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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

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
2.5 star property
Richmond
8.4 out of 10, Very Good, (1,010 reviews)
"Staff friendly "
United States
Elizabeth
The price is SAR 258
SAR 289 total
includes taxes & fees
27 Feb - 28 Feb
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 SAR 259
SAR 293 total
includes taxes & fees
28 Feb - 1 Mar
The Golden Inn

Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (684 reviews)
"Incredible clean and well kept property, awesome hot breakfast and wonderful staff!"
United States
Nicholas
The price is SAR 335
SAR 383 total
includes taxes & fees
8 Mar - 9 Mar
Comfort Suites Richmond East

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 SAR 239
SAR 270 total
includes taxes & fees
26 Feb - 27 Feb
Surestay By Best Western Greenville

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 SAR 413
SAR 467 total
includes taxes & fees
28 Feb - 1 Mar
Fairfield Inn by Marriott Richmond

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 SAR 202
SAR 227 total
includes taxes & fees
8 Mar - 9 Mar
Super 8 by Wyndham Centerville-Richmond

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 SAR 364
SAR 408 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Portland by IHG

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, (1,005 reviews)
"New facility, best hotel I’ve stayed in recently!"
United States
Antonia
The price is SAR 300
SAR 336 total
includes taxes & fees
1 Mar - 2 Mar
Best Western Plus Richmond Indiana I-70

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 SAR 185
SAR 208 total
includes taxes & fees
6 Mar - 7 Mar
Travelodge by Wyndham Richmond IN

Muncie Place Hotel & Suites

Muncie Place Hotel & Suites
2.5 star property
Muncie
8.0 out of 10, Very Good, (604 reviews)
"Very helpful staff"
Canada
Heinrich
The price is SAR 259
SAR 290 total
includes taxes & fees
6 Mar - 7 Mar
Muncie Place Hotel & Suites

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 SAR 428
SAR 479 total
includes taxes & fees
8 Mar - 9 Mar
Home2 Suites by Hilton Richmond

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 SAR 385
SAR 431 total
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn & Suites Richmond, IN

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.0 out of 10, Very Good, (1,005 reviews)
"Great stay, friendly staff"
United States
David
The price is SAR 193
SAR 216 total
includes taxes & fees
12 Mar - 13 Mar
Motel 6 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 SAR 186
SAR 208 total
includes taxes & fees
8 Mar - 9 Mar
Red Roof Inn 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 SAR 283
SAR 317 total
includes taxes & fees
12 Mar - 13 Mar
Hoosier Inn

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 SAR 223
SAR 250 total
includes taxes & fees
8 Mar - 9 Mar
Super 8 by Wyndham Muncie/Ball St. College Area

Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (31 reviews)
"Excellent service and breakfast"
United States
cynthia
The price is SAR 397
SAR 444 total
includes taxes & fees
8 Mar - 9 Mar
Home2 Suites By Hilton Muncie

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 SAR 458
SAR 518 total
includes taxes & fees
27 Feb - 28 Feb
Holiday Inn Express Hotel & Suites Greenville by IHG

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is SAR 300
SAR 1,210 total
includes taxes & fees
25 Feb - 26 Feb
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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 stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester offers exciting outdoor activities, including motor racing, golf, and beautiful nature reserves.
  • Vibrant Local Culture: Experience live music and community events that showcase the lively atmosphere of Winchester.
  • Charming Downtown: Stroll through the downtown area, filled with friendly locals and unique shops.
  • Wine Country Exploration: Enjoy leisurely visits to nearby wineries for a taste of local wines.
  • Diverse Accommodations: Choose from cozy motels to welcoming hotels, catering to various needs and preferences.

Find great hotels near Winchester

Discover the charm of Winchester, Indiana, where a variety of accommodation options await you. From cozy motels to welcoming hotels, this city caters to diverse needs, including LGBTQIA-friendly environments and pet-friendly experiences. Whether you're traveling for business or leisure, you'll find excellent amenities, competitive room rates, and outstanding reviews to guide your stay. Enjoy a memorable vacation while exploring the best lodging options Winchester has to offer.

