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Winchester Hotels

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Top 10 trending Winchester hotels

Hampton Inn I-75 Lexington/Hamburg Area

2.5 star property
8.6 out of 10, Excellent, (845)
"Very clean rooms - great staff. Enjoyed our stay very much"
The price is P5,241
P6,084 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn I-75 Lexington/Hamburg Area

Home2 Suites By Hilton Richmond, Ky

3.0 star property
9.6 out of 10, Exceptional, (81)
"Very nice clean hotel staff was amazing pool was saltwater and warm and clean breakfast was good "
The price is P6,260
P6,902 total
includes taxes & fees
Aug 31 - Sep 1
Home2 Suites By Hilton Richmond, Ky

Value Stay

2.0 star property
8.0 out of 10, Very Good, (89)
"Room not fancy. But what you need for a good night stay. Clean, comfortable and for the price it was definitely worth it. Would definitely recommend and go back to. "
The price is P3,366
P3,710 total
includes taxes & fees
Aug 15 - Aug 16
Value Stay

Black Bear Lodge Motel

2.5 star property
8.0 out of 10, Very Good, (579)
"Great stay!"
The price is P5,024
P5,539 total
includes taxes & fees
Aug 15 - Aug 16
Black Bear Lodge Motel

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (960)
"Was very quiet, nice swimming pool and great breakfast. The staff was very friendly."
The price is P5,709
P6,294 total
includes taxes & fees
Aug 14 - Aug 15
Best Western Winchester Hotel

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (473)
"Great staff - very friendly!"
The price is P5,881
P6,483 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Lexington East - Winchester by IHG

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (736)
"Very nice hotel. Staff was wonderful. "
The price is P4,111
P4,532 total
includes taxes & fees
Sep 7 - Sep 8
Baymont by Wyndham Winchester

Comfort Inn

2.5 star property
7.0 out of 10, Good, (339)
"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 P3,729
P4,111 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (566)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is P3,557
P3,921 total
includes taxes & fees
Aug 18 - Aug 19
Red Roof Winchester - Lexington East

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (435)
"Property was nice"
The price is P6,794
P7,490 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1657)
"Very convenient and beautiful views! "
Natural Bridge State Resort Park

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (997)
"Great overnight stop "
The price is P2,974
P3,451 total
includes taxes & fees
Aug 17 - Aug 18
Days Inn Lexington SE/Hamburg

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (930)
"It’s clean, and affordable and when you’re looking for a room that’s all that matters!"
The price is P3,597
P3,965 total
includes taxes & fees
Aug 12 - Aug 13
Super 8 by Wyndham Richmond

Comfort Inn Lexington I-75

2.5 star property
7.4 out of 10, Good, (679)
"The pool was nice. "
The price is P3,834
P4,450 total
includes taxes & fees
Aug 14 - Aug 15
Comfort Inn Lexington I-75

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
8.6 out of 10, Excellent, (1203)
"Nicest motel we have stayed in for the price."
The price is P4,668
P5,418 total
includes taxes & fees
Aug 12 - Aug 13
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Comfort Inn Lexington South

2.5 star property
8.4 out of 10, Very Good, (560)
"We enjoyed our stay. The staff was very nice, especially Sarah."
The price is P3,919
P4,320 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn Lexington South

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1003)
"Had a good stay"
The price is P3,851
P4,245 total
includes taxes & fees
Aug 18 - Aug 19
Red Roof Inn Richmond, KY

Quality Inn Lexington -Horse Park

2.5 star property
8.2 out of 10, Very Good, (1650)
"Good location, well kept property "
The price is P3,591
P4,168 total
includes taxes & fees
Aug 24 - Aug 25
Quality Inn Lexington -Horse Park

avid hotel Lexington - Hamburg Area by IHG

2.5 star property
9.2 out of 10, Wonderful, (799)
"Awesome stay and pet friendly "
The price is P4,450
P5,165 total
includes taxes & fees
Aug 17 - Aug 18
avid hotel Lexington - Hamburg Area by IHG

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.2 out of 10, Wonderful, (194)
"Clean rooms, quiet and close to shopping "
The price is P6,260
P6,902 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Nicholasville Brannon Crossing
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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Near an Attraction

Rupp Arena

Rupp Arena

Catch an event at Rupp Arena, and enjoy other activities in Lexington such as horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

Photo by Hyelsinta
Open Photo by Hyelsinta

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.

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 on a budget in Winchester?

Based on reviews, Red Roof Inn Lexington - Winchester is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Winchester.

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 Hummel Planetarium 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 Red Roof Winchester - Lexington East are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winchester.

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 Value Stay and Hampton Inn Winchester. 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's the best golf hotel in Winchester?

House on Belmont is a B&B featuring free breakfast and laundry facilities, and it's a top choice for golfing nearby. Visit Southwind Golf Course or Cassell Creek Golf Course to perfect your golf swing. See more golf hotels in Winchester.

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 is the best spa hotel in Winchester?

Baymont by Wyndham Winchester is a top spa hotel featuring a pool and a fitness center. See all spa hotels in Winchester.

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.