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Search Resorts in Winchester

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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 1 Resorts in Winchester with updated reviews, rates, and availability.

Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (657)
"It was better than we expected. Paid under $100 and it definitely needed updates, but was spacious and plenty of room for our family of 4"
The price is SAR 300
SAR 330 total
includes taxes & fees
22 Apr - 23 Apr
Baymont by Wyndham 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, (441)
"Super friendly and helpful staff"
The price is SAR 409
SAR 455 total
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Lexington East - Winchester by IHG
Value Stays by OYO I-64
Exterior

Value Stays by OYO I-64

2.0 star property
8.4 out of 10, Very Good, (61)
"Comfortable, Great Value for the Price. One big complaint is that the shower (at least in Room 202) was very slippery. This is a safety problem. This hotel had the hottest water I've ever felt. Water in the shower would suddenly get very hot. You'd lean forward to adjust the temperature and your feet would slide out from under you. The shower needs an anti-slip mat or decals or anti-slip coating. It's dangerous. Also, there's no place to hang clothing except for one small hook on the bathroom...
The price is SAR 274
SAR 303 total
includes taxes & fees
16 Apr - 17 Apr
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, (901)
"Easy to find a good place"
The price is SAR 338
SAR 373 total
includes taxes & fees
20 Apr - 21 Apr
Best Western Winchester Hotel
Hampton Inn Winchester
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.4 out of 10, Exceptional, (416)
"Room and hotel were clean and quiet."
The price is SAR 539
SAR 594 total
includes taxes & fees
18 Apr - 19 Apr
Hampton Inn Winchester
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (545)
"always friendly and easy going "
The price is SAR 234
SAR 258 total
includes taxes & fees
13 Apr - 14 Apr
Red Roof Winchester - Lexington East
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Fridge, microwave, oven, stovetop

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (29)
"Beautiful location and great service. The owner was very responsive and provided great value for the stay."
The price is SAR 939
SAR 1,238 total
includes taxes & fees
13 Apr - 14 Apr
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
College Park Bungalow
Outdoor dining

College Park Bungalow

The price is SAR 289
SAR 632 total
includes taxes & fees
1 May - 2 May
College Park Bungalow
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets

Comfort Inn

2.5 star property
7.0 out of 10, Good, (326)
"One night stay to visit Claireborne farm. Comfortable, quiet , clean had everything we needed."
Comfort Inn
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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Other property types in Winchester

Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1524)
"This is a no-frills lodge perfect for hikers or climbers. Free Continental breakfast is provided, but know that when it says it ends at 10 that there will be nothing left out at 10 (plan accordingly). The rooms could stand to be updated, but they were very clean and served their purpose for us hikers! Beautiful scenery and easy access trail to the natural bridge! If you are looking for a clean place to lay your head for a night or two then this is a good fit. "
The price is SAR 454
SAR 501 total
includes taxes & fees
16 Apr - 17 Apr
Natural Bridge State Resort Park
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (65)
"Beautiful cabin w/an amazing view and bonus hot tub!"
The price is SAR 387
SAR 801 total
includes taxes & fees
22 Apr - 23 Apr
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Outdoor spa tub

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (140)
"Cozy, clean and comfortable cabin!"
The price is SAR 426
SAR 881 total
includes taxes & fees
15 Apr - 16 Apr
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
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.

Frequently asked questions

What can I expect from a resort vacation in Winchester?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you need for your stay from convenient dining options to activities and entertainment. There are 8 resorts in the area, offering you a variety of options that might have the luxurious suites or fun activities you’re looking for.
What's the best resort for my stay in Winchester?
Our top-rated resort near Winchester: Marriott Lexington Griffin Gate Golf Resort & Spa - Luxury resort. 18.1 mi (29.1 km) from Winchester. Features a golf course, a full-service spa, and a seasonal outdoor pool. Guests love the pool.
What can I do in Winchester?
Check out the interesting exhibits at Bluegrass Heritage Museum, or grab your golf clubs for a game at Southwind Golf Course. Additional attractions in the area include Lykins Park and Cassell Creek Golf Course.
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.
What's the best way to get to and around Winchester?
Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. If you’d like to explore around the area, you may want to rent a car for your trip.