Winchester Hotels

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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, (258 reviews)
"Room was clean and staff were extremely friendly and welcoming"
United States
John
The price is P5,997
P6,716 total
includes taxes & fees
May 25 - May 26
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, (1,005 reviews)
"We always love staying here. Great Staff, comfy rooms and a reasonable price"
United States
Katherine
The price is P4,491
P5,030 total
includes taxes & fees
May 31 - Jun 1
Baymont by Wyndham Richmond I-70

The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (450 reviews)
"Friendly and helpful owners and convenient after-hours check-in options"
United States
Kirk
The price is P4,874
P5,520 total
includes taxes & fees
May 26 - May 27
The Golden Inn

Comfort Suites Richmond East

Comfort Suites Richmond East
2.5 star property
Richmond
9.4 out of 10, Exceptional, (747 reviews)
"The hotel was super clean. It was a really nice hotel hotel. Me and my family would definitely go back to stay."
United States
Arianna
The price is P6,962
P7,920 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Suites Richmond East

Blisspoint Inn Muncie

Blisspoint Inn Muncie
2.0 star property
Muncie
Blisspoint Inn Muncie

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is P5,676
P20,357 total
includes taxes & fees
May 31 - Jun 1
Pets Welcome! Quiet Economy Home w/ Spacious Yard

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, (1,003 reviews)
"Good location, nice clean room"
United States
Joseph
The price is P3,986
P4,464 total
includes taxes & fees
May 31 - Jun 1
Super 8 by Wyndham Muncie/Ball St. College Area

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, (1,003 reviews)
"Convenient place to sleep while in the area"
United States
Clint
The price is P6,243
P6,992 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Plus Richmond Indiana I-70

Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1,001 reviews)
"The staff was helpful, friendly and polite. The property could use some TLC. Overall, satisfied with my stay."
United States
Donna
The price is P3,789
P4,243 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn and Conference Center

Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (930 reviews)
"Staff was very helpful."
United States
charles
The price is P3,516
P3,938 total
includes taxes & fees
May 31 - Jun 1
Red Roof Inn Richmond, IN

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
8.0 out of 10, Very Good, (1,003 reviews)
"Staff was very kind and helpful. It was quiet and clean. I will definitely stay here again "
United States
Marie
The price is P3,609
P4,041 total
includes taxes & fees
Jun 7 - Jun 8
Motel 6 Richmond, IN

Quality Inn Greenville North

Quality Inn Greenville North
2.5 star property
Greenville
8.2 out of 10, Very Good, (359 reviews)
"Breakfast could be better"
United States
Gregory
The price is P7,263
P8,514 total
includes taxes & fees
Jun 20 - Jun 21
Quality Inn Greenville North

Surestay By Best Western Greenville

Surestay By Best Western Greenville
2.5 star property
Greenville
7.8 out of 10, Good, (407 reviews)
"Clean & Friendly "
United States
Brooke
The price is P5,680
P6,433 total
includes taxes & fees
Jun 10 - Jun 11
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, (367 reviews)
"very nice stay thank you"
United States
Mickey
The price is P6,786
P7,601 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express & Suites Portland by IHG

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
3.0 star property
New Paris
9.0 out of 10, Wonderful, (534 reviews)
"It’s a good stop on the road"
United States
jeff
The price is P8,076
P9,146 total
includes taxes & fees
Jun 9 - Jun 10
Fairfield Inn by Marriott Richmond

Travelodge by Wyndham Richmond IN

Travelodge by Wyndham Richmond IN
2.0 star property
Richmond
7.0 out of 10, Good, (450 reviews)
"The fridge didn’t work no matter what you tuned it to bed was comfy "
United States
Michael
The price is P3,825
P4,284 total
includes taxes & fees
May 25 - May 26
Travelodge by Wyndham Richmond IN

Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (350 reviews)
"Now hot water during the entire stay. Room never cleaned"
United States
Thomas
The price is P3,596
P4,028 total
includes taxes & fees
May 31 - Jun 1
Super 8 by Wyndham Centerville-Richmond

Hoosier Inn

Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (138 reviews)
"Staff very courteous. "
United States
Carl
The price is P4,997
P5,597 total
includes taxes & fees
Jun 14 - Jun 15
Hoosier Inn

