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Independent in Winchester

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Featured Winchester Independent

Green Acres Hotel
Green Acres Hotel
2.5 out of 5
625 W. Washington, Pittsfield, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
Green Acres Hotel
Monroe Street Suites
Monroe Street Suites
2.5 out of 5
221 S Monroe St, Pittsfield, IL
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
Monroe Street Suites
Villa DeWolf
Villa DeWolf
4 out of 5
876 W State St, Jacksonville, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly B&B in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Governor Duncan Mansion and ...
Villa DeWolf
Blessings on State Bed & Breakfast
Blessings on State Bed & Breakfast
4 out of 5
1109 West State Street, Jacksonville, IL
Stay at this 4-star spa B&B in Jacksonville. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Governor Duncan Mansion and Morgan County ...
Blessings on State Bed & Breakfast
West Central Lodging
West Central Lodging
2.5 out of 5
20545 County Hwy 11, Pittsfield, IL
Stay at this cabin in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
West Central Lodging
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 $114.
  • 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.