8 hotels in Winchester: Best hotel deals for 2023

July 7, 2022 Marissa Gamble

Discover the best hotels in Winchester, Kentucky including Best Western Winchester Hotel, Hampton Inn Winchester, Best Western Winchester Hotel, Holiday Inn Express Lexington East - Winchester, an IHG Hotel, Baymont by Wyndham Winchester, Red Roof Inn Lexington - Winchester, Hampton Inn Winchester, Comfort Inn.
Things to do in Winchester

1. Best Western Winchester Hotel

1307 W Lexington Ave, Winchester, KY 40391 1 (800) 568-8520
Excellent
64%
Good
26%
Satisfactory
5%
Poor
1%
Terrible
3%
Overall Ratings

4.5 based on 720 reviews

Best Western Winchester Hotel

Located in Winchester,KY, the Best Western Winchester Hotel is sure to provide a peaceful and comforting home away from home for any traveler. Each Best Western hotel provides free internet access, giving guests the opportunity to check emails and surf the web, all from the comforts of their room or the business center. With cleanliness and value being our top priority, we ensure a restful and productive stay. On top of that, our superior customer service will ensure that we meet all your needs and go beyond your expectations.

Pet friendly and a short drive to town!

Reviewed By Ahartman21

The hotel was clean and quiet! Staff were very accommodating and the owner/manager lives on site and was very helpful! Breakfast was delicious! It’s a short drive to town and tons of restaurant options. The pet fee is very reasonable! The pet relief area is a little difficult to access but otherwise our stay was great!

2. Hampton Inn Winchester

1025 Early Dr., Winchester, KY 40391 1 (855) 605-0317
Excellent
81%
Good
16%
Satisfactory
1%
Poor
1%
Terrible
0%
Overall Ratings

5 based on 576 reviews

Hampton Inn Winchester

The Hampton Inn Winchester hotel is located off Interstate 64 at Exit 96 and Kentucky 627, fifteen miles east of Lexington, Kentucky. Our Winchester Hampton Inn features high-speed internet access and ergonomic desk chairs in the guest rooms, and wireless high-speed internet access throughout the hotel public areas. Sure to please the busy executive or leisure Kentucky traveler, Winchester hotel guests will enjoy complimentary On the House hot breakfast buffet served daily, a state-of the-art fitness center and the hotel outdoor swimming pool. Meeting and banquet facilities that accommodate up to 200 people are available for a nominal fee. We love having you here in Kentucky at the Hampton Inn Winchester hotel!

Great Hampton Inn!

Reviewed By talljudyg

We usually try to stay in Hampton Inns when traveling. Our room was a bit small This one was a very pleasant surprise - hospitality went beyond the expected. There was two bottles of water in the room and we received a coupon for a free treat from the little snacks area. When I went down to redeem the coupon, surprise! - they had afternoon treats available in the breakfast room - chicken bites, cheese, biscuits, chocolate chip cookies, just to name a few items. Even though we did not have our fur baby with us, I was please to find out that Hampton Inns are now pet friendly!

3. Best Western Winchester Hotel

1307 W Lexington Ave, Winchester, KY 40391 1 (800) 568-8520
Excellent
64%
Good
26%
Satisfactory
5%
Poor
1%
Terrible
3%
Overall Ratings

4.5 based on 720 reviews

Best Western Winchester Hotel

Located in Winchester,KY, the Best Western Winchester Hotel is sure to provide a peaceful and comforting home away from home for any traveler. Each Best Western hotel provides free internet access, giving guests the opportunity to check emails and surf the web, all from the comforts of their room or the business center. With cleanliness and value being our top priority, we ensure a restful and productive stay. On top of that, our superior customer service will ensure that we meet all your needs and go beyond your expectations.

Pet friendly and a short drive to town!

Reviewed By Ahartman21

The hotel was clean and quiet! Staff were very accommodating and the owner/manager lives on site and was very helpful! Breakfast was delicious! It’s a short drive to town and tons of restaurant options. The pet fee is very reasonable! The pet relief area is a little difficult to access but otherwise our stay was great!

4. Holiday Inn Express Lexington East - Winchester, an IHG Hotel

100 Winchester Plaza, Winchester, KY 40391-1188
Excellent
68%
Good
26%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 19 reviews

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

Awesome customer service

Reviewed By Valeo1972

Great place to stay good breakfast and extremely good service with a smile. Shout out to Jasmine who helped out with the entire experience. Highly recommend this hotel if your in town. Also has COVID protocol for cleaning the rooms.

5. Baymont by Wyndham Winchester

960 Interstate Dr, Winchester, KY 40391-3026
Excellent
25%
Good
16%
Satisfactory
19%
Poor
19%
Terrible
21%
Overall Ratings

3 based on 263 reviews

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester is an excellent choice for travelers visiting Winchester, offering many helpful amenities designed to enhance your stay. While staying at Baymont by Wyndham Winchester, visitors can check out Winchester Cemetery (1.4 mi) and Clark Mansion aka Holly Rood (1.7 mi), some of Winchester's top attractions. As your “home away from home,” the hotel rooms offer a flat screen TV, air conditioning, and a refrigerator, and getting online is easy, with free wifi available. Guests have access to a 24 hour front desk and express check-in and check-out while staying at Quality Inn Winchester. In addition, Quality Inn Winchester offers a pool and free breakfast, which will help make your Winchester trip additionally gratifying. And, as an added convenience, there is free parking available to guests. If you are looking for a good Italian restaurant, you may want to check out Giovanni's or Fazoli's while staying at Quality Inn Winchester. If you’re looking for something to do, Dirty South Pottery (1.2 mi) is a nice way to spend some time, and it is within walking distance of Winchester Quality Inn. Enjoy your stay in Winchester!

