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Our top choices for Winchester hotels

Randolph Inn and Suites

Randolph Inn and Suites
2.5 star property
Winchester
9.0 out of 10, Wonderful, (250 reviews)
"Yes, the room was very clean and the staff was extremely helpful"
Canada
Loreli
Randolph Inn and Suites

The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (435 reviews)
"Clean room, ample parking, quiet location, friendly staff."
United States
Sarah
The price is NZ$103
includes taxes & fees
23 Feb - 24 Feb
The Golden Inn

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.4 out of 10, Very good, (1,005 reviews)
"Staff friendly "
United States
Elizabeth
The price is NZ$124
includes taxes & fees
22 Feb - 23 Feb
Baymont by Wyndham Richmond I-70

Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (387 reviews)
"stayed here when it was not Best Western. New owners have made improvements. Safe stay for travelers."
United States
Charles
The price is NZ$119
includes taxes & fees
21 Feb - 22 Feb
Surestay By Best Western Greenville

Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (681 reviews)
"Incredible clean and well kept property, awesome hot breakfast and wonderful staff!"
United States
Nicholas
The price is NZ$188
includes taxes & fees
26 Feb - 27 Feb
Comfort Suites Richmond East

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70
2.5 star property
Richmond
8.4 out of 10, Very good, (1,000 reviews)
"New facility, best hotel I’ve stayed in recently!"
United States
Antonia
The price is NZ$163
includes taxes & fees
20 Feb - 21 Feb
Best Western Plus Richmond Indiana I-70

Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (336 reviews)
"Clean."
United States
Steve
The price is NZ$89
includes taxes & fees
1 Mar - 2 Mar
Super 8 by Wyndham Centerville-Richmond

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
3.0 star property
New Paris
9.0 out of 10, Wonderful, (519 reviews)
"The room was clean, the staff was polite and friendly. "
United States
Leslie
The price is NZ$206
includes taxes & fees
23 Feb - 24 Feb
Fairfield Inn by Marriott Richmond

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.0 out of 10, Very good, (1,003 reviews)
"Great stay, friendly staff"
United States
David
The price is NZ$97
includes taxes & fees
22 Feb - 23 Feb
Motel 6 Richmond, IN

Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG
2.5 star property
Portland
9.2 out of 10, Wonderful, (356 reviews)
"Excellent stay every time we are there friendly staff all around awesome stay"
United States
Rebecca
The price is NZ$180
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Portland by IHG

Travelodge by Wyndham Richmond IN

Travelodge by Wyndham Richmond IN
2.0 star property
Richmond
7.0 out of 10, Good, (443 reviews)
"The room was good overall"
United States
Slobodan
The price is NZ$97
includes taxes & fees
2 Mar - 3 Mar
Travelodge by Wyndham Richmond IN

Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (919 reviews)
"Room was clean, staff friendly "
United States
Rolin
The price is NZ$87
includes taxes & fees
22 Feb - 23 Feb
Red Roof Inn Richmond, IN

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (949 reviews)
"Consistently good breakfast options. Convenient location. Nice suites for family of 4. Pet friendly. "
United States
Sandra
The price is NZ$190
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn & Suites Richmond, IN

Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond
3.0 star property
Richmond
9.2 out of 10, Wonderful, (416 reviews)
"My stay there was fantastic "
United States
Abiodun
The price is NZ$211
includes taxes & fees
8 Mar - 9 Mar
Home2 Suites by Hilton Richmond

Hoosier Inn

Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (138 reviews)
"Clean rooms, friendly staff. "
United States
Joseph
The price is NZ$141
includes taxes & fees
6 Mar - 7 Mar
Hoosier Inn

Quality Inn Greenville North

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very good, (349 reviews)
"The room was good…the amenities were good…the staff was great!!"
United States
John M.
The price is NZ$189
includes taxes & fees
5 Mar - 6 Mar
Quality Inn Greenville North

Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area
2.0 star property
Muncie
8.0 out of 10, Very good, (1,004 reviews)
"Room was good and staff was very kind"
United States
Nicolas
The price is NZ$110
includes taxes & fees
25 Feb - 26 Feb
Super 8 by Wyndham Muncie/Ball St. College Area

Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,000 reviews)
"Lots of parking and nearby restaurants and stores. Easy access to I-70. Older hotel but the staff was good about switching to a cleaner room. "
United States
Adrienne
The price is NZ$98
includes taxes & fees
26 Feb - 27 Feb
Quality Inn and Conference Center

Motel 6 Portland, IN

Motel 6 Portland, IN
2.0 star property
Portland
7.0 out of 10, Good, (80 reviews)
"clean"
United States
Shane
The price is NZ$130
includes taxes & fees
20 Feb - 21 Feb
Motel 6 Portland, IN

Holiday Inn Express Hotel & Suites Greenville by IHG

Holiday Inn Express Hotel & Suites Greenville by IHG
2.5 star property
Greenville
8.6 out of 10, Excellent, (315 reviews)
"Had everything we needed! Pool was great for the kids, breakfast had a decent variety of options and the staff was SO nice and helpful. "
United States
Megan
The price is NZ$228
includes taxes & fees
20 Feb - 21 Feb
Holiday Inn Express Hotel & Suites Greenville by IHG
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 popular Winchester attractions

Top Winchester Hotel Reviews

More cheap accommodation in 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 Baymont by Wyndham Richmond I-70 and Days Inn by Wyndham Muncie -Ball State University. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: 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?
A couple of favourite places to visit are Winchester Golf Club and Winchester Speedway. You'll also find Levi Coffin House and Prairie Creek Reservoir and Campground 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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