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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, (251 reviews)
"Yes, the room was very clean and the staff was extremely helpful"
Canada
Loreli
Randolph Inn and Suites

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.4 out of 10, Very good, (1,003 reviews)
"Staff friendly "
United States
Elizabeth
The price is CA $92
CA $103 total
includes taxes & fees
Mar 8 - Mar 9
Baymont by Wyndham Richmond I-70

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 CA $89
CA $100 total
includes taxes & fees
Mar 3 - Mar 4
The Golden Inn

Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (686 reviews)
"Incredible clean and well kept property, awesome hot breakfast and wonderful staff!"
United States
Nicholas
The price is CA $122
CA $139 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Suites Richmond East

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
3.0 star property
New Paris
9.0 out of 10, Wonderful, (520 reviews)
"The room was clean, the staff was polite and friendly. "
United States
Leslie
The price is CA $126
CA $143 total
includes taxes & fees
Mar 8 - Mar 9
Fairfield Inn by Marriott Richmond

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 CA $87
CA $98 total
includes taxes & fees
Mar 7 - Mar 8
Surestay By Best Western Greenville

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, (358 reviews)
"Excellent stay every time we are there friendly staff all around awesome stay"
United States
Rebecca
The price is CA $132
CA $148 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Portland by IHG

Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (337 reviews)
"Clean."
United States
Steve
The price is CA $75
CA $84 total
includes taxes & fees
Mar 8 - Mar 9
Super 8 by Wyndham Centerville-Richmond

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 CA $109
CA $122 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Plus Richmond Indiana I-70

Motel 6 Portland, IN

Motel 6 Portland, IN
2.0 star property
Portland
7.0 out of 10, Good, (81 reviews)
"About what I expected, even slightly better than expectations. Decent, cheap stay for a one night get away. "
United States
Aaron
The price is CA $95
CA $107 total
includes taxes & fees
Mar 3 - Mar 4
Motel 6 Portland, 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 CA $155
CA $174 total
includes taxes & fees
Mar 8 - Mar 9
Home2 Suites by Hilton Richmond

Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University
2.5 star property
Muncie
8.4 out of 10, Very good, (753 reviews)
"The bed was very comfortable but the room was very warm for some reason from the time we walked in on a very cold January day. Overall it was a very comfortable place to stay and I definitely would stay here again if ever in the area. The food options for breakfast were quite varied for most tastes. "
United States
Bruce
The price is CA $111
CA $125 total
includes taxes & fees
Mar 6 - Mar 7
Comfort Inn & Suites Muncie Near University

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 CA $140
CA $157 total
includes taxes & fees
Mar 15 - Mar 16
Hampton Inn & Suites Richmond, IN

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 CA $104
CA $117 total
includes taxes & fees
Mar 8 - Mar 9
Hoosier Inn

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 CA $68
CA $76 total
includes taxes & fees
Mar 8 - Mar 9
Red Roof Inn Richmond, 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 CA $168
CA $190 total
includes taxes & fees
Mar 5 - Mar 6
Holiday Inn Express Hotel & Suites Greenville by IHG

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 CA $128
CA $149 total
includes taxes & fees
Mar 18 - Mar 19
Quality Inn Greenville North

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 CA $73
CA $82 total
includes taxes & fees
Mar 8 - Mar 9
Quality Inn and Conference Center

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 CA $75
CA $84 total
includes taxes & fees
Mar 14 - Mar 15
Travelodge by Wyndham Richmond IN

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.0 out of 10, Very good, (1,001 reviews)
"Great stay, friendly staff"
United States
David
The price is CA $72
CA $81 total
includes taxes & fees
Mar 3 - Mar 4
Motel 6 Richmond, 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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Stay near popular Winchester attractions

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Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Enjoy thrilling outdoor activities, including motor racing at the Winchester Speedway and exploring scenic parks.
  • Local Events: Experience community spirit at events like the Winchester Old Settlers Days, offering cultural insights and fun.
  • Charming Downtown: Stroll through a vibrant downtown filled with unique shops and delightful accommodations.
  • Family-Friendly Accommodations: Stay at budget-friendly hotels and motels, perfect for families and pet owners.
  • Rich Historical Atmosphere: Immerse yourself in Winchester's history while enjoying a blend of excitement and relaxation.

Find great hotels in Winchester

Winchester, Indiana, offers a diverse selection of budget-friendly accommodations, featuring 2 to 2.5-star hotels and motels. Ideal for families, business travellers, and pet owners, the local hotels provide essential amenities for a comfortable stay. Whether you’re searching for hotels near Winchester or looking to book a hotel in Winchester itself, you’ll discover plenty of options to enhance your vacation experience in this charming town.