  • Surestay By Best Western Greenville: Located 32.2km from Winchester, Surestay By Best Western Greenville offers a welcoming atmosphere for both business and leisure travelers. This pet-friendly hotel is ideal for families, featuring amenities designed for children, including cribs available for a fee. Guests appreciate the hotel's commitment to comfort, with a pet policy that includes waived fees for service animals. The property’s convenient location makes it a great base for exploring the local area while providing essential services for a pleasant stay.
  • Holiday Inn Express & Suites Portland by IHG: Situated 29.0km from Winchester, Holiday Inn Express & Suites Portland by IHG stands out as an inclusive destination for travelers. This hotel caters to business professionals and those seeking a welcoming environment for LGBTQIA guests. With its affiliation to LGBTQI travel guides, it strives to provide a comfortable and accommodating experience. The hotel features modern amenities and a complimentary breakfast, ensuring guests start their day off right.
  • Holiday Inn Express Hotel & Suites Greenville by IHG: Just 32.2km away from Winchester, the Holiday Inn Express Hotel & Suites Greenville by IHG is another excellent choice for business and leisure travelers alike. Like its Portland counterpart, this hotel is LGBTQIA welcoming and is aligned with LGBTQI travel guides. Guests can enjoy a range of amenities, including a complimentary breakfast and comfortable accommodations, making it a perfect spot for those looking to unwind after a day of exploration.

Where to stay near Winchester

Winchester, Indiana, offers a delightful blend of adventure and history for travelers. Explore the charming downtown area, where friendly locals welcome you to experience the vibrant atmosphere. Enjoy leisurely walks to nearby wineries, immersing yourself in the local wine country. Whether you're seeking outdoor activities or a taste of the region's rich heritage, Winchester is the perfect destination for an unforgettable vacation.

  • East Central Indiana: Located 16.1km from Winchester, East Central Indiana is a family-friendly destination that offers a variety of outdoor activities and romantic settings. Visitors can enjoy arena entertainment, explore local fairgrounds, or indulge in body treatments at nearby spas. The area is dotted with picturesque lakes and charming places of worship, making it ideal for peaceful retreats. Peak travel months from June to August provide the perfect opportunity for outdoor adventures amidst vibrant local culture.
  • Union City: Situated 19.3km away from Winchester, Union City is known for its exciting sports and adventure experiences. Visitors flock to this city to partake in thrilling motor racing events and enjoy rounds of golf at various local courses. Union City’s urban parks and racetracks provide ample opportunities for both relaxation and excitement. The visitor numbers spike in April, July, and September, making these months ideal for experiencing the buzz of local sports events and community activities.
  • Fountain City: Just 24.1km from Winchester, Fountain City is a scenic gem that attracts outdoor enthusiasts. Known for its stunning landscapes and adventure opportunities, the city offers recreational areas, hiking trails, and campgrounds for nature lovers. The nearby national parks and lakes provide breathtaking views and a serene atmosphere. While the peak travel months are April, July, and September, the city tends to be quieter from November to January, making it a perfect spot for those seeking tranquility and natural beauty.

Things to do in and around Winchester

Winchester, Indiana, is perfect for sports and outdoor adventures, offering activities like motor racing and various recreational areas. Visitors can enjoy live music at local venues, play a round of golf at the nearby golf course, and relax in outdoor seating areas. Don't miss the chance to visit the beautiful waterfall, which adds a touch of nature's charm to your trip. Experience the vibrant community and the exciting activities Winchester has to offer.

Shopping

In Winchester, check out the Warm Glow Candle Company for unique gifts, located 35.4km away. If you're up for a drive, the Richmond Mall, 40.2km away, features a variety of shops and entertainment options. The Southway Centre Shopping Center, 33.8km away, offers a family-friendly shopping experience.

Recreation

Experience a round of golf at Winchester Golf Club, where you can enjoy the outdoors and perfect your swing. For relaxation, visit Prairie Creek Reservoir and Campground, ideal for unwinding amidst nature. Cardinal Hills Golf Course offers another great spot for outdoor sports and beautiful scenery, just a short drive away.

