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Compare 2 Motels in Winchester with updated reviews, rates, and availability.

Memorable Family experiences at The Castle of Palmyra.

10.0 out of 10, Exceptional, (153)
"We had a wonderful time all together for the holiday!"
Memorable Family experiences at The Castle of Palmyra.

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (487)
"Very happy with this hotel, check in was easy and the young man working was very nice. And does a great job. There was a basketball tournament going on in town and he kept the pool full of towels and always had a smile on his face. Hotel is clean. I give it 5 stars "
The price is AED 305
AED 339 total
includes taxes & fees
30 Mar - 31 Mar
Sleep Inn & Suites

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (380)
"Great "
The price is AED 253
AED 281 total
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very Good, (634)
"Easy parking, inexpensive, clean inside. "
The price is AED 275
AED 314 total
includes taxes & fees
13 Mar - 14 Mar
Best Western Jacksonville Inn

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (430)
"Love this hotel will stay again"
The price is AED 309
AED 352 total
includes taxes & fees
20 Mar - 21 Mar
Hampton Inn Jacksonville

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very Good, (565)
"Clean, comfortable and friendly staff! I will definitely stay here again! "
The price is AED 203
AED 231 total
includes taxes & fees
30 Mar - 31 Mar
Super 8 by Wyndham Jacksonville

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (361)
"Great staff gave us a good room, close to the lobby and accessible. "
The price is AED 234
AED 260 total
includes taxes & fees
27 Mar - 28 Mar
Quality Inn Jacksonville near I-72

River's Edge Motel

2.0 star property
8.8 out of 10, Excellent, (313)
"It had a good view of the river. Facility has an old school look and feel but was super clean and cozy. Mattress was a bit more firm than I like but I still had a great and quiet sleep. Overall, my wife and I will definitely be back on again!"
The price is AED 275
AED 313 total
includes taxes & fees
16 Mar - 17 Mar
River's Edge Motel

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (774)
"The hotel was very basic, but clean and inexpensive. As other reviews have said, the hotel was under renovation. The breakfast was really lacking, but again, for the low price, I was not expecting much."
Baymont by Wyndham Jacksonville

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (318)
"wonderful people"
The price is AED 312
AED 343 total
includes taxes & fees
13 Mar - 14 Mar
William Watson Hotel

Super 8 by Wyndham Jerseyville

2.0 star property
8.0 out of 10, Very Good, (289)
"It was gine"
The price is AED 322
AED 357 total
includes taxes & fees
19 Mar - 20 Mar
Super 8 by Wyndham Jerseyville

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (6)
"What a truly beautiful place for a quick getaway. The owner went out of his way to ensure that we felt at home and welcomed. In addition to the ambiance of setting, the owner prepared a delicious breakfast of blueberry pancakes, bacon and fruit. We couldn’t ask for a better stay and we will make sure that we stay again during our next trip to Chicago ❤️"
The price is AED 1,009
AED 1,151 total
includes taxes & fees
13 Mar - 14 Mar
Villa DeWolf

Scenic river bluff view with privacy!

10.0 out of 10, Exceptional, (10)
"Beautiful property. Host was very accommodating"
Scenic river bluff view with privacy!

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (123)
"Nice mom and pop hotel"
The price is AED 437
AED 481 total
includes taxes & fees
13 Mar - 14 Mar
Green Acres Hotel

Americas Best Value Inn Beardstown

2.0 star property
5.4 out of 10, (167)
"Good place "
The price is AED 297
AED 324 total
includes taxes & fees
5 Apr - 6 Apr
Americas Best Value Inn Beardstown

Come see what our Historical town has to offer!

4.8 out of 10, (3)
"I didn't get to stay at the property. The owner never gave me access. Never communicated at all via VRBO, email, text, or phone. I called the owner and owner was not receiving voicemail. I called VRBO. I have a case number to try to get a refund. I had to stay at a hotel. I never received the access code or communication. Very disappointed. Waiting a refund. Hoping I am not ripped off."
Come see what our Historical town has to offer!

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (114)
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls during the cold months. It's an old central baseboard heating system for the whole operation. Staff was helpful and pleasant. This motel is a good budget option, but its still very old."
The price is AED 226
AED 248 total
includes taxes & fees
24 Mar - 25 Mar
Rodeway Inn

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (159)
"Not good shower head broke. Bath tub won’t plug closed so I had to use a new rag as a plug. Toilet barely flushed. Tv wouldn’t switch off pc mode and air conditioning won’t even do fan mode. Kept beeping clean filter and not staying on "
The price is AED 239
AED 272 total
includes taxes & fees
13 Mar - 14 Mar
Knights Inn Jacksonville East Morton Ave

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (53)
"Loved the place! Super cute! Will stay there again! "
The price is AED 359
AED 395 total
includes taxes & fees
13 Mar - 14 Mar
Monroe Street Suites

The Eagles Nest Inn

3.0 star property
The price is AED 347
AED 394 total
includes taxes & fees
14 Mar - 15 Mar
The Eagles Nest 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.
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Other property types in Winchester

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (51)
"Wonderful stay and even more wonderful host. Home away from home. "
The price is AED 716
AED 808 total
includes taxes & fees
13 Mar - 14 Mar
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (53)
"We had an overnight stay during a very long roadtrip, the loft was perfect and we were able to have a very relaxing night after eating some of the best pizza I have ever had, highly recommend the place just a few hundred feet away. Communication with owners was perfect."
The price is AED 312
AED 569 total
includes taxes & fees
10 Apr - 11 Apr
The Farmhouse Loft "Greene County's Guesthouse"

Home with great location

10.0 out of 10, Exceptional, (16)
"This is one of the best we have ever stayed at. Great neighborhood. Cozy home. Everything and anything you could possible want or need is there. Cute decor. Comfy beds. Our stay was wonderful. Thank you."
Home with great location
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.

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you’re having trouble locating a motel in Winchester, allow Expedia help you find a motel or similar property from more than 34 accommodations in the larger area. Simply use our search tools to filter by price per night or money-saving amenities such as free parking and free airport transportation.
What are motels like?
When you stay at a motel, you’re likely to find an outdoor pool and free parking. With a stay at a motel, you’ll often have access to your room directly from the parking lot. Motels made their debut in the 1920s as a convenient place to stay for the weary traveler taking a road trip along the major roadways of America.
What are the best motels in Winchester?
Here you’ll find some of our customers’ favorite motels to book in the larger area. Super 8 by Wyndham Jacksonville is located 12.9 mi (20.8 km) from the heart of Winchester. Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Knights Inn Jacksonville East Morton Ave: Free breakfast and free parking are available during your stay, along with room amenities like a microwave. Central Winchester is 14.7 mi (23.7 km) away.
What things can I to do in Winchester?
Some outdoorsy places nearby include Jacksonville Community Park, Lake Jacksonville, and King Park. While you’re checking out the area, consider visiting Morgan County Fairgrounds, Illinois College, and Future Champions Sport Complex.
What's the seasonal weather like in Winchester?
Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Winchester to help you plan yours. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Winchester is 49 inches.