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN
2.5 star property
Richmond
9.2 out of 10, Wonderful, (973 reviews)
"Clean room and the staff was very helpful! Convenient location"
United States
Janice
The price is P7,289
P8,164 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn & Suites Richmond, IN

Richmond Inn & Suites

Richmond Inn & Suites
2.0 star property
Richmond
7.0 out of 10, Good, (371 reviews)
"Beds were comfortable and parking was a breeze "
United States
Susan
The price is P3,109
P3,794 total
includes taxes & fees
May 27 - May 28
Richmond Inn & Suites
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

  • Thrilling Outdoor Adventures: Engage in motor racing, hiking, and explore the nearby wine country with its delightful wineries.
  • Charming Downtown Atmosphere: Stroll through a welcoming downtown filled with friendly locals, vibrant shops, and eateries.
  • Vibrant Live Music Scene: Experience the lively music offerings at various event venues throughout the town.
  • Family-Friendly Activities: Enjoy the fairground, nature reserves, and urban parks, perfect for all ages.
  • Relaxing Natural Beauty: Marvel at the beautiful waterfall and unwind in serene outdoor seating areas.

Find great hotels near Winchester

Explore the charming town of Winchester, Indiana, where a variety of lodging options await you. From pet-friendly motels to welcoming hotels suited for business and leisure travellers, you'll find accommodations that cater to your needs. Discover the best hotels, read reviews, and compare room rates to ensure a delightful stay in this picturesque locale.

  • Surestay By Best Western Greenville: Nestled around 32.2km from Winchester, Surestay By Best Western Greenville is a welcoming haven for families and pet lovers alike. This hotel embraces inclusivity, proudly catering to LGBTQIA travellers and providing a friendly atmosphere. Families will appreciate the child-friendly amenities, including cribs available for a fee. Pets are also welcome, with a flexible pet policy that includes a waiver for service animals. The hotel ensures a comfortable stay for everyone, making it an ideal choice for those seeking a home away from home.
  • Holiday Inn Express & Suites Portland by IHG: Situated approximately 29.0km from Winchester, the Holiday Inn Express & Suites Portland by IHG offers a modern and professional environment for business travellers while also being LGBTQIA welcoming. This hotel is dedicated to providing a seamless experience, with well-equipped rooms and amenities designed to cater to the needs of corporate guests. The property’s affiliation with LGBTQI travel guides further highlights its commitment to inclusivity, ensuring all guests feel comfortable and respected during their stay.
  • Holiday Inn Express Hotel & Suites Greenville by IHG: Located about 32.2km from Winchester, the Holiday Inn Express Hotel & Suites Greenville by IHG is an excellent choice for those on business trips or seeking a welcoming atmosphere for LGBTQIA travellers. This hotel prides itself on providing a professional yet comfortable setting, with a range of amenities to ensure a productive stay. Its affiliation with LGBTQI travel guides underscores its dedication to creating a friendly environment for all guests, making it a reliable option for your accommodation needs.

Where to stay near Winchester

Experience the charm of Winchester, Indiana, where adventure meets history. Stroll through the welcoming downtown area, rich with friendly locals and vibrant atmospheres. Embrace the outdoor spirit with activities that include hiking and visiting the nearby wine country, boasting numerous delightful wineries. Whether seeking a sporty escapade or a leisurely exploration, Winchester and its surroundings promise an unforgettable holiday filled with unique experiences and picturesque landscapes.

  • Saratoga: Nestled 9.7km from Winchester, Saratoga offers a delightful blend of family-friendly activities and outdoor adventures. The town sees a rise in visitors during the summer months, making it a vibrant spot for those seeking thrills and fun. Highlights include a nearby amusement park, perfect for families looking to create lasting memories. With its charming atmosphere and proximity to a theme park, Saratoga invites you to enjoy a day filled with excitement and joy.
  • Farmland: Located 12.9km away from Winchester, Farmland is a city that thrives on seasonal tourism, particularly bustling during January, June, August, and October. This destination is ideal for outdoor enthusiasts and families alike, with ample recreational areas and golf courses to explore. The local landscape boasts a stunning lake and urban parks, as well as the nearby national state park, providing a perfect backdrop for adventure seekers and nature lovers. Farmland promises an engaging experience for visitors of all ages.
  • Ridgeville: Also situated 12.9km from Winchester, Ridgeville is a welcoming city that attracts visitors year-round, with peak seasons in summer. This area is perfect for families and adventurers, offering a variety of recreational areas, shopping centres, and malls to satisfy every taste. The nearby lake and national state park create an inviting environment for outdoor activities and relaxation. Ridgeville balances leisure and excitement, making it an excellent stop during your Indiana travels.

