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Find hotels in Winchester, KY from SAR 195

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Compare 1,149 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Value Stay

2.0 star property
8.0 out of 10, Very Good, (82)
"Nice clean place"
The price is SAR 213
SAR 234 total
includes taxes & fees
31 Jul - 1 Aug
Value Stay

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (949)
"best check in staff I have ever experienced. one of the best breakfasts also. Room has a full size jacucci and the pool was open"
The price is SAR 375
SAR 414 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Winchester Hotel

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (727)
"Very nice hotel. Staff was wonderful. "
The price is SAR 299
SAR 330 total
includes taxes & fees
30 Jul - 31 Jul
Baymont by Wyndham Winchester

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (464)
"Clean hotel, but the area was ok"
The price is SAR 394
SAR 434 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn

2.5 star property
7.0 out of 10, Good, (338)
"Hotel was overbooked. We had booked 2 rooms for my wife and 4 kids. Because there were no adjoining rooms we ended up booking just one room. It worked out ok but kind of disappointed."
The price is SAR 269
SAR 297 total
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (564)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is SAR 234
SAR 258 total
includes taxes & fees
28 Jul - 29 Jul
Red Roof Winchester - Lexington East

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (431)
"Property was nice"
The price is SAR 485
SAR 535 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1635)
"Very good location, with trial head right next to the hotel"
Natural Bridge State Resort Park

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very Good, (567)
"Great stay!"
The price is SAR 319
SAR 352 total
includes taxes & fees
28 Jul - 29 Jul
Black Bear Lodge Motel

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (644)
"Amazing, love the breakfast and free coffee!!"
The price is SAR 355
SAR 391 total
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn and Suites

Ramada Limited Mount Sterling

2.0 star property
7.0 out of 10, Good, (712)
"Jaccuzzi in room, nice staff, and nice rooms."
The price is SAR 287
SAR 316 total
includes taxes & fees
25 Jul - 26 Jul
Ramada Limited Mount Sterling

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
8.8 out of 10, Excellent, (525)
"It was very quiet and staff pleasant. I can stay here again. "
The price is SAR 461
SAR 509 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express & Suites Mt Sterling North by IHG

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (306)
"Handy to purchasing what you needed"
The price is SAR 383
SAR 422 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Paris Inn

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very Good, (812)
"The breakfast was better then the usual breakfast you usually get from these type of hotels. The breakfast area felt cozy and modern. "
The price is SAR 268
SAR 295 total
includes taxes & fees
3 Aug - 4 Aug
Clarion Pointe Richmond North near University

Motel 6 Richmond, KY – EKU Campus Area

2.0 star property
7.2 out of 10, Good, (75)
"Very basic hotel, but very clean and the bed was very comfortable."
The price is SAR 244
SAR 269 total
includes taxes & fees
29 Jul - 30 Jul
Motel 6 Richmond, KY – EKU Campus Area

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1004)
"Had a good stay"
The price is SAR 253
SAR 279 total
includes taxes & fees
30 Jul - 31 Jul
Red Roof Inn Richmond, KY

Countryside Inn

2.0 star property
5.4 out of 10, (227)
"Very quiet place staff was friendly"
The price is SAR 202
SAR 223 total
includes taxes & fees
25 Jul - 26 Jul
Countryside Inn

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (918)
"It’s clean, and affordable and when you’re looking for a room that’s all that matters!"
The price is SAR 210
SAR 232 total
includes taxes & fees
27 Jul - 28 Jul
Super 8 by Wyndham Richmond

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1004)
"Very friendly and respectful"
The price is SAR 293
SAR 323 total
includes taxes & fees
3 Aug - 4 Aug
Best Western Richmond Hotel

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (303)
"Nice good place to rest comfortably bed’s friendly staff"
The price is SAR 195
SAR 214 total
includes taxes & fees
27 Jul - 28 Jul
Days Inn by Wyndham Richmond
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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Stay near popular Winchester attractions

Learn more about Winchester

Trip time! Discover the local cuisine, hiking, and football in Winchester.

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Top Winchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Winchester?

Holiday Inn Express Lexington East - Winchester by IHG is ranked highly by Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend Hampton Inn Winchester and Value Stay as top choices for your visit. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This vacation home rental outside of Winchester is located in the mountains and has a selection of games, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more information about changing or cancelling your trip to Winchester, head over to our customer service page.

What's the best place to stay for families in Winchester?

Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Attractions in the area like Lexington Ice Center and Paradise Cove Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What is the favorite LGBTQ-friendly accommodation in Winchester?

Holiday Inn Express Lexington East - Winchester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Hampton Inn Winchester and Best Western Winchester Hotel are two other good options for your stay.

What's the best pet-friendly place to stay in Winchester?

Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness center for its human guests. Other good choices for you and your pet's trip include Hampton Inn Winchester and Best Western Winchester Hotel. See more pet-friendly hotel accommodations in Winchester.

Where is the best hotel to stay close to Community Park?

Best Western Winchester Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.8 mi (1.3 km) from Community Park. Other good choices within a few miles include Baymont by Wyndham Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel.

What about the best place to stay close to Southwind Golf Course?

One of the top choices for your stay is Best Western Winchester Hotel, located 2.7 mi (4.3 km) from Southwind Golf Course, and this hotel offers free breakfast and free parking. Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Baymont by Wyndham Winchester are two other good choices within 5 miles.

What are some accommodations with pools in Winchester?

Baymont by Wyndham Winchester is a top hotel with a pool, free breakfast, and free WiFi. Best Western Winchester Hotel is an additional hotel that offers an onsite pool. View all hotels with pools in Winchester.

What's the best hotel in Winchester with an on-site water park or a water park nearby?
What is the best accommodation for staying close to Blue Grass Airport (LEX)?

Chateau Annette is a popular 3.5-star B&B featuring free breakfast and free parking. It's located a short 1.8 mi (3 km) from Blue Grass Airport. Other good choices close to the airport include Comfort Suites and Americas Best Value Inn Blue Grass Airport.

How is it to stay in Winchester?

Visitors to Winchester are sure to enjoy the restaurants. Tourists can also enjoy the city's coffeehouses, shopping, and football games. A top sight in the area is Kentucky Horse Park. In Winchester, there are 21 hotels and other accommodations to choose from. Find out more about Winchester.

What is there to see in Winchester?

Landmarks like Bluegrass Heritage Museum, Winchester Opera House, and Clark County Courthouse might be worth a visit. Natural beauty is on display at Lykins Park, College Park, and GRCHS Baseball Field. A couple of additional sights to add to your agenda are Southwind Golf Course and Clark County Public Library. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.