA-Fort Wayne Intl.) is 91.7km distant, offering options such as The Bradley Hotel and Hilton Fort Wayne at the Grand Wayne Convention Center. Muncie, IN (MIE-Delaware County) is the closest at 35.4km, with accommodations like Courtyard Muncie at Horizon Convention Center and Best Western Muncie. Each airport has transportation services available for easy access to your hotel.

Frequently asked questions

What's the best place for a stay in Winchester?

Based on our traveller data, Randolph Inn and Suites is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are Days Inn by Wyndham Muncie -Ball State University and Baymont by Wyndham Richmond I-70. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!: This highly rated holiday home rental in Winchester is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer, including its golf courses. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Favourite places to visit include Winchester Golf Club, Winchester Speedway and Randolph County Courthouse. You'll also find Prairie Creek Reservoir and Campground and Darke County Fairgrounds in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather in Winchester?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Winchester is 1190 mm.

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