Photo by Hyelsinta

Winchester Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Jan 21 - Jan 22
Tomorrow
Jan 22 - Jan 23
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Holiday Inn Express Lexington East - Winchester, an IHG Hotel
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (415)
"It was a very nice room and hotel. There was some damage to our room though with some leaking wall paper."
The price is P6,086
P6,770 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
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, (410)
"Close to town. "
The price is P6,417
P7,074 total
includes taxes & fees
Feb 16 - Feb 17
Hampton Inn Winchester
Value Stays by OYO I-64
Exterior

Value Stays by OYO I-64

2.0 star property
8.6 out of 10, Excellent, (47)
"I enjoy staying here whenever i am travelling cross country. The staff's pleasant. The check-in is quick. The rooms are comfortable. I have stayed here multiple times throughout the past year. The location is great: right off the highway, near stores and restaurants, and near historical sites. The only issue i had this time was that someone kept setting off their car alarm ALL night (and morning). I finally just left around 4 am. "
The price is P3,307
P3,646 total
includes taxes & fees
Feb 22 - Feb 23
Value Stays by OYO I-64
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (891)
"It was during a snow/ice storm. Staff was nice, easy check in. "
The price is P4,681
P5,160 total
includes taxes & fees
Jan 26 - Jan 27
Best Western Winchester Hotel
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (639)
"Staff was very friendly and accommodating "
The price is P4,211
P4,642 total
includes taxes & fees
Feb 1 - Feb 2
Baymont by Wyndham Winchester
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (530)
"good"
The price is P3,305
P3,644 total
includes taxes & fees
Feb 22 - Feb 23
Red Roof Winchester - Lexington East
Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1487)
"This was our second time staying here. The staff at the hotel are very friendly and helpful. The rooms are clean and well maintained. Our only complaint about the room is that during the winter season they are cold. There are no heavy blankets or comforters provided. Only a thin bedspread. Also the breakfast is very sparse. Only waffles, toast, bagels, cold cereal and instant oatmeal. The coffee is really bad as well, very muddy"
The price is P5,027
P5,541 total
includes taxes & fees
Jan 27 - Jan 28
Natural Bridge State Resort Park
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (568)
"Very clean and staff very friendly and helpful."
The price is P4,064
P4,480 total
includes taxes & fees
Feb 16 - Feb 17
Comfort Inn and Suites
Ramada Limited Mount Sterling
Lobby sitting area

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (636)
"Clean room, no smoke smell at all, bed was comfortable. Easy parking. Friendly attendants. Older interior could use some TLC, but I was not looking for lavish. I did not have time to work out, but the exercise room looked to have some nice options if I had."
The price is P4,672
P5,151 total
includes taxes & fees
Jan 27 - Jan 28
Ramada Limited Mount Sterling
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel
Exterior

Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (487)
"Great stay. No issues. Wonderful breakfast"
The price is P6,790
P7,485 total
includes taxes & fees
Feb 16 - Feb 17
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel
Best Western Paris Inn
Hypo-allergenic bedding, desk, iron/ironing board, rollaway beds

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (281)
"It was great. Very friendly staff "
The price is P5,969
P6,580 total
includes taxes & fees
Jan 23 - Jan 24
Best Western Paris Inn
Clarion Pointe Richmond North near University
Exterior

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very Good, (680)
"Great check-in, friendly staff. My room was clean, well maintained, and very comfortable. The price was very reasonable for an excellent night's sleep. "
The price is P4,015
P4,426 total
includes taxes & fees
Jan 26 - Jan 27
Clarion Pointe Richmond North near University
Red Roof Inn Richmond, KY
Exterior

Red Roof Inn Richmond, KY

2.5 star property
7.8 out of 10, Good, (967)
"Great "
The price is P3,628
P4,000 total
includes taxes & fees
Jan 23 - Jan 24
Red Roof Inn Richmond, KY
Super 8 by Wyndham Richmond
Exterior

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (844)
"Went above and beyond in customer service. "
The price is P3,043
P3,354 total
includes taxes & fees
Jan 23 - Jan 24
Super 8 by Wyndham Richmond
Best Western Richmond Hotel
Indoor pool

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1000)
"The check in was quick and the staff was friendly. The room was clean and parking was good. They are doing updates on the facility, but we had a good stay."
The price is P3,980
P4,387 total
includes taxes & fees
Jan 27 - Jan 28
Best Western Richmond Hotel
Days Inn by Wyndham Richmond
Premium bedding, pillowtop beds, in-room safe, desk

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (269)
"I haven’t got there yet I need the room for Thursday the 9th of January I need to check in around 10 am no later than 11am "
The price is P2,985
P3,290 total
includes taxes & fees
Feb 2 - Feb 3
Days Inn by Wyndham Richmond
Quality Inn Richmond
Exterior

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"Very nice place to stay"
The price is P5,208
P5,742 total
includes taxes & fees
Jan 23 - Jan 24
Quality Inn Richmond
Holiday Inn Express & Suites Richmond, an IHG Hotel
Exterior

Holiday Inn Express & Suites Richmond, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (832)
"Room was clean and comfortable, breakfast was as expected. Shower ceiling was mildewed however. "
The price is P5,208
P5,742 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express & Suites Richmond, an IHG Hotel
Hampton Inn Richmond
Premium bedding, in-room safe, iron/ironing board

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Excellent customer service. Choices offered for which room I'd prefer in relation to which floor and whether or not I preferred to be closer or farther from elevator. Room clean. Employees pleasant and welcoming. Would definitely stay again. "
The price is P5,915
P6,521 total
includes taxes & fees
Jan 28 - Jan 29
Hampton Inn Richmond
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Premium bedding, pillowtop beds, desk, blackout drapes

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

2.5 star property
8.6 out of 10, Excellent, (1429)
"Clean, updated room and friendly staff. This was a great option at a nice price for staying the weekend for our volleyball tournament. Would stay again! "
The price is P3,881
P4,505 total
includes taxes & fees
Jan 26 - Jan 27
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's the best place to stay in Winchester?

Holiday Inn Express Lexington East - Winchester, an IHG Hotel 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 Stays by OYO I-64 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 Explorium are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What is the favorite LGBTQ-friendly accommodation in Winchester?

Best Western Winchester Hotel is a top LGBTQ-friendly hotel that features free breakfast and free parking. Hampton Inn Winchester and Holiday Inn Express Lexington East - Winchester, an IHG 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 Best Western Winchester Hotel and Hampton Inn Winchester. 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. Other choices that feature an onsite pool include Best Western Winchester Hotel and Hampton Inn Winchester. 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. In Winchester, there are 18 hotels and other accommodations to choose from. Find out more about Winchester.

What is there to see in Winchester?

Natural beauty is on display at College Park, GRCHS Baseball Field, and Community Park. A couple of additional sights to add to your agenda are Bluegrass Heritage Museum 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.