Rooms are nice and comfy price is very reasonable

Reviewed By Gina V

the beds were very comfortable. The property was very clean and the rooms were large. Price was also lower than others around. the pool was nice but it was very cold. I am not sure if heater to it was broke or not.

6. Red Roof Inn Lexington - Winchester

1100 Interstate Dr I-64 Exit 96, Winchester, KY 40391-1469
Excellent
23%
Good
28%
Satisfactory
11%
Poor
11%
Terrible
27%
Overall Ratings

3 based on 98 reviews

Red Roof Inn Lexington - Winchester

Red Roof Inn Lexington - Winchester is one of the best budget hotels in Winchester, KY located off I-64. We are not far from the Bluegrass Heritage Museum, Fort Boonesborough State Park, Floracliff Nature Sanctuary, the Kentucky Horse Park, Clark County Fairgrounds, the University of Kentucky, Harkness Edward Vineyard & Winery, the Kentucky Bourbon Trail, Ale-8-One Bottling Company, the Army Reserves, Clark Regional Medical Center and Blue Grass Airport (LEX). We offer our guests free Wi-Fi and a free expanded cable package featuring HBO. Ask us about our meeting facilities and group rates. Red Roof Inn Lexington - Winchester is a pet-friendly hotel, welcoming one pet per registered room. Please Note: This property requires a $100.00 cash or credit card deposit at check-in for incidentals for all reservations. Please contact property for additional details. Pet Policy: One family pet not to exceed 80 pounds is permitted at no additional charge. Pet must be declared during registration and kept on a leash when outside guest room. Pets must never be left unattended in the guestroom and when you walk your pet please clean up after your pet. Our parking lot can accommodate large trucks, UHAUL, oversized loads and RVs.

Don’t bother

Reviewed By Janne M

Rooms were really old and need of updating. Bed was hard and springs stuck through. Bathroom needs updating. I’ve stayed at red roofs before. This one is one of the worst properties. No coffee maker in the room. Parking lot should be cleaned up

7. Hampton Inn Winchester

1025 Early Dr., Winchester, KY 40391 1 (855) 605-0317
Excellent
81%
Good
16%
Satisfactory
1%
Poor
1%
Terrible
0%
Overall Ratings

5 based on 576 reviews

Hampton Inn Winchester

The Hampton Inn Winchester hotel is located off Interstate 64 at Exit 96 and Kentucky 627, fifteen miles east of Lexington, Kentucky. Our Winchester Hampton Inn features high-speed internet access and ergonomic desk chairs in the guest rooms, and wireless high-speed internet access throughout the hotel public areas. Sure to please the busy executive or leisure Kentucky traveler, Winchester hotel guests will enjoy complimentary On the House hot breakfast buffet served daily, a state-of the-art fitness center and the hotel outdoor swimming pool. Meeting and banquet facilities that accommodate up to 200 people are available for a nominal fee. We love having you here in Kentucky at the Hampton Inn Winchester hotel!

Great Hampton Inn!

Reviewed By talljudyg

We usually try to stay in Hampton Inns when traveling. Our room was a bit small This one was a very pleasant surprise - hospitality went beyond the expected. There was two bottles of water in the room and we received a coupon for a free treat from the little snacks area. When I went down to redeem the coupon, surprise! - they had afternoon treats available in the breakfast room - chicken bites, cheese, biscuits, chocolate chip cookies, just to name a few items. Even though we did not have our fur baby with us, I was please to find out that Hampton Inns are now pet friendly!

8. Comfort Inn

5250 Revilo Rd I64 Exit 94, Winchester, KY 40391-8941
Excellent
15%
Good
18%
Satisfactory
19%
Poor
22%
Terrible
26%
Overall Ratings

2.5 based on 108 reviews

Comfort Inn

Looking for a place to stay in Winchester? Then look no further than Comfort Inn, a hotel that brings the best of Winchester to your doorstep. Rooms at Holiday Inn Winchester offer a kitchenette providing exceptional comfort and convenience, and guests can go online with free wifi. A pool and free breakfast will also help to make your stay even more special. If you are driving to Holiday Inn Winchester, free parking is available. Close to some of Winchester's most popular landmarks, such as Winchester Cemetery (1.4 mi) and Clark Mansion aka Holly Rood (1.9 mi), Winchester Holiday Inn is a great destination for tourists. During your visit, be sure to check out one of Winchester's popular shrimp restaurants such as El Camino Real Mexican Restaurant and Sakura Express, all a short distance from Winchester Holiday Inn. If you are interested in exploring Winchester, check out a history museum, such as Bluegrass Heritage Museum. We’re sure you’ll enjoy your stay at Comfort Inn as you experience everything Winchester has to offer.

DO NOT STAY HERE

Reviewed By B2946FC

Front desk area stunk as soon as you walk in the door, vending machines and ice are out of order, lights flicking in the hall ways(made you feel you are in a horror movie). Got in the room it was hot as hell and never really cooled down, the plate to the light switch in the bathroom was off and almost shocked my wife, exhaust fan made the bathroom feel like a sauna. We will never stay in this place again and you shouldn’t either.

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