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Winchester Hotels

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Top 10 trending Winchester hotels

Value Stay
Experience the grand entrance of this single-story building, featuring a glass door and spacious parking lot.

Value Stay

2.0 star property
8.2 out of 10, Very Good, (76)
"This was a nice, clean, quiet place to stop over on our travels. I would stay here again."
The price is P2,938
P3,239 total
includes taxes & fees
Jul 18 - Jul 19
Value Stay
Home2 Suites By Hilton Richmond, Ky
Enjoy cooking in this fully equipped kitchen with a refrigerator, microwave, dishwasher, and coffee maker.

Home2 Suites By Hilton Richmond, Ky

3.0 star property
9.6 out of 10, Exceptional, (61)
"Enjoyed our stay"
The price is P6,194
P6,828 total
includes taxes & fees
Jul 27 - Jul 28
Home2 Suites By Hilton Richmond, Ky
Spark by Hilton Lexington Hamburg
Relax in a cozy space with a comfortable bed, flat-screen TV, and ample storage in this well-appointed room.

Spark by Hilton Lexington Hamburg

2.5 star property
8.8 out of 10, Excellent, (53)
"Excellent hotel. "
The price is P3,793
P4,403 total
includes taxes & fees
Jul 19 - Jul 20
Spark by Hilton Lexington Hamburg
Holiday Inn Express Lexington East - Winchester by IHG
Relax in a spacious room with a large bed, desk, and flat-screen TV, offering a comfortable seating area and a view of the outside.

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (463)
"Clean hotel, but the area was ok"
The price is P5,253
P5,791 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Lexington East - Winchester by IHG
Hampton Inn I-75 Lexington/Hamburg Area
Freshly baked goods and breakfast treats are prepared at this bustling bakery counter.

Hampton Inn I-75 Lexington/Hamburg Area

2.5 star property
8.6 out of 10, Excellent, (816)
"Definitely going go stay here next time"
The price is P4,860
P5,641 total
includes taxes & fees
Aug 8 - Aug 9
Hampton Inn I-75 Lexington/Hamburg Area
Best Western Winchester Hotel
Relax by the pool surrounded by lush greenery and a brick building in the background.

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (941)
"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 P5,648
P6,226 total
includes taxes & fees
Jul 30 - Jul 31
Best Western Winchester Hotel
Baymont by Wyndham Winchester
Welcome to Baymont Inn & Suites, where a modern reception area awaits with a beautifully designed desk and comfortable seating.

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (719)
"Very nice hotel. Staff was wonderful. "
The price is P4,508
P4,969 total
includes taxes & fees
Jul 20 - Jul 21
Baymont by Wyndham Winchester
Comfort Inn
Restful retreat with a neatly made bed and a simple, clean design.

Comfort Inn

2.5 star property
7.0 out of 10, Good, (336)
"Very clean "
The price is P4,503
P4,964 total
includes taxes & fees
Jul 27 - Jul 28
Comfort Inn
Red Roof Winchester - Lexington East
Hotel rooms offer comfortable accommodations with standard layouts and entrances.

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (562)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is P3,519
P3,880 total
includes taxes & fees
Jul 16 - Jul 17
Red Roof Winchester - Lexington East
Hampton Inn Winchester
Relax in the living area with a large flat-screen TV, two comfortable chairs, and a floor lamp.

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 P7,309
P8,057 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Winchester
Black Bear Lodge Motel
Enjoy breathtaking views of the valley from this scenic overlook.

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very Good, (556)
"Great stay!"
The price is P4,801
P5,293 total
includes taxes & fees
Jul 22 - Jul 23
Black Bear Lodge Motel
Natural Bridge State Resort Park
Situated in a wooded area, this cabin offers views of the surrounding nature through its large windows.

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1621)
"Great staff beautiful view!"
Natural Bridge State Resort Park
Hampton Inn Richmond
Stocked with a variety of snacks and cold drinks, this vending area offers a convenient selection.

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Clean, easy access, great breakfast, comfortable."
The price is P4,993
P5,505 total
includes taxes & fees
Jul 20 - Jul 21
Hampton Inn Richmond
Super 8 by Wyndham Richmond
Simple, functional design with a covered entrance and 'Super 8' sign.

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (913)
"It’s clean, and affordable and when you’re looking for a room that’s all that matters!"
The price is P3,163
P3,487 total
includes taxes & fees
Jul 14 - Jul 15
Super 8 by Wyndham Richmond
Days Inn Lexington SE/Hamburg
Welcome to the reception area, where friendly staff are available to assist with your stay.

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (971)
"Nice room for our one night stay in Lexington."
The price is P3,084
P3,580 total
includes taxes & fees
Jul 15 - Jul 16
Days Inn Lexington SE/Hamburg
Hyatt Place Lexington
Relax in our spacious lobby with a seating area, dining space, and high ceiling.

Hyatt Place Lexington

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great stay"
The price is P5,377
P6,242 total
includes taxes & fees
Jul 14 - Jul 15
Hyatt Place Lexington
Home2 Suites Lexington Keeneland Airport, KY
Welcome to our lobby, featuring a reception area, seating space, and kitchenette.

Home2 Suites Lexington Keeneland Airport, KY

3.0 star property
9.6 out of 10, Exceptional, (183)
"Fantastic hotel with large rooms. "
The price is P5,253
P6,097 total
includes taxes & fees
Jul 27 - Jul 28
Home2 Suites Lexington Keeneland Airport, KY
Red Roof Inn Richmond, KY
Guests can enter through the covered walkway to the reception area.

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1002)
"It was cool, front desk was nice."
The price is P3,809
P4,200 total
includes taxes & fees
Jul 20 - Jul 21
Red Roof Inn Richmond, KY
Ramada Limited Mount Sterling
Cozy conversational space with a fireplace, armchairs, and a decorative mirror.

Ramada Limited Mount Sterling

2.0 star property
7.0 out of 10, Good, (709)
"Jaccuzzi in room, nice staff, and nice rooms."
The price is P3,697
P4,076 total
includes taxes & fees
Aug 10 - Aug 11
Ramada Limited Mount Sterling
Comfort Inn and Suites
Relax by the pool surrounded by lounge chairs and a small table.

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (636)
"Amazing, love the breakfast and free coffee!!"
The price is P5,020
P5,535 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Inn and Suites
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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Learn more about Winchester

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

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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 Paradise Cove Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What is the favorite LGBTQ-friendly accommodation in Winchester?

Hampton Inn Winchester is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Holiday Inn Express Lexington East - Winchester by IHG and Best Western Winchester Hotel 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 Hampton Inn Winchester and Value Stay. 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 20 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.