Find 4 Star Hotels in Winchester, IL from $313

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Check availability on Winchester 4 Star Hotels

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Compare Winchester 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Villa DeWolf
Stately brick building with a central entrance and decorative pediment, flanked by two columns.

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (10)
"If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!"
$275 nightly
The price is $313
Jul 27 - Jul 28
Total includes taxes and fees
Villa DeWolf
Blessings on State Bed & Breakfast
Property grounds

Blessings on State Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (55)
"Excellent property with welcoming staff and cozy, well-appointed rooms. "
Blessings on State Bed & Breakfast
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Learn more about Winchester

Check out Morgan County Fairgrounds and Lake Jacksonville—just a couple of the sights around Winchester.

See all hotels in Winchester

Top Winchester Hotel Reviews

Villa DeWolf

Villa DeWolf

10/10 Excellent
"The owner communicated early and often to make sure we were good upon arrival. The house is beautiful and well appointed. The rooms are upstairs but the butler Kimo will bring up your luggage. The room was spacious and bathroom had everything needed - even 2 robes!! Breakfast was amazing - home cooked and very filling. I'm a vegetarian and he accommodated me easily. Would stay there again. "
Deborah 3-night trip
Posted 5 days ago
Villa DeWolf

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
Expedia can help you quickly track down the perfect 4-star hotel for your stay in Winchester. Use our handy filter tool to fine-tune your search by things like price, conveniences and star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from $313

What's the difference between 5-star and 4-star hotels in Winchester?
If you choose to book a stay at a 4-star hotel in Winchester, you'll usually find lots of amenities to keep you comfortable, such as a pool, gym and restaurant. You can look forward to excellent service and upmarket surroundings. Choose a 5-star hotel and you'll get a few extra bells and whistles — think concierge assistance, on-site spas and nightly turndown services. You're likely to get extra amenities and first-rate services at a 5-star retreat, but both are fabulous options for luxury travelers.
Does Winchester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream hotel in Winchester where everything is taken care of, from your room to your meals, entertainment and activities. We can also help you find standard 4-star stays in and around this amazing destination.