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Top hotels and accommodation in Winchester

Randolph Inn and Suites

2.5 star property
9.0 out of 10, Wonderful, (229)
"It was very clean and the staff was very accommodating. It was close to the Walmart for anything that you would need and restaurants."
Randolph Inn and Suites

Surestay By Best Western Greenville

2.5 star property
7.8 out of 10, Good, (361)
"Great place to stay nice and quiet "
The price is AU$163
includes taxes & fees
13 Aug - 14 Aug
Surestay By Best Western Greenville

Holiday Inn Express Hotel & Suites Greenville by IHG

2.5 star property
8.6 out of 10, Excellent, (284)
"Loved everything about this hotel!"
The price is AU$250
includes taxes & fees
14 Aug - 15 Aug
Holiday Inn Express Hotel & Suites Greenville by IHG

Quality Inn Greenville North

2.5 star property
8.2 out of 10, Very good, (317)
"Nice place"
The price is AU$214
includes taxes & fees
30 Aug - 31 Aug
Quality Inn Greenville North

The Golden Inn

2.5 star property
9.2 out of 10, Wonderful, (412)
"Old motel in very good condition; lots of area to walk around the property. Friendly staff, comfortable room, good bargain. "
The price is AU$138
includes taxes & fees
11 Aug - 12 Aug
The Golden Inn

Fairfield Inn by Marriott Richmond

2.5 star property
9.0 out of 10, Wonderful, (501)
"Clean nice property with friendly staff and great fee breakfast."
The price is AU$192
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn by Marriott Richmond

Motel 6 Richmond, IN

2.0 star property
7.8 out of 10, Good, (942)
"Nice stay and very convenient"
The price is AU$83
includes taxes & fees
18 Aug - 19 Aug
Motel 6 Richmond, IN

Holiday Inn Express Richmond by IHG

3.0 star property
8.4 out of 10, Very good, (742)
"nice place to stay. would stay again if thru the area."
The price is AU$173
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Richmond by IHG

Best Western Plus Richmond Indiana I-70

2.5 star property
8.4 out of 10, Very good, (1002)
"The staff was wonderful and very friendly! The hotel was spotless and very up to date!"
The price is AU$166
includes taxes & fees
23 Aug - 24 Aug
Best Western Plus Richmond Indiana I-70

Home2 Suites by Hilton Richmond

3.0 star property
9.2 out of 10, Wonderful, (374)
"Will stay there again."
The price is AU$219
includes taxes & fees
17 Aug - 18 Aug
Home2 Suites by Hilton Richmond

Travelodge by Wyndham Richmond IN

2.0 star property
7.0 out of 10, Good, (429)
"No breakfast, noisy people all around our room, terrible location. Chose because of good rating but that was not true. Wyndham should not be associated with this property."
The price is AU$96
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Richmond IN

Cozy Garden Inn By OYO Hwy 40 Richmond

2.5 star property
6.6 out of 10, (50)
"This hotel submitted a no show charge on my CC even thou we checked in at 7pm on the day we were supposed to and paided in full when checked out. And they still submitted a no show charge from expedia and we have had nothing but issues trying to get it refunded. "
The price is AU$130
includes taxes & fees
9 Aug - 10 Aug
Cozy Garden Inn By OYO Hwy 40 Richmond

Comfort Suites

2.5 star property
9.4 out of 10, Exceptional, (554)
"Very nice hotel and great price!"
The price is AU$165
includes taxes & fees
17 Aug - 18 Aug
Comfort Suites

Hampton Inn & Suites Richmond, IN

2.5 star property
9.2 out of 10, Wonderful, (906)
"Well kept and a quiet place to stay. "
The price is AU$190
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Richmond, IN

Quality Inn and Conference Center

2.5 star property
6.8 out of 10, (1003)
"It was a great stay "
The price is AU$105
includes taxes & fees
17 Aug - 18 Aug
Quality Inn and Conference Center

Richmond Inn & Suites

2.0 star property
7.0 out of 10, Good, (344)
"That there was a room available "
The price is AU$85
includes taxes & fees
7 Aug - 8 Aug
Richmond Inn & Suites

Red Roof Inn Richmond, IN

2.0 star property
7.0 out of 10, Good, (864)
"Nice place "
The price is AU$92
includes taxes & fees
10 Aug - 11 Aug
Red Roof Inn Richmond, IN

Baymont by Wyndham Richmond I-70

2.5 star property
8.2 out of 10, Very good, (1004)
"Nice place to stay! Loved the pool and hot tub!"
The price is AU$123
includes taxes & fees
17 Aug - 18 Aug
Baymont by Wyndham Richmond I-70

Super 8 by Wyndham Centerville-Richmond

2.0 star property
6.0 out of 10, (319)
"People very nice. Clean room"
The price is AU$110
includes taxes & fees
17 Aug - 18 Aug
Super 8 by Wyndham Centerville-Richmond

Motel 6 Portland, IN

2.0 star property
6.8 out of 10, (68)
"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."
The price is AU$130
includes taxes & fees
27 Aug - 28 Aug
Motel 6 Portland, IN
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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Learn more about Winchester

Escape to Winchester! Enjoy its adventures, golf and history.

