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Winchester Hotels

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Check prices for these dates

Tonight
Mar 25 - Mar 26
Tomorrow
Mar 26 - Mar 27
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

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Top 10 trending Winchester hotels

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, (412)
"Close to town. "
The price is P8,177
P9,014 total
includes taxes & fees
Apr 2 - Apr 3
Hampton Inn Winchester
Holiday Inn Express Lexington East - Winchester by IHG
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (438)
"Probably one of the best holiday Inns I've been in. Even the bathroom is bigger then usual. "
The price is P5,961
P6,631 total
includes taxes & fees
Mar 30 - Mar 31
Holiday Inn Express Lexington East - Winchester by IHG
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (897)
"I liked parking in front of the room. Not anything fancy but a clean and comfortable place to stay the night. We didn’t have time to try the breakfast so don’t know anything about that. "
The price is P4,872
P5,370 total
includes taxes & fees
Mar 26 - Mar 27
Best Western Winchester Hotel
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (651)
"Spacing, clean room. Great value for the price."
The price is P4,333
P4,778 total
includes taxes & fees
Mar 26 - Mar 27
Baymont by Wyndham Winchester
Value Stays by OYO I-64
Exterior

Value Stays by OYO I-64

2.0 star property
8.6 out of 10, Excellent, (56)
"They don't have elevators "
The price is P4,191
P4,620 total
includes taxes & fees
Apr 1 - Apr 2
Value Stays by OYO I-64
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (542)
"Friendly staff. Clean comfortable room"
The price is P3,239
P3,571 total
includes taxes & fees
Mar 30 - Mar 31
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, (1509)
"Great property"
The price is P6,933
P7,643 total
includes taxes & fees
Apr 7 - Apr 8
Natural Bridge State Resort Park
Black Bear Lodge Motel
Exterior

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very Good, (493)
"Room was great and had incredibly easy access to everything you would want to see in the area! The only unfortunate part was that the walls were very thin and not very soundproof, so we were woken up at all hours of the night from noisy neighbors. Other than that, the place was great! Rooms were clean and appeared exactly as described, would recommend to others."
The price is P4,872
P5,371 total
includes taxes & fees
Mar 30 - Mar 31
Black Bear Lodge Motel
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (587)
"Great price"
The price is P4,754
P5,241 total
includes taxes & fees
Apr 20 - Apr 21
Comfort Inn and Suites
Ramada Limited Mount Sterling
Lobby sitting area

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (645)
"Can’t wait to come back really enjoyed it."
The price is P4,579
P5,048 total
includes taxes & fees
Mar 27 - Mar 28
Ramada Limited Mount Sterling
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, (285)
"It was great. Very friendly staff "
The price is P5,846
P6,444 total
includes taxes & fees
Mar 26 - Mar 27
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, (715)
"Stayed the night during a road trip. Clean. Safe. Comfortable. "
The price is P4,385
P4,834 total
includes taxes & fees
Apr 6 - Apr 7
Clarion Pointe Richmond North near University
Motel 6 Richmond, KY – EKU Campus Area
Free WiFi

Motel 6 Richmond, KY – EKU Campus Area

2.0 star property
7.2 out of 10, Good, (62)
"The rooms have exterior entry doorways so you do hear the outside traffic. The heater was a little rattley but not to the point that it annoyed us and it worked very well. The room was clean and comfortable. No roaches or bedbugs. Plenty of hot water for the shower. Room also came with a microwave and mini fridge which was nice. It isnt fancy at all but it is affordable and the conditions were nuce for the price. There was no shampoo in room but when i went to front they did have some for...
The price is P3,612
P3,982 total
includes taxes & fees
Mar 26 - Mar 27
Motel 6 Richmond, KY – EKU Campus Area
Red Roof Inn Richmond, KY
Exterior

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (995)
"Coffee was great Beds are the best - very comfy!! "
The price is P3,668
P4,044 total
includes taxes & fees
Mar 26 - Mar 27
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, (859)
"Great place for an overnight stay. Convenient to highway, shopping and dining. "
The price is P3,849
P4,243 total
includes taxes & fees
Mar 26 - Mar 27
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)
"Room was clean and nicely remodeled, staff was very friendly and helpful."
The price is P4,530
P4,994 total
includes taxes & fees
Apr 3 - Apr 4
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, (279)
"So this particular hotel is one of the cheapest rates and more reasonable stay for long term renters. They actually have pretty decent weekly rates. The breakfast wasn't anything fancy but it was the thought that counts that someone does get up at 5am and brew fresh coffee , fresh fruit and milk and juice . Nice sweet simple breakfast. I love that they have a in site laundry room. I like the privacy too. It's quiet and peaceful and the maids do not bother you when your checking out even if...
The price is P2,972
P3,276 total
includes taxes & fees
Mar 31 - Apr 1
Days Inn by Wyndham Richmond
Quality Inn Richmond
Exterior

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"My mom and I stayed here during our weekend getting and we loved it! The outside and inside were both beautiful! We both said we will have to stay there again! "
The price is P6,248
P6,888 total
includes taxes & fees
Mar 26 - Mar 27
Quality Inn Richmond
Holiday Inn Express & Suites Richmond by IHG
Exterior

Holiday Inn Express & Suites Richmond by IHG

2.5 star property
9.0 out of 10, Wonderful, (843)
"The property was very clean and lots of restaurant options nearby. "
The price is P6,019
P6,635 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Express & Suites Richmond by IHG
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)
"Nice hotel. Updated, clean comfortable. Staff very polite and helpful."
The price is P5,798
P6,392 total
includes taxes & fees
Apr 2 - Apr 3
Hampton Inn Richmond
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

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Photo by Hyelsinta
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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 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 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?

Holiday Inn Express Lexington East - Winchester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Red Roof Winchester - Lexington East and Hampton Inn Winchester 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 Value Stays by OYO I-64 and Red Roof Winchester - Lexington East. 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 Hampton Inn Winchester and Best Western Winchester Hotel. 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 21 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 Lykins Park, College Park, and GRCHS Baseball Field. A couple of additional sights to add to your agenda are Bluegrass Heritage Museum and Southwind Golf Course. 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.