Hotels in Winchester

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  • Oct 4 - Oct 5
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  • Oct 5 - Oct 6
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Top Rated Winchester Hotels

Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave, Winchester, KY, 40391
Free Cancellation
Reserve now, pay when you stay
1.46 mi from city center
The price is $85 per night
Best Western Winchester Hotel features free WiFi in public areas, a business center, and a seasonal outdoor pool. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a computer station, express check-out, and a TV in a common area.
Pool
Free WiFi
Comfort Inn

Comfort Inn

2.5 out of 5
5250 Revilo Rd, Winchester, KY, 40391
2.09 mi from city center
The price is $77 per night
At Comfort Inn, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and securing valuables. Additional amenities include a 24-hour business center, coffee/tea in a common area, and free newspapers.
Pool
Free WiFi
Red Roof Inn Lexington - Winchester

Red Roof Inn Lexington - Winchester

2 out of 5
1100 Interstate Drive, Winchester, KY, 40391
Free Cancellation
Reserve now, pay when you stay
1.5 mi from city center
The price is $71 per night
Red Roof Inn Lexington - Winchester features free WiFi in public areas, a business center, and coffee in a common area. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include a meeting room, laundry facilities, and a vending machine.
Free WiFi
Parking included
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 out of 5
960 Interstate Dr, Winchester, KY, 40391
Free Cancellation
Reserve now, pay when you stay
1.48 mi from city center
The price is $79 per night
Guests of Baymont by Wyndham Winchester have access to an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff always at the ready. Additional amenities include conference space, coffee/tea in a common area, and a computer station.
Pool
Free WiFi
Holiday Inn Express Lexington East - Winchester, an IHG Hotel

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

2.5 out of 5
100 Winchester Plaza, Winchester, KY, 40391
Free Cancellation
2.16 mi from city center
The price is $126 per night
At Holiday Inn Express Lexington East - Winchester, an IHG Hotel, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Free WiFi
Hampton Inn Winchester

Hampton Inn Winchester

2.5 out of 5
1025 Early Dr, Winchester, KY, 40391
1.47 mi from city center
The price is $135 per night
Renovated in 2018, Hampton Inn Winchester offers a gym, free WiFi in public areas, and conference space. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Free WiFi
2nd Story Historic Downtown 2BR with Modern Amenities

2nd Story Historic Downtown 2BR with Modern Amenities

Winchester, KY
0.25 mi from city center
The price is $98 per night
This apartment is a smoke-free apartment building.
Free WiFi
Kitchen
GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
1935 Stanton Way, Lexington, KY, 40511
Free Cancellation
Reserve now, pay when you stay
18.23 mi from city center
The price is $102 per night
Built in 2019, the brand new GLō Best Western Lexington offers an indoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pool
Free WiFi
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St, Lexington, KY, 40507
17.97 mi from city center
The price is $158 per night
At Hyatt Regency Lexington, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Onsite parking is available, both free self and paid valet parking (USD 20.00 per day)—also useful is a free airport shuttle (available on request). The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Free WiFi
Quality Inn Lexington

Quality Inn Lexington

2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY, 40511
Free Cancellation
Reserve now, pay when you stay
18.17 mi from city center
The price is $71 per night
Renovated in 2022, Quality Inn Lexington offers a gym, free WiFi in public areas, and a conference center. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Other amenities at this golf hotel include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Free WiFi
Breakfast included
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY, 40505
Free Cancellation
Reserve now, pay when you stay
13.75 mi from city center
The price is $68 per night
Guests of GuestHouse Lexington have access to an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include coffee/tea in a common area, a computer station, and express check-in.
Pool
Free WiFi
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

2.5 out of 5
100 Canebrake Drive, Lexington, KY, 40509
Free Cancellation
Reserve now, pay when you stay
11.31 mi from city center
The price is $93 per night
Guests of La Quinta Inn & Suites by Wyndham Lexington South / Hamburg have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Free WiFi
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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.

Luxury Hotels in Winchester

    Best Western Winchester Hotel

    Best Western Winchester Hotel

    1307 W Lexington Ave, Winchester, KY, 40391
    The price is $85 per night from Oct 9 to Oct 10
    4.1/5 Very Good! (632 reviews)

Pet Friendly Winchester Hotels

    Best Western Winchester Hotel

    Best Western Winchester Hotel

    1307 W Lexington Ave, Winchester, KY, 40391
    The price is $85 per night from Oct 9 to Oct 10
    4.1/5 Very Good! (632 reviews)
    Red Roof Inn Lexington - Winchester

    Red Roof Inn Lexington - Winchester

    1100 Interstate Drive, Winchester, KY, 40391
    The price is $71 per night from Oct 5 to Oct 6
    3.1/5 (448 reviews)
    Baymont by Wyndham Winchester

    Baymont by Wyndham Winchester

    960 Interstate Dr, Winchester, KY, 40391
    The price is $79 per night from Oct 9 to Oct 10
    3.4/5 (464 reviews)

Where is a good place to stay in Winchester?

What are the best hotels for a stay with my family in Winchester?

Check out the 6 family-friendly hotels in Winchester for your family's vacation. Hampton Inn Winchester is a hotel offering free parking, free breakfast, and laundry facilities. You and your family can also consider Baymont by Wyndham Winchester, a hotel offering an indoor pool, free parking, and free breakfast. Another option is Comfort Inn, a hotel offering an indoor pool, free parking, and free buffet breakfast.

What are some favorite hotels in downtown Winchester?

These are some of the most popular hotels in the center of Winchester:

While you're here, you may want to grab some grub or libations at the restaurants Winchester is known for.

What are the best hotels to stay near Community Park?

Community Park ought to be toward the top of your schedule. Visitors come from far and wide to see this recreation and green space. Like to make things simpler and stay in the area? You'll find a nice range of accommodations to choose from. House on Belmont (0.4 miles away) is a good choice. Best Western Winchester Hotel (1 mile away) and Baymont by Wyndham Winchester (1 mile away) are also worth thinking about.

Recent Reviews

  • Holiday Inn Express Lexington East - Winchester, an IHG Hotel

    Holiday Inn Express Lexington East - Winchester, an IHG Hotel

    5/5 Excellent
    "This one's a rose in a field of daisy's"
    A verified traveler from Winthrop Harbor stayed at Holiday Inn Express Lexington East - Winchester, an IHG Hotel
    Posted 3 days ago
    Holiday Inn Express Lexington East - Winchester, an IHG Hotel
  • Baymont by Wyndham Winchester

    Baymont by Wyndham Winchester

    5/5 Excellent
    Awesome
    "Great"
    A verified traveler stayed at Baymont by Wyndham Winchester
    Posted 6 days ago
    Baymont by Wyndham Winchester
  • Hampton Inn Winchester

    Hampton Inn Winchester

    5/5 Excellent
    "Very nice property and staff"
    A verified traveler stayed at Hampton Inn Winchester
    Posted 8 days ago
    Hampton Inn Winchester