Top Winchester Hotel Reviews

Find out more about Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester is a haven for outdoor enthusiasts, featuring motor racing, recreational parks, and camping options.
  • Cultural Heritage: Discover the rich history at local attractions like the Winchester Guildhall and explore the Winchester Science Centre.
  • Tranquil Nature Reserves: Visit the serene Winchester Sanctuary and charming gardens for a relaxing escape.
  • Family-Friendly Activities: Enjoy a variety of attractions, including fairgrounds and urban parks, perfect for family fun.
  • Welcoming Accommodations: Experience a range of comfortable lodgings tailored for all travellers, including pet owners and LGBTQIA guests.

Find great hotels near Winchester

Discover a variety of accommodation options in Winchester, Indiana, from comfortable motels to welcoming hotels. Ideal for pet owners and LGBTQIA travellers, these lodgings provide essential amenities for a delightful stay. Whether you're seeking a business-themed experience or a relaxing getaway, you'll find the best Winchester hotels and accommodations to suit your needs. Enjoy the charm of this quaint town while having a cosy base to explore from.

  • Baymont by Wyndham Greenville OH: Situated 32.2km from Winchester, Baymont by Wyndham Greenville OH offers a warm and welcoming atmosphere, perfect for families and pet owners. This hotel embraces inclusivity, being LGBTQIA welcoming, and provides an array of amenities tailored for children, making it an ideal choice for family vacations. Guests can enjoy the comforts of home with pet-friendly options and services such as complimentary cribs for little ones. With a focus on creating a friendly environment for all, this hotel ensures a delightful stay for every guest.
  • Holiday Inn Express & Suites Portland by IHG: Located 29.0km from Winchester, the Holiday Inn Express & Suites Portland by IHG is geared towards business travellers while maintaining a welcoming atmosphere for LGBTQIA guests. This hotel features modern business amenities, including a 24-hour business centre and versatile conference space, making it a prime choice for corporate stays. Guests appreciate the blend of comfort and functionality, allowing for a productive yet relaxing experience. The hotel's commitment to service ensures that all guests feel valued and well taken care of during their stay.
  • Motel 6 Portland, IN: Also situated 32.2km from Winchester, Motel 6 Portland, IN is a straightforward and budget-friendly option for travellers seeking a pet-friendly environment. This hotel is designed with simplicity in mind, making it perfect for those who love to travel with their dogs. The property permits pets and has a pet policy that ensures a comfortable experience for furry companions. With a no-frills approach, guests can expect clean, comfortable accommodations at an affordable price while enjoying the convenience of pet-friendly amenities.

Where to stay near Winchester

Winchester, Indiana, offers a delightful blend of adventure and history for tourists. Explore the tranquil Winchester Sanctuary, perfect for nature lovers, or immerse yourself in the rich heritage of the historic city. Nearby, you'll find charming gardens reminiscent of those in Hampshire, providing a peaceful retreat. With its friendly atmosphere and abundance of outdoor activities, Winchester is an ideal destination for a memorable vacation experience.

  • Saratoga: Located 9.7km from Winchester, Saratoga offers a delightful blend of family-friendly outdoor adventures. This city is particularly vibrant during the warmer months from June to August, making it an ideal summer getaway. Visitors flock to the local amusement park, providing endless fun for families and thrill-seekers alike. Don't miss out on the nearby theme park, which serves as a key attraction, drawing crowds with its exciting rides and entertainment options. With its friendly atmosphere and engaging activities, Saratoga promises a memorable travel experience.
  • Farmland: Situated 12.9km from Winchester, Farmland is a charming city that thrives on seasonal tourism. With peak visitor numbers in January, June, August, and October, the city is a haven for those seeking outdoor experiences and picturesque scenery. Popular attractions include a recreational area, motor racing events, and an amusement park that caters to all ages. The serene lake and lively stadium within close proximity offer additional entertainment options, making Farmland a perfect spot for families looking to enjoy nature and adventure together.
  • Ridgeville: Also located 12.9km from Winchester, Ridgeville boasts a vibrant community that attracts visitors year-round, particularly during the summer months from June to August. This city is known for its city-themed and business-themed experiences, making it a hub for family outings and local markets. Outdoor enthusiasts can explore nearby lakes and mountains, while those interested in skiing will find accessible slopes. The public market is a must-visit, offering local produce and unique crafts, ensuring Ridgeville's charm captivates every traveller.

