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Top hotels and accommodation in Winchester

Value Stay

2.0 star property
8.0 out of 10, Very good, (82)
"Nice clean place"
The price is NZ$103
includes taxes & fees
31 July - 1 Aug
Value Stay

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (949)
"Convenient and clean."
The price is NZ$182
includes taxes & fees
29 July - 30 July
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 NZ$145
includes taxes & fees
3 Aug - 4 Aug
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 NZ$191
includes taxes & fees
3 Aug - 4 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 NZ$131
includes taxes & fees
24 Aug - 25 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 NZ$114
includes taxes & fees
3 Aug - 4 Aug
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 NZ$236
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 NZ$155
includes taxes & fees
30 July - 31 July
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 NZ$174
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 NZ$147
includes taxes & fees
25 July - 26 July
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 NZ$224
includes taxes & fees
24 Aug - 25 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 NZ$186
includes taxes & fees
27 July - 28 July
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 NZ$130
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 NZ$119
includes taxes & fees
27 July - 28 July
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 NZ$124
includes taxes & fees
30 July - 31 July
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 NZ$98
includes taxes & fees
25 July - 26 July
Countryside Inn

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (919)
"It’s clean, and affordable and when you’re looking for a room that’s all that matters!"
The price is NZ$102
includes taxes & fees
3 Aug - 4 Aug
Super 8 by Wyndham Richmond

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1005)
"Very friendly and respectful"
The price is NZ$143
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 NZ$95
includes taxes & fees
30 July - 31 July
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 top Winchester attractions

Kroger Field

Kroger Field

Catch an event at Kroger Field and enjoy other activities in Lexington such as horse riding.Experience the area's acclaimed theatre scene or attend a sporting event.

Learn more about Winchester

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

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 options for your visit. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This holiday home rental outside of Winchester is located in the mountains, and has a selection of games, 1 hot tub and a BBQ 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! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best budget-friendly accommodation in Winchester?

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

What's the best family accommodation in Winchester?

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

What is the top 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 Wi-Fi. Hampton Inn Winchester and Best Western Winchester Hotel are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness centre for its human guests. Other good options to stay with your pet include Hampton Inn Winchester and Best Western Winchester Hotel. See more pet-friendly hotel accommodations in Winchester.

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 accommodation options 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 another choice with an on-site 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 centre. See all spa hotels in Winchester.

What's the most popular hotel in Winchester with an on-site water park or a water park nearby?

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. is a favourite water park hotel in Winchester

How is it to stay in Winchester?

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

What should I do while I'm visiting 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 itinerary are Southwind Golf Course and Clark County Public Library. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.