Things to do in and around Winchester

Winchester offers a delightful mix of sports and outdoor adventures, making it an ideal destination for thrill-seekers. You can enjoy motor racing, explore recreational areas, and engage in various adventure activities. Don't miss the vibrant live music scene, charming event venues, and a lovely golf course. Additionally, take some time to relax at outdoor seating areas and marvel at the beautiful waterfall, ensuring a memorable visit to this quaint town.

Shopping

For a delightful shopping experience in Winchester, explore local gems like Warm Glow Candle Company, a charming store 35.4km away. If you're up for a drive, visit Southway Centre Shopping Center, 33.8km distant, or Richmond Mall, 40.2km away, both offering vibrant family and entertainment atmospheres.

Recreation

Winchester Golf Club offers a delightful golfing experience with its lush greens and outdoor atmosphere, perfect for sports enthusiasts. For relaxation, visit Prairie Creek Reservoir and Campground, where you can unwind amidst nature. Cardinal Hills Golf Course, set in scenic surroundings, provides another excellent option for outdoor recreation.

Adventure

Experience the thrill of racing at Winchester Speedway, where adrenaline and sports vibes collide. For tennis enthusiasts, Cardinal Creek Tennis Center, located 37.0km away, offers an exciting adventure. Additionally, Eldora Speedway, 33.8km from Winchester, promises exhilarating motor racing experiences in a lively atmosphere.

Nightlife

In Winchester, the nearby Muncie Civic Theatre, 33.8km away, offers a delightful blend of romance and culture, while the Richmond Civic Theatre, 38.6km distant, promises engaging entertainment. Both venues are perfect for an enchanting evening out, showcasing the local arts scene.

*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, plan your trip between November and January when prices are lower, especially on Mondays, as Saturdays are the most expensive. Use the Expedia search tool to filter your accommodation options by budget and location, and sort by price for the best deals. Consider booking a package that combines your hotel, flights, and activities for additional savings. Look for promotions on hotel deals and cheap stays to maximise your budget while enjoying all that Winchester has to offer.

  • 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 the search tool on Expedia to narrow down your options by setting your budget, choosing your desired location, and selecting your preferred type of accommodation. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save on your trip by combining your Winchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winchester

Winchester, Indiana, offers a delightful blend of sports, adventure, and outdoor pursuits for visitors. With attractions like the fairground, nature reserves, and urban parks, there's something for everyone. Whether you're seeking cultural experiences or family-friendly activities, the local points of interest provide ample opportunities to explore and enjoy the great outdoors in this charming town.

  • Levi Coffin House: Located 24.1km from Winchester, the Levi Coffin House is a historic site known as the Grand Central Station of the Underground Railroad. Visitors can immerse themselves in the rich history of the abolitionist movement and explore the home's unique architecture, which reflects its cultural significance.
  • Randolph County Courthouse: Situated in the heart of Winchester, this stunning building showcases beautiful architecture and serves as a vital part of the community's history. The courthouse is a perfect spot for those interested in local culture and heritage.
  • Historic Shopping & Dining District of Winchester, Indiana: This vibrant street offers a delightful mix of shops and eateries, providing a unique city vibe. Stroll through charming storefronts and enjoy local cuisine, making it a perfect destination for leisurely exploration.

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

For your visit to Winchester, Indiana, you can fly into several major airports. Dayton International Airport (DAY) is situated 70.8km away, with nearby hotels such as Wingate by Wyndham Dayton North and Drury Inn & Suites, both within 6.4km. Muncie Airport (MIE) is 35.4km from Winchester, offering options like Courtyard Muncie at Horizon Convention Center and Baymont by Wyndham, both 4.8km away. Lastly, Fort Wayne International Airport (FWA) is 91.7km distant, with hotels such as The Bradley Hotel and Hilton Garden Inn located within 7 and 8.0km respectively, providing convenient transportation services to the airport.

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 Suites Richmond East. See all available top hotels, or 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.
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 Burlington Lake and Prairie Creek Reservoir and Campground 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.

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