  • Baymont by Wyndham Greenville OH: Perfectly tailored for family getaways and pet lovers, Baymont by Wyndham Greenville OH offers a welcoming atmosphere just 32.2km from Winchester. This hotel prioritizes a family-friendly experience, featuring amenities such as cribs available for a small fee, ensuring comfort for little ones. Additionally, the property embraces furry companions with a pet-friendly policy, allowing pets on-site and waiving fees for service animals. Guests appreciate the warm and inviting environment, making it an ideal choice for those seeking a memorable family vacation without leaving their pets behind.
  • Holiday Inn Express Hotel & Suites Greenville by IHG: Ideal for business travellers, the Holiday Inn Express Hotel & Suites Greenville by IHG is situated 32.2km from Winchester and is designed to cater to the needs of professionals on the go. With a dedicated business centre and well-equipped meeting rooms, this hotel ensures that guests can stay productive while away from the office. Visitors praise the efficient services and modern amenities, making it a top choice for those who require convenience and comfort during their business trips.
  • Holiday Inn Express & Suites Portland by IHG: Located 29.0km from Winchester, the Holiday Inn Express & Suites Portland by IHG is another excellent option for business-minded guests. This hotel features a 24-hour business centre and ample conference space, making it an ideal venue for meetings and events. Guests appreciate the seamless connectivity and supportive staff, which contribute to a smooth and productive stay. With its focus on providing essential amenities for the business traveller, this hotel ensures that guests can focus on their work while enjoying a comfortable environment.

Where to stay in Winchester

Experience the charm of Winchester, Indiana, where adventure and history intertwine. Explore the vibrant downtown, filled with unique shops and accommodations, perfect for unwinding after a day of outdoor activities. The east side of Winchester offers scenic parks and sports facilities, ensuring a fun-filled vacation. Don't miss the opportunity to delve into the area's rich historical atmosphere, making your stay both exciting and enlightening.

  • Saratoga: Located a mere 9.7km from Winchester, Saratoga is a charming city that offers a delightful blend of adventure and family-friendly activities. With visitor numbers peaking in the summer months of July and August, this city is a popular destination for outdoor enthusiasts. Visitors can enjoy various attractions, including a nearby amusement park and a theme park that promises fun for all ages. Whether you're looking to spend a day with the family or seeking thrilling outdoor experiences, Saratoga is a fantastic spot to explore during your vacation.
  • Farmland: Just 12.9km from Winchester, Farmland showcases seasonal appeal with its peak travel months occurring in January, June, and August. This city is perfect for those who appreciate outdoor activities, stunning scenery, and family experiences. Visitors can indulge in thrilling motor racing, enjoy recreational areas, and visit the local amusement park. In addition, the city's proximity to a scenic lake, stadium, and park enhances its charm, making it a great destination for those looking to connect with nature while enjoying a variety of attractions.
  • Ridgeville: Also located 12.9km from Winchester, Ridgeville is a vibrant city that caters to families, business travelers, and city explorers alike. With travel peaks in the summer, particularly from June to August, Ridgeville offers a range of activities, including public markets and skiing opportunities. The nearby lake and mountain provide stunning backdrops for outdoor adventures. Whether you're interested in shopping at the local market or enjoying winter sports, Ridgeville promises a memorable experience during your visit.

Things to do in Winchester

Winchester, Indiana, offers an array of outdoor adventures and sports activities perfect for vacationers. Enjoy motor racing, explore recreational areas, or unwind at picturesque campgrounds. Don't miss the chance to experience local events like the Winchester Old Settlers Days, and take advantage of the scenic picnic areas for a relaxing day out. Whether you're seeking thrill or leisure, Winchester has something special for every visitor.

Shopping

In Winchester, visit Warm Glow Candle Company for unique gifts. Southway Centre Shopping Center offers a blend of family-friendly shops and services. If you're up for a drive, Richmond Mall is 40.2km away, featuring an array of stores and entertainment options for a fun shopping experience.

Recreation

Enjoy a round of golf at Winchester Golf Club, surrounded by lush landscapes and a friendly atmosphere. For a serene escape, head to Prairie Creek Reservoir and Campground, perfect for relaxation and nature walks. Cardinal Hills Golf Course offers another great golfing experience with stunning outdoor views.

