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Find Hotels with Connecting Rooms in Winchester, KY

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Check availability on Winchester Hotels with Connecting Rooms

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Nov 24 - Nov 25
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Nov 25 - Nov 26
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Nov 28 - Nov 30
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Dec 5 - Dec 7

Top Winchester Hotels with Connecting Rooms

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

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
Winchester
9.2 out of 10, Wonderful, (517)
"Nice room, great staff and just and overall great stay."
United States
Kirk A.
$83 nightly
The price is $92
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Lexington East - Winchester by IHG
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (447)
"Would stay there again"
United States
Patricia
$106 nightly
The price is $116
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Winchester
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (1001)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
$81 nightly
The price is $89
Nov 30 - Dec 1
Total with taxes and fees
Best Western Winchester Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Comfort Inn Winchester

Comfort Inn Winchester

2.5 star property
Winchester
7.0 out of 10, Good, (350)
" Nice, new facilities"
United States
Francis
$62 nightly
The price is $68
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn Winchester
Exterior
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3.0 star property
Lexington
9.0 out of 10, Wonderful, (1003)
"Great stay! "
United States
Tonya
$75 nightly
The price is $87
Nov 28 - Nov 29
Total with taxes and fees
Holiday Inn Lexington - Hamburg by IHG
Lobby
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
8.8 out of 10, Excellent, (1223)
"Had a wonderful stay"
United States
Tara
$78 nightly
The price is $90
Dec 25 - Dec 26
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Terrace/patio
Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
Nicholasville
9.4 out of 10, Exceptional, (228)
"Great stay!"
United States
MATTHEW
$87 nightly
The price is $96
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Nicholasville Brannon Crossing
Exterior
Quality Inn Richmond

Quality Inn Richmond

2.5 star property
Richmond
9.0 out of 10, Wonderful, (1007)
"We have stayed a few times here and have always been pleased with cleanliness, nice staff and cost. "
United States
Johnna
$99 nightly
The price is $109
Nov 26 - Nov 27
Total with taxes and fees
Quality Inn Richmond
Indoor pool
Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 star property
Mount Sterling
7.6 out of 10, Good, (696)
"Clean room, helpful staff, good breakfast."
United States
Anne
$81 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Comfort Inn & Suites Mount Sterling
Lobby
Hampton Inn Richmond

Hampton Inn Richmond

2.5 star property
Richmond
9.2 out of 10, Wonderful, (1006)
"Very comfortable and convenient stay."
United States
Joan
$95 nightly
The price is $105
Dec 1 - Dec 2
Total with taxes and fees
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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Top Winchester Hotel Reviews

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

10/10 Excellent
"Staff was friendly and helpful. Room was decent. The bathroom was really small. The breakfast had decent choices for a hotel breakfast."
Katrina 1-night trip
Posted 16 hours ago
Quality Inn Lexington -Horse Park

Frequently asked questions

How much do hotels with connecting rooms in Winchester cost?
The price range for hotels with connecting rooms in Winchester is $68 to $116 per night. No matter your budget, you'll find someplace that suits your pocket — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Winchester?
Winchester offers multiple hotels with connecting rooms with a total average guest review rating of 8.6. Hampton Inn Winchester is a highly rated option if you're vacationing with the kids or your pals. Travelers staying at this 2.5-star hotel can enjoy conveniences like a swimming pool and an outdoor seasonal pool. Holiday Inn Express Lexington East - Winchester, an IHG Hotel is another popular choice. This 2.5-star hotel offers connecting rooms and also has a swimming pool and complimentary breakfast.
How many hotels with adjoining rooms are there in Winchester?
Make use of your vacation days and choose from 2 hotels with adjoining rooms in Winchester. For a business trip, a family vacation or anything in between, Expedia can help you find the perfect place in a few quick clicks.
What are the best cheap hotels with connecting rooms in Winchester?
Hotels with connecting rooms start from $68 per night, so your Winchester getaway doesn't have to stretch your budget! Hampton Inn Winchester is a wallet-friendly option that comes with loads of amenities, including a swimming pool and free internet services. Holiday Inn Express Lexington East - Winchester, an IHG Hotel is another of our favorite hotels with connecting rooms. Make the most of conveniences such as a swimming pool and a pillow menu. If you'd like to hold on to your hard-earned money and still enjoy the best of Winchester, add a few popular (and free!) attractions to your must-do list. Lykins Park and Community Park will keep you busy. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Winchester?
Many visitors needing a family-friendly hotel with connecting rooms in Winchester pick Hampton Inn Winchester. With a 2.5-star rating and amenities such as complimentary breakfast and housekeeping services, it'll feel like your home away from home. Best Western Winchester Hotel is a 2.5-star stay that also has connecting rooms. Complimentary breakfast and housekeeping services help make it an ideal base for your Winchester vacation. Once you've checked in and dropped off your bags, there are tons of family-friendly attractions to explore around Winchester. Bluegrass Heritage Museum and Community Park are two of our top picks.
Why book your hotel with connecting rooms in Winchester with Expedia?
Reserving a hotel with connecting rooms in Winchester is as easy as entering your travel dates and selecting a place that checks your boxes. On the lookout for something affordable or luxurious, or a stay that also offers a kitchen and laundry? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap hotels with connecting rooms in Winchester?
Expedia can help you narrow down your search for cheap hotels with connecting rooms in Winchester. To find your special stay in a few quick keystrokes, try out our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Winchester near my hotel with connecting rooms?
If you're ready to discover the best of Winchester, check out Bluegrass Heritage Museum. It's a winner with locals and travelers alike.

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