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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
Hotel Lex
Hotel Lex
2.5 out of 5
5532 Athens Boonesboro Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hotel Lex
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
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
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
Derby Inn & Suites
Derby Inn & Suites
2.5 out of 5
2149 Lexington Rd, Nicholasville, KY
Fully refundableReserve now, pay when you stay
Stay at this hotel in Nicholasville. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the property condition in our reviews. Popular ...
Derby Inn & Suites
Black Bear Lodge Motel
Black Bear Lodge Motel
2.5 out of 5
781 Natural Bridge Rd, Slade, KY
Fully refundableReserve now, pay when you stay
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
5100 Revilo Rd, Winchester, KY
Fully refundableReserve now, pay when you stay
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Bluegrass Heritage Museum and Southwind Golf Course ...
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 Centre Mall and EKU Center for the Arts ...
Countryside Inn
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 EKU Center for the Arts are ...
Quality Quarters Inn
Lyndon House B&B
Lyndon House B&B
3 out of 5
507 N Broadway, Lexington, KY
Stay at this 3-star business-friendly B&B in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rupp Arena and The Red Mile Racetrack ...
Lyndon House B&B
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 $61.
  • 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.