Adventure

Experience the thrill at Winchester Speedway, an exhilarating motor racing venue right in town, perfect for adrenaline junkies. For an even bigger rush, visit Eldora Speedway, located 33.8km from Winchester, where the excitement of high-speed racing will leave you breathless amidst a vibrant sports atmosphere.

Nightlife

The nightlife in Winchester offers a charming blend of culture and entertainment. Catch a show at the Muncie Civic Theatre, located 33.8km away, or enjoy the Richmond Civic Theatre, 38.6km away, both perfect for a romantic evening or a family outing.

Booking tips and Expedia advantages for Winchester

For a budget-friendly trip to Winchester, consider visiting between November and January when accommodation prices are lower. Opt for a Tuesday stay to save even more, as Saturdays are the priciest. Use Expedia to find eco-certified hotels and sort options from lowest to highest price. Look for package deals that combine your hotel, flights, and activities for additional savings. Don't forget to explore free local attractions and take advantage of affordable public transport to keep costs down during your visit.

  • 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: Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and the type of accommodation you desire. For instance, selecting the "Eco-certified" filter will showcase hotels that are sustainable and environmentally friendly, available for your stay. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

Best time to go to Winchester

Visitor numbers in Winchester is generally unchanged in popularity throughout the year. 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Winchester, Indiana, is conveniently accessible via several major airports. Dayton International Airport (DAY) is situated 70.8km away, with notable hotels nearby such as Wingate by Wyndham Dayton North, just 6.4km from the airport, and Holiday Inn Dayton/Fairborn, which is 19.3km away. Fort Wayne International Airport (FWA) is 91.7km from Winchester, with excellent hotel options like The Bradley Hotel and Hilton Fort Wayne, both 11.3km from the airport. Additionally, Muncie Delaware County Airport (MIE) is only 35.4km away, offering close accommodations such as Courtyard Muncie at Horizon Convention Center, located 4.8km from the airport.

Frequently asked questions

What is the best area to stay in Winchester?
The best areas to stay in Winchester are typically near the town centre or along the main routes leading into town, offering practical access to local amenities and attractions.

For most visitors, staying near the town square, particularly around Main Street and Washington Street, provides the most convenience. This central area is home to several local eateries and shops, and it's where you'll find the historic Randolph County Courthouse. It's a compact area, making it easy to walk to various points of interest within the town centre.

Couples looking for a relaxed stay often appreciate the quiet residential streets just off the main square. These areas provide a peaceful setting while still being within a short stroll of the town's amenities. You'll find a mix of bed and breakfasts or smaller, locally-owned accommodations here, often with a more personal touch.

Families might find staying slightly outside the immediate town centre, closer to facilities like the Winchester Speedway or parks, more suitable.
What are the best hotels in Winchester that travellers recommend?
For a highly recommended hotel in Winchester, Indiana, consider the Randolph Inn and Suites.

The Randolph Inn and Suites, with a 9.0 rating, is praised by guests for its clean rooms, friendly staff, and good breakfast. It offers a range of amenities including free breakfast, an indoor pool, fitness facilities, and a terrace. Free self-parking is also available, adding to the convenience for travellers.
What hotels in Winchester offer free breakfast?
For hotels in Winchester offering complimentary breakfast, Randolph Inn and Suites is an excellent choice.

This highly-rated hotel, with a 9.0 review score, provides a complimentary continental breakfast, ensuring a good start to your day. Guests frequently highlight the cleanliness of the rooms and the friendly staff. Additionally, it offers free self-parking and complimentary WiFi, adding to the convenience for travellers.
What are the best budget hotels in Winchester?
For a highly-rated budget option in Winchester, the Randolph Inn and Suites is an excellent choice.

This hotel, with a 9.0 rating, offers several complimentary amenities that enhance a stay, including free self-parking, free continental breakfast, and free WiFi. Guests frequently mention the good breakfast, clean rooms, and friendly staff in their reviews. View all budget hotels in Winchester
When is the best time to go to Winchester?
The best time to go to Winchester, Indiana, is during the late spring (May to early June) or early autumn (September to October) for pleasant weather and various local events.

For those looking for comfortable temperatures and less humidity, these periods offer ideal conditions for exploring the town and surrounding Randolph County. The average daily temperatures during May and September typically range from 15°C to 25°C, superb for outdoor activities.

Families often find late spring particularly appealing due to the blooming flora and the start of local farmers' markets, offering fresh produce and crafts. Many community events and festivals also begin around this time, providing entertainment for all ages without the peak summer crowds.

Couples might prefer the early autumn. The cooler, crisp air and the changing colours of the leaves create a picturesque setting for walks or drives through the countryside.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from CA $76 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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