An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Find beach hotels in Winchester, KY from CA $81

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Beach Hotel

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Room, 1 King Bed, Accessible
Snack bar
Room, Accessible, Non Smoking | Bathroom shower
Suite, 1 King Bed, Non Smoking

1. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
CA $162
CA $178 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Winchester
Free daily full breakfast
Standard Room, 2 Double Beds, Non Smoking, Kitchenette
Exterior
Standard Room, 2 Double Beds, Non Smoking, Kitchenette | Bathroom

2. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
CA $124
CA $137 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Winchester Hotel
Front of property - evening/night
Standard Room, 2 Queen Beds, Accessible Bathtub (Accessible Tub)
Business centre
In-room safe, desk, laptop workspace, blackout drapes

3. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
CA $164
CA $181 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Lexington East - Winchester by IHG
Indoor pool
Free daily continental breakfast
Lobby
Suite, 2 Queen Beds

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
CA $110
CA $121 total
includes taxes & fees
Sep 17 - Sep 18
Baymont by Wyndham Winchester
Pool
Lobby
Desk, iron/ironing board, WiFi (free), bed sheets
Breakfast area

5. Comfort Inn Winchester

Comfort Inn Winchester
Winchester
CA $98
CA $108 total
includes taxes & fees
Sep 30 - Oct 1
Comfort Inn Winchester
Suite, 1 King Bed, Hot Tub
Reception
Reception
Lobby

6. Value Stay

Value Stay
Winchester
CA $73
CA $81 total
includes taxes & fees
Oct 10 - Oct 11
Value Stay
A black leather sofa with a center console, a glass table, and two boxes on the table.
4 bedrooms, desk, iron/ironing board, WiFi (free)
Coffee/tea maker, fridge, microwave, oven
Terrace/patio

7. The Winchester

The Winchester
Winchester
CA $205
CA $428 total
includes taxes & fees
Sep 13 - Sep 14
The Winchester
Coffee/tea maker, fridge, microwave, oven
Shower, hair dryer, towels, soap
Smart TV
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

8. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
CA $205
CA $428 total
includes taxes & fees
Sep 19 - Sep 20
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Combined shower/tub, hair dryer, towels, soap
Interior
Exterior
Dining

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

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester
CA $334
CA $454 total
includes taxes & fees
Sep 13 - Sep 14
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Exterior
Property grounds
Smart TV, books
Interior

10. River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
CA $176
CA $525 total
includes taxes & fees
Sep 14 - Sep 15
River Relaxation - Calm Riverfront Home in Winchester Kentucky
View all properties

Choose what matters most at beach hotels in Winchester

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Winchester Hotel Reviews

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"The staff was all kind and helpful! Pleasant stay. Could work on breakfast options."
Jamie 2-night trip
Posted 1 hour ago
GuestHouse Lexington

Frequently asked questions

What is Winchester like for travelers who love the beach?
Known for its restaurants, Winchester offers a lot for the traveler planning a getaway.
When's the best time for a beach vacation in Winchester?
You can plan your beach trip with this snapshot of year-round temperatures 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 is there to see and do around Winchester?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Treat your taste buds to the area's restaurants, and make time for local attractions like Bluegrass Heritage Museum and Community Park. For additional things to see and do, consider a visit to Cassell Creek Golf Course or Winchester Opera House.
What's the best way to get to my beach hotel in Winchester?
Here's some information to help you get to and around your beach accommodation in Winchester with ease. The closest major airport is Blue Grass Airport (LEX), located 23 mi (37.1 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia