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Winchester Hotels from S$73

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Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Winchester hotels

Holiday Inn Express Lexington East - Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (461)
"Clean hotel, but the area was ok"
The price is S$142
includes taxes & fees
1 Aug - 2 Aug
Holiday Inn Express Lexington East - Winchester by IHG
Hampton Inn Winchester
Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (429)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
The price is S$185
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Winchester
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (938)
"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 S$127
includes taxes & fees
9 Jul - 10 Jul
Best Western Winchester Hotel
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (561)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is S$88
includes taxes & fees
14 Jul - 15 Jul
Red Roof Winchester - Lexington East
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets

Comfort Inn

2.5 star property
7.0 out of 10, Good, (335)
"Very clean "
The price is S$106
includes taxes & fees
24 Jul - 25 Jul
Comfort Inn
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (718)
"Very nice hotel. Staff was wonderful. "
The price is S$106
includes taxes & fees
20 Jul - 21 Jul
Baymont by Wyndham Winchester
GLō Best Western Lexington
Exterior

GLō Best Western Lexington

3.0 star property
9.4 out of 10, Exceptional, (2255)
"Staff was super friendly and helpful during, hotel is pristine condition."
The price is S$138
includes taxes & fees
20 Jul - 21 Jul
GLō Best Western Lexington
Staybridge Suites Lexington S Medical Ctr Area by IHG
Exterior

Staybridge Suites Lexington S Medical Ctr Area by IHG

3.0 star property
9.8 out of 10, Exceptional, (392)
"Great place to stay!"
The price is S$172
includes taxes & fees
27 Jul - 28 Jul
Staybridge Suites Lexington S Medical Ctr Area by IHG
Tru by Hilton University Medical Center
Reception

Tru by Hilton University Medical Center

2.5 star property
9.2 out of 10, Wonderful, (370)
"Nice hotel very clean, check in was quick and they had a good selection for breakfast!"
The price is S$138
includes taxes & fees
3 Aug - 4 Aug
Tru by Hilton University Medical Center
Country Inn & Suites by Radisson, Georgetown, KY
Exterior

Country Inn & Suites by Radisson, Georgetown, KY

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Comfortable bed great staff!"
The price is S$143
includes taxes & fees
3 Aug - 4 Aug
Country Inn & Suites by Radisson, Georgetown, KY
Home2 Suites by Hilton Lexington Hamburg
Terrace/patio

Home2 Suites by Hilton Lexington Hamburg

3.0 star property
9.2 out of 10, Wonderful, (907)
"clean big room, good breakfast, friendly staff"
The price is S$163
includes taxes & fees
27 Jul - 28 Jul
Home2 Suites by Hilton Lexington Hamburg
TownePlace Suites by Marriott Lexington South/Hamburg Place
Property amenity

TownePlace Suites by Marriott Lexington South/Hamburg Place

3.0 star property
9.2 out of 10, Wonderful, (886)
"Great place to stay. Dog friendly!"
The price is S$152
includes taxes & fees
27 Jul - 28 Jul
TownePlace Suites by Marriott Lexington South/Hamburg Place
Asbury Inn & Suites
Porch

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (457)
"Very clean rooms, good breakfast"
The price is S$167
includes taxes & fees
3 Aug - 4 Aug
Asbury Inn & Suites
Home2 Suites By Hilton Richmond, Ky
Iron/ironing board, free WiFi

Home2 Suites By Hilton Richmond, Ky

3.0 star property
9.6 out of 10, Exceptional, (58)
"Enjoyed our stay"
The price is S$154
includes taxes & fees
20 Jul - 21 Jul
Home2 Suites By Hilton Richmond, Ky
Hyatt Place Lexington
Lobby

Hyatt Place Lexington

3.0 star property
8.8 out of 10, Excellent, (1007)
"Great stay"
The price is S$177
includes taxes & fees
18 Jul - 19 Jul
Hyatt Place Lexington
Best Western Lexington Inn
Lobby sitting area

Best Western Lexington Inn

2.5 star property
8.6 out of 10, Excellent, (554)
"Good breakfast."
The price is S$133
includes taxes & fees
14 Jul - 15 Jul
Best Western Lexington Inn
Courtyard Lexington Keeneland/Airport
Reception

Courtyard Lexington Keeneland/Airport

3.0 star property
8.8 out of 10, Excellent, (747)
"Great location "
The price is S$142
includes taxes & fees
21 Jul - 22 Jul
Courtyard Lexington Keeneland/Airport
Embassy Suites by Hilton Lexington Green
Interior

Embassy Suites by Hilton Lexington Green

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Excellent location for what I was in town for. Lots of shopping and restaurants nearby. "
The price is S$194
includes taxes & fees
3 Aug - 4 Aug
Embassy Suites by Hilton Lexington Green
Elwood Hotel & Suites
Exterior detail

Elwood Hotel & Suites

4.0 star property
9.4 out of 10, Exceptional, (1009)
"Great place to stay"
The price is S$161
includes taxes & fees
21 Jul - 22 Jul
Elwood Hotel & Suites
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG
1 bedroom, premium bedding, in-room safe, desk

Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG

2.5 star property
8.8 out of 10, Excellent, (1003)
"Hotel was nice and clean!"
The price is S$147
includes taxes & fees
22 Jul - 23 Jul
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG
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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Family-friendly hotels in Winchester you'll enjoy

Hampton Inn Winchester
Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (429)
The price is S$185
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Winchester

These pet-friendly hotels in Winchester may fit your trip

Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (938)
The price is S$127
includes taxes & fees
9 Jul - 10 Jul
Best Western Winchester Hotel

Check out hotels with a pool in Winchester

Holiday Inn Express Lexington East - Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (461)
The price is S$142
includes taxes & fees
1 Aug - 2 Aug
Holiday Inn Express Lexington East - Winchester by IHG
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.

Learn more about Winchester

Stroll through charming city centre 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.

See all hotels in Winchester
Photo by Hyelsinta
Open Photo by Hyelsinta

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.

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. Best Western Winchester Hotel and Hampton Inn Winchester 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 Value Stay 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.

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.