Hotels in Winchester

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Top 5 hotels in Winchester at a glance

Quality Inn Seaman — 2.5-star hotel in Seaman. Guest rating: 7.4/10 — Good.
Days Inn by Wyndham Hillsboro — 2.5-star hotel in Hillsboro. Guest rating: 7.2/10 — Good.
Country Nights Inn — 2.5-star hotel in West Union. Guest rating: 7.6/10 — Good.
French Quarter Inn — 3-star hotel in Maysville. Guest rating: 8.8/10 — Excellent.
Moon River Bed and Breakfast — 3-star hotel in Maysville. Guest rating: 10/10 — Exceptional.

Where to stay in Winchester?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winchester on Hotels.com. These Winchester hotels consistently deliver on quality, location and traveler experience. Last updated on September 1, 2026.

Iron/ironing board (on request), WiFi (free), bed sheets

Quality Inn Seaman

Seaman

CNY582

CNY642 total

includes taxes & fees

Oct 1 - Oct 2

Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Days Inn by Wyndham Hillsboro

Hillsboro

CNY714

CNY787 total

includes taxes & fees

Sep 30 - Oct 1

Standard Double Room | Desk, laptop workspace, blackout drapes, iron/ironing board

Country Nights Inn

West Union

CNY638

CNY704 total

includes taxes & fees

Sep 2 - Sep 3

Standard Room, 1 King Bed, River View | View from room

French Quarter Inn

Maysville

CNY732

CNY814 total

includes taxes & fees

Sep 6 - Sep 7

Deluxe Room | Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

Deluxe Single Room | Living area | Printers

Deluxe Suite | Private kitchen | Mini-fridge, shared microwave, cookware/dishes/utensils

Single Room, 1 Queen Bed | Living area | Printers

Moon River Bed and Breakfast

Maysville

CNY943

CNY1,050 total

includes taxes & fees

Sep 6 - Sep 7

King Whirlpool Suites | Laptop workspace, iron/ironing board, WiFi (free), bed sheets

Standard Room, 1 King Bed | Laptop workspace, iron/ironing board, WiFi (free), bed sheets

Countryside Inn & Suites

Mount Orab

CNY580

CNY656 total

includes taxes & fees

Sep 24 - Sep 25

Standard Room, 2 Double Beds | Desk, blackout drapes, soundproofing, WiFi (free)

Paragon Inn Hillsboro

Hillsboro

CNY556

CNY613 total

includes taxes & fees

Sep 2 - Sep 3

Standard Double Room, 2 Double Beds, Non Smoking | Desk, rollaway beds (surcharge), WiFi (free), bed sheets

Brown's Motel Aberdeen

Aberdeen

CNY336

CNY373 total

includes taxes & fees

Sep 6 - Sep 7

Desk, rollaway beds (surcharge), WiFi (free), bed sheets

Greystone Motel

Hillsboro

CNY427

CNY471 total

includes taxes & fees

Sep 2 - Sep 3

Double or Twin Room, Multiple Beds | WiFi (free)

The Benchmark Inn

Augusta

CNY1,962

CNY2,101 total

includes taxes & fees

Sep 20 - Sep 21

Standard Penthouse, Pool View | In-room dining

Beverly hills inn

Aberdeen

CNY333

CNY369 total

includes taxes & fees

Sep 2 - Sep 3

Desk, laptop workspace, blackout drapes, iron/ironing board

Days Inn by Wyndham Maysville Kentucky

Maysville

CNY525

CNY584 total

includes taxes & fees

Sep 14 - Sep 15

Hillsboro Inn & Suites

Hillsboro

CNY538

CNY593 total

includes taxes & fees

Sep 14 - Sep 15

Double Room, 2 Double Beds | Desk, cribs (free), rollaway beds (surcharge), WiFi (free)

Super 8 by Wyndham Maysville KY

Maysville

CNY412

CNY458 total

includes taxes & fees

Sep 28 - Sep 29

Quality Inn Maysville

Maysville

CNY448

CNY498 total

includes taxes & fees

Sep 17 - Sep 18

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Rome

CNY766

CNY1,212 total

includes taxes & fees

Sep 7 - Sep 8

View all properties

Go beyond your typical stay in Winchester

Pet friendly

Pool

Learn more about Winchester

The region around Winchester is home to attractions such as Adams Lake State Park and Serpent Mound.

See all hotels in Winchester

A historic downtown area with a prominent clock tower and a green-roofed building.

Check out reviews of Winchester hotels guests love

French Quarter Inn

10/10 Excellent

"We loved our room and the girl at the front desk was awesome. We will definitely stay here again when we travel back to Maysville"

Countryside Inn & Suites

8/10 Good

"We had a really pleasant stay and were very happy with our experience here. The hotel could use some additional repairs and updates, but it was great to see that improvements were actively underway, including painting the exterior, and some of the interior finishes had already been refreshed. Overall, the hotel was clean, the staff were friendly and welcoming, and we felt very comfortable during our stay. If we’re ever back in the area, we would definitely choose to stay here again."

Hillsboro Inn & Suites

10/10 Excellent

"The attendant/owner/manager was very pleasant and checked us in quickly. Room was very clean