Adventure

Experience the thrill of racing at Winchester Speedway, where you can feel the excitement of motor racing right in Winchester. For a bit more adventure, head to Eldora Speedway, located 33.8km away, or enjoy some energetic matches at Cardinal Creek Tennis Center, 37.0km from Winchester.

Nightlife

Experience the vibrant nightlife in Winchester by visiting the Muncie Civic Theatre, just 33.8km away, where romance and culture blend beautifully. Alternatively, savor the artistic atmosphere at the Richmond Civic Theatre, located 38.6km from Winchester, offering unforgettable entertainment and charm.

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

Booking tips and Expedia advantages for Winchester

To save money during your visit to Winchester, Indiana, consider traveling between November and January when prices are lower, especially on Mondays. Avoid Saturdays, which are typically the most expensive. Use Expedia to find great deals by sorting hotel prices from lowest to highest and consider package deals that combine hotels, flights, and activities for additional savings. Explore free activities in the area and utilize public transportation options to keep costs down while enjoying your trip.

  • 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: Utilize Expedia’s search tool to narrow down your choices based on your budget, desired location, and preferred hotel type. For 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 hotel stay in Winchester with flights and activities through an Expedia package deal.

Find the best attractions in and around Winchester

Winchester, Indiana, offers an exciting blend of sports and outdoor activities perfect for adventure seekers. Key attractions include the fairground, nature reserves, and urban parks, catering to travelers interested in culture and family-friendly experiences. Whether you're looking to enjoy the great outdoors or explore local events, Winchester provides a variety of options for an enjoyable vacation.

  • Levi Coffin House: Located 24.1km from Winchester, the Levi Coffin House is a historic gem known as the Grand Central Station of the Underground Railroad. Experience the rich cultural history as you explore the home of Levi Coffin, a prominent abolitionist, and learn about the brave efforts to assist escaping slaves.
  • Randolph County Courthouse: Situated in the heart of Winchester, this stunning architectural masterpiece reflects the town's vibrant culture. Visitors can appreciate its striking design and take in the historical significance of this governmental building, often a backdrop for community events.
  • Darke County Fairgrounds: Located 30.6km from Winchester, this lively fairground offers family-friendly fun with seasonal events, outdoor activities, and a festive atmosphere. It's the perfect spot for enjoying local fairs, agricultural displays, and community gatherings.

Best time to go to Winchester

The best time to visit Winchester is dependent 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

Traveling to Winchester, Indiana, is convenient with access to three major airports. DAYton, OH (DAY-James M. Cox Dayton Intl.) is 70.8km away, with nearby hotel options like Wingate by Wyndham Dayton North and DoubleTree by Hilton Dayton Fairborn. Fort Wayne, IN (FWA-Fort Wayne Intl.) is 91.7km from Winchester, offering hotels such as The Bradley Hotel and Hilton Fort Wayne at the Grand Wayne Convention Center. Closer is Muncie, IN (MIE-Delaware County), just 35.4km away, with options like Courtyard Muncie at Horizon Convention Center. Each airport has transportation services available to assist with your travel needs.

Frequently asked questions

What's the best place for a stay in Winchester?
Based on our traveler 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 Comfort Inn & Suites Muncie Near University. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental that Winchester has to offer?
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: Visitors like this Winchester vacation home rental. It is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. 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 that most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For more information about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.
What's the best hotel to stay near Winchester Speedway?
Randolph Inn and Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 3.2 mi (5.2 km) from Winchester Speedway. Other good options around the area include Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel.
What about the best place to stay near Winchester Golf Club?
One of the top choices for your stay is Randolph Inn and Suites, located 1.3 mi (2.1 km) from Winchester Golf Club, and this hotel offers free breakfast and an indoor pool. Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel are a couple of other good options within the area.
What's the best hotel for staying near Indianapolis International Airport (IND)?
Crowne Plaza Indianapolis Airport is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 1.8 mi (3 km) from Indianapolis Intl. Airport. Other options near the airport are Clarion Hotel Airport and Catalina Airport Motel.
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 accommodations to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
A couple of favorite places to visit are Winchester Speedway and Winchester Golf Club. You'll also find Levi Coffin House and National Model Aviation Museum in the area. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Winchester is 47 inches.