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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, (246)
This hotel offers an indoor pool for morning swims and a well-maintained fitness center. Guests enjoy free breakfast, WiFi, and parking. Located near Winchester Golf Club and Speedway, it's perfect for exploring local attractions.

"Nice hotel"
United States
William
Randolph Inn and Suites

The Golden Inn

The Golden Inn
2.5 star property
New Paris
9.2 out of 10, Wonderful, (434)
This welcoming Golden Inn offers free WiFi and parking in New Paris. Clean rooms receive high marks from guests. Explore nearby Hayes Arboretum or shop at Richmond Mall, then return to enjoy attentive service and daily housekeeping.

"Wonderful motel! Very clean room and kind owners! Thank you! "
United States
John
The price is SAR 296
SAR 336 total
includes taxes & fees
12 Jan - 13 Jan
The Golden Inn

Richmond Inn & Suites

Richmond Inn & Suites
2.0 star property
Richmond
7.0 out of 10, Good, (361)
This quiet Richmond motel offers a tranquil retreat away from interstate noise. Located near Rose Garden and Glenn Miller Park, it includes free WiFi, complimentary parking, and 24-hour front desk service.

"Good staff good stay"
United States
Terrance
The price is SAR 126
SAR 197 total
includes taxes & fees
8 Jan - 9 Jan
Richmond Inn & Suites

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond
2.5 star property
New Paris
9.0 out of 10, Wonderful, (518)
Unwind in the indoor pool or relax in the hot tub after exploring nearby attractions. Free WiFi and parking enhance your stay, while the 24-hour fitness center and snack bar provide convenient options throughout your visit to New Paris.

"The room was clean, the staff was polite and friendly. "
United States
Leslie
The price is SAR 379
SAR 429 total
includes taxes & fees
11 Jan - 12 Jan
Fairfield Inn by Marriott 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, (356)
Discover comfort in Portland where the indoor pool invites morning swims and the fitness center keeps routines intact. Free breakfast, WiFi, and parking enhance your experience. Travelers praise the helpful staff and clean rooms.

"Excellent stay every time we are there friendly staff all around awesome stay"
United States
Rebecca
The price is SAR 364
SAR 407 total
includes taxes & fees
22 Jan - 23 Jan
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, (440)
Convenient access to Richmond Mall and Hayes Arboretum from this practical hotel. Enjoy complimentary perks including WiFi and parking, plus the security of a 24-hour front desk for assistance anytime during your visit.

"This motel/hotel was conveniently located off the highway and reasonably priced for what they provided."
United States
Michael
The price is SAR 185
SAR 208 total
includes taxes & fees
20 Jan - 21 Jan
Travelodge by Wyndham Richmond IN

Cozy Garden Inn By OYO Hwy 40 Richmond

Cozy Garden Inn By OYO Hwy 40 Richmond
2.5 star property
Richmond
6.8 out of 10, (66)
This highway-adjacent inn offers free WiFi and parking, plus 24-hour front desk service. Explore nearby Richmond Mall and Hayes Arboretum during your stay. The convenient location provides quick access to local sites without any hassle.

"The location was great and next to Culver's."
United States
Verne
The price is SAR 190
SAR 236 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Garden Inn By OYO Hwy 40 Richmond

Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
2.0 star property
Richmond
7.0 out of 10, Good, (916)
This Richmond hotel offers peaceful accommodations near the scenic Middlefork Reservoir Park and Depot District. Enjoy free WiFi and parking with friendly staff available 24/7 for a restful, convenient stay.

"Room was clean, staff friendly "
United States
Rolin
The price is SAR 176
SAR 197 total
includes taxes & fees
11 Jan - 12 Jan
Red Roof Inn Richmond, IN

Hoosier Inn

Hoosier Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (135)
This motel offers a convenient stay in Portland with complimentary self parking and WiFi access. Daily housekeeping ensures a tidy environment, while the location provides easy driving access to Muncie and Delaware County.

"Had a pleasant stay. Room was very clean and staff was very friendly. "
United States
ned
The price is SAR 279
SAR 313 total
includes taxes & fees
10 Jan - 11 Jan
Hoosier Inn

Motel 6 Portland, IN

Motel 6 Portland, IN
2.0 star property
Portland
7.0 out of 10, Good, (79)
This welcoming hotel offers complimentary WiFi and self parking for hassle-free accommodation in Portland. Practical amenities include on-site laundry facilities, with easy access to Muncie just 41 minutes away.

"clean"
United States
Shane
The price is SAR 262
SAR 294 total
includes taxes & fees
6 Feb - 7 Feb
Motel 6 Portland, IN

Quality Inn and Conference Center

Quality Inn and Conference Center
2.5 star property
Richmond
6.6 out of 10, (1001)
"The overnight clerk was very friendly and helpful. The room was clean and spacious."
United States
Jessica
The price is SAR 159
SAR 179 total
includes taxes & fees
27 Jan - 28 Jan
Quality Inn and Conference Center

Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond
3.0 star property
Richmond
9.2 out of 10, Wonderful, (406)
Modern suites in Richmond welcome you with a 24-hour fitness center and helpful staff. Relax in the indoor pool after exploring nearby Hayes Arboretum or take advantage of convenient free breakfast and parking.

"Great place to stay for families! Clean room, great food."
United States
Lori
The price is SAR 427
SAR 479 total
includes taxes & fees
18 Jan - 19 Jan
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, (945)
Start your day with a complimentary breakfast before exploring nearby Richmond Mall and Hayes Arboretum. Return to swim indoors or workout in the 24-hour fitness center. Free WiFi and parking complete your stay.

"Consistently good breakfast options. Convenient location. Nice suites for family of 4. Pet friendly. "
United States
Sandra
The price is SAR 366
SAR 410 total
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn & Suites Richmond, IN

Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
2.0 star property
Centerville
6.0 out of 10, (332)
Explore Centerville while enjoying complimentary WiFi, parking, and daily breakfast served from 6:00 AM to 9:00 AM. This business-friendly motel provides easy access to Warm Glow Candle Company and Centerville Public Library.

"Nice managed motel. Will definitely be staying here again. "
United States
Kenny
The price is SAR 163
SAR 183 total
includes taxes & fees
19 Jan - 20 Jan
Super 8 by Wyndham Centerville-Richmond

Holiday Inn Express Richmond by IHG

Holiday Inn Express Richmond by IHG
3.0 star property
Richmond
8.4 out of 10, Very Good, (777)
This serene hotel in Richmond offers a fitness center and peaceful atmosphere that guests love. Located near Richmond Mall and Hayes Arboretum, you'll appreciate the free WiFi, complimentary parking and convenient business amenities.

"Quick check in, clean room, courteous staff "
United States
Ray
The price is SAR 334
SAR 374 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Richmond by IHG

Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
3.0 star property
Muncie
9.4 out of 10, Exceptional, (17)
Modern rooms with kitchens await at this Muncie hotel near Scheumann Stadium. Take a swim in the indoor pool, work out at the fitness center, and enjoy free breakfast, WiFi, and parking during your stay.

"Excellent service and breakfast"
United States
cynthia
The price is SAR 402
SAR 450 total
includes taxes & fees
18 Jan - 19 Jan
Home2 Suites By Hilton Muncie

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, (1000)
Just off the interstate, this hotel offers a peaceful retreat with quiet rooms and an indoor pool for year-round swimming. The helpful staff, free breakfast, and proximity to Richmond Mall make it an ideal choice for travelers.

"New facility, best hotel I’ve stayed in recently!"
United States
Antonia
The price is SAR 351
SAR 393 total
includes taxes & fees
12 Jan - 13 Jan
Best Western Plus Richmond Indiana I-70

Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University
2.0 star property
Muncie
6.8 out of 10, (895)
Located in a peaceful area of Muncie with easy city access, this hotel offers complimentary WiFi, parking, and daily on-the-go breakfast. Guests appreciate the clean rooms and fitness center, with Scheumann Stadium just minutes away.

"Parking is wide open "
Canada
Larry
The price is SAR 225
SAR 252 total
includes taxes & fees
7 Jan - 8 Jan
Days Inn by Wyndham Muncie -Ball State University

Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
3.0 star property
Muncie
9.0 out of 10, Wonderful, (865)
This business-friendly Courtyard features American cuisine at 1925 PubHouse and a fitness center. Located near Muncie Children's Museum and Civic Theatre, guests appreciate the helpful staff and clean rooms. Enjoy free WiFi and parking.

"Everything was good"
United States
Julee
The price is SAR 443
SAR 496 total
includes taxes & fees
18 Jan - 19 Jan
Courtyard Muncie at Horizon Convention Center

Motel 6 Richmond, IN

Motel 6 Richmond, IN
2.0 star property
Richmond
7.8 out of 10, Good, (1007)
"Great stay, friendly staff"
United States
David
The price is SAR 164
SAR 184 total
includes taxes & fees
21 Jan - 22 Jan
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

Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star-rating

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 Motel 6 Richmond, IN. 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 Prairie Creek Reservoir and Campground and Darke County Fairgrounds 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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