Things to do in and around Winchester

Winchester offers an exciting blend of adventure and outdoor activities, perfect for sports enthusiasts. You can enjoy motor racing, explore recreational areas, and unwind at campgrounds. For a well-rounded experience, don't miss out on local shopping centres, spa breaks, campus tours, and sightseeing around the city. Whether you're looking for thrills or relaxation, Winchester has something for everyone.

Shopping

Winchester offers a charming shopping experience with local stores. Warm Glow Candle Company, located 35.4km away, features delightful candles. If you're up for a drive, Richmond Mall, 40.2km away, boasts a vibrant atmosphere with various shops and entertainment options. Southway Centre Shopping Center is also 33.8km away, offering family-friendly vibes.

Recreation

At Winchester Golf Club, enjoy a round of golf amidst scenic landscapes that energise the spirit. For relaxation, visit Prairie Creek Reservoir and Campground, where you can unwind by the water and immerse yourself in nature. Cardinal Hills Golf Course offers another great outdoor golfing experience just 27.4km away.

Adventure

Experience the thrill of motor racing at Eldora Speedway, located 33.8km from Winchester, where high-speed excitement awaits. For tennis enthusiasts, Cardinal Creek Tennis Center, 37.0km away, offers an adventurous atmosphere. Don’t miss the local Winchester Speedway for an exhilarating racing experience right in the heart of town.

Nightlife

Winchester's nightlife features the Muncie Civic Theatre, 33.8km away, where you can enjoy captivating performances in a vibrant cultural setting. Additionally, the Richmond Civic Theatre, located 38.6km away, offers enchanting shows perfect for a romantic evening or family outing.

*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, Indiana, consider visiting between November and January when accommodation prices dip. Aim to book your stay on a Tuesday for the lowest rates, as Saturdays tend to be pricier. Use Expedia’s search tool to filter options by budget and eco-certification for sustainable choices. Combining your hotel, flights, and activities into a package deal can also lead to significant savings. Don't forget to explore free local attractions and utilise public transport for economical 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 Tuesday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your choices based on your budget, preferred location, and type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money 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 adventure and outdoor enthusiasts, featuring attractions like the fairground, urban parks, and nature reserves. Visitors can enjoy cultural experiences with sites such as the ancient Winchester, local attractions, the Winchester Guildhall, and the Winchester Science Centre. Whether you’re after family fun or a taste of local culture, Winchester offers a variety of activities to make your visit memorable.

  • Randolph County Courthouse: This stunning architectural gem, situated in the heart of Winchester, showcases beautiful cultural vibes with its historic design and intricate details, making it a perfect spot for photography and appreciating local history.
  • Historic Shopping & Dining District of Winchester, Indiana: Stroll down this charming street, where you can immerse yourself in the vibrant city atmosphere, explore unique shops, and indulge in delightful dining options that reflect the local flavour.
  • Levi Coffin House: Located 24.1km from Winchester, this historic house is renowned for its rich cultural significance, often referred to as the Grand Central Station of the Underground Railroad, offering a profound insight into America's history.

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 slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, 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

For your visit to Winchester, Indiana, you have several airport options. Dayton International Airport (DAY) is 70.8km away and offers nearby hotels such as the Residence Inn by Marriott Dayton Vandalia, just 6.4km from the airport, and the Marriott at the University of Dayton, located 17.7km away. Fort Wayne International Airport (FWA) is 91.7km from Winchester, with hotels like The Bradley Hotel and Hilton Fort Wayne, both within 11.3km. Muncie Airport (MIE) is the closest at 35.4km away, featuring hotels such as Courtyard Muncie at Horizon Convention Center, just 4.8km from the airport. All these airports provide convenient access to their respective hotels.

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 are some accommodation options with pools in Winchester?

Randolph Inn and Suites: Features free breakfast, an indoor pool and free self-parking. Quality Inn and Conference Center and Best Western Classic Inn are a couple of other choices that offer an on-site pool.

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. Additionally, you might want to add Historic Shopping & Dining District of Winchester, Indiana to your itinerary. 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.