Book Cheap Hotels in Winchester

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Winchester

Tonight
Check prices in Winchester for tonight, Aug 15 - Aug 16
Aug 15 - Aug 16
Tomorrow night
Check prices in Winchester for tomorrow night, Aug 16 - Aug 17
Aug 16 - Aug 17
Next weekend
Check prices in Winchester for next weekend, Aug 21 - Aug 23
Aug 21 - Aug 23

Most frequently booked Winchester hotels

Randolph Inn and Suites

Randolph Inn and Suites

2.5 out of 5
890 E Washington Winchester IN
Free cancellation
Reserve now, pay when you stay
1.16 km from city center
The price is CA $135 per night
CA $135
CA $151 total
Aug 16 - Aug 17
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winchester Golf Club and Winchester Speedway are located nearby.
Pool
Breakfast included
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Winchester IN
2.23 km from city center
Get rates
Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, private pools, and a garden. Popular attractions Winchester Golf Club and Winchester Speedway are located nearby.
Pool
Hot tub
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr Richmond IN
Free cancellation
Reserve now, pay when you stay
34.35 km from city center
The price is CA $105 per night
CA $105
CA $117 total
Aug 16 - Aug 17
includes taxes & fees
Stay at this hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Middlefork Reservoir Park and Depot District are located nearby.
Pool
Hot tub
Comfort Suites Richmond East

Comfort Suites Richmond East

2.5 out of 5
421 Commerce Road Richmond IN
Free cancellation
39.85 km from city center
The price is CA $136 per night
CA $136
CA $155 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richmond Mall and Hayes Arboretum are located nearby.
Pool
Breakfast included
Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

2 out of 5
3509 N Everbrook Ln Muncie IN
Free cancellation
Reserve now, pay when you stay
38.22 km from city center
The price is CA $83 per night
CA $83
CA $92 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Scheumann Stadium and Cardinal Creek Tennis Center are located nearby.
Breakfast included
Pet-friendly
Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center

3 out of 5
601 S High St Muncie IN
Free cancellation
Reserve now, pay when you stay
34.58 km from city center
The price is CA $152 per night
CA $152
CA $170 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Muncie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Muncie Children's Museum and Muncie Civic Theatre are located nearby.
Parking included
Free WiFi
Blisspoint Inn Muncie

Blisspoint Inn Muncie

2 out of 5
414 N Madison St Muncie IN
34.07 km from city center
Get rates
Stay at this hotel in Muncie. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Cornerstone Center for the Arts and Muncie Civic Theatre are located nearby.
Parking included
Free WiFi
Motel 6 Richmond, IN

Motel 6 Richmond, IN

2 out of 5
6030 National Road East Richmond IN
Free cancellation
Reserve now, pay when you stay
39.95 km from city center
The price is CA $85 per night
CA $85
CA $95 total
Aug 16 - Aug 17
includes taxes & fees
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Richmond Mall and Hayes Arboretum are located nearby.
Pet-friendly
Parking included
Quality Inn and Conference Center

Quality Inn and Conference Center

2.5 out of 5
5501 National Rd E Richmond IN
Free cancellation
Reserve now, pay when you stay
40 km from city center
The price is CA $89 per night
CA $89
CA $99 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Richmond Mall and Hayes Arboretum are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Top family friendly Winchester hotel deals

Randolph Inn and Suites

Randolph Inn and Suites

890 E Washington Winchester IN
The price is CA $135 per night from Aug 16 to Aug 17
CA $135
CA $151 total
Aug 16 - Aug 17
includes taxes & fees

Winchester hotels essential information

Accommodation
142 hotels
Lowest Price
CA $92
Highest Price
CA $170
Popular hotels
Randolph Inn and Suites, Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA, Baymont by Wyndham Richmond I-70, Comfort Suites Richmond East, Days Inn by Wyndham Muncie -Ball State University, Courtyard Muncie at Horizon Convention Center, Blisspoint Inn Muncie, Motel 6 Richmond, IN, Quality Inn and Conference Center

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From carefully considered amenities to bigger rooms, kid-friendly hotels come with features that can help transform a great family vacation into an incredible one. These Winchester options make vacationing with young ones a cinch: Your gang will enjoy their time at Randolph Inn and Suites. Complimentary breakfast and a swimming pool are just a couple of the things that help make this place an attractive option. Also consider staying at Holiday Inn Express & Suites Portland, an IHG Hotel. It offers a swimming pool, complimentary breakfast and lots of opportunities to hang out together.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is CA $92 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 142 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during December, January and February. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, July and November.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"All good. Good stay for the price"
A verified traveller stayed at Super 8 by Wyndham Muncie/Ball St. College Area
Super 8 by Wyndham Muncie/Ball St. College Area