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Independent in Winchester

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Featured Winchester Independent

The Manchester

The Manchester

4 out of 5
941 Manchester St, Lexington, KY
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Manchester
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
444 Parkway Drive, Lexington, KY
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
Elwood Hotel & Suites
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Stay at this 3.5-star cabin in Slade. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
Natural Bridge State Resort Park
Bluegrass Extended Stay Hotel

Bluegrass Extended Stay Hotel

2 out of 5
2753 Richmond Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Lexington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Bluegrass Extended Stay Hotel
Asbury Inn & Suites

Asbury Inn & Suites

3 out of 5
1 June Ryan Cir, Wilmore, KY
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Wilmore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Asbury Inn & Suites
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd, Slade, KY
Stay at this motel in Slade. Enjoy free parking, a picnic area, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Black Bear Lodge Motel
Value Stay

Value Stay

2 out of 5
5100 Revilo Rd, Winchester, KY
Fully refundableReserve now, pay when you stay
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Community Park and Wiseman Park are located ...
Value Stay
Countryside Inn

Countryside Inn

2 out of 5
230 Eastern Bypass, Richmond, KY
Fully refundableReserve now, pay when you stay
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Richmond Peddler's Mall and Richmond Centre Mall ...
Countryside Inn
Oak Tree Inn

Oak Tree Inn

1075 Richmond Rd, Irvine, KY
Fully refundableReserve now, pay when you stay
Stay at this motel in Irvine. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Veterans Memorial Park is located nearby.
Oak Tree Inn
Derby Inn & Suites

Derby Inn & Suites

2.5 out of 5
2149 Lexington Rd, Nicholasville, KY
Stay at this hotel in Nicholasville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the property condition in our reviews. Popular ...
Derby Inn & Suites
The Kentucky Castle

The Kentucky Castle

2 out of 5
230 Pisgah Pike, Versailles, KY
Book a stay at this spa hotel in Versailles. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Keeneland Racing Course and The Kentucky ...
The Kentucky Castle
Quality Quarters Inn

Quality Quarters Inn

2 out of 5
105 N Killarney Ln, Richmond, KY
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Richmond Centre Mall and Cinemark At Richmond Centre ...
Quality Quarters Inn
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.

Independent hotels in Winchester

You’ve already taken the guesswork out of your next vacation. You know you want a Independent hotel in Winchester. What can you say? You like their style, they’re in a good part of Winchester, and they never let you down. New bar in town? You’re the first one to check it out. Spiciest item on the menu? You can take the heat. But even the best gamblers hedge their bets. No matter how crazy good your trip is, you want something familiar waiting for you at the end of the day.

All in a name

We all have favorites. There’s nothing wrong with knowing what you like. You like to stay at Independent near , Winchester to do the tourist thing (because sometimes it is fun) and then hit up the places that aren’t on the map. And no matter what fun you get into, you have Independent hotels with their comfy beds and thoughtful amenities waiting to tuck you in.

As you like it

Have a price you want to stick to, so you can paint the town red? Maybe, it’s all about the hotel features. Who couldn’t use a hot tub? Pick your pleasure by:

  • Hotwire Hot Rate: Grab the Independent hotel in Winchester at an absolute steal. After you book it, we’ll tell you the hotel name. You might nab that 4-star hotel for a 2-star price.
  • Price: How low can we go? Quite low in fact. Check out our prices per night, starting at $65.
  • Amenities: Grab a cocktail at the lounge and maybe wander upstairs to the rooftop terrace—all the stuff that makes a great vacay.

You’ve already done the hard part—figuring out where you want to stay. Now it’s time to use the money you saved to let the real fun begin. Underground shows? Off-beat attractions? Rooftop escapes? The choice is yours. The only thing wonderfully predictable about this trip is the Independent room you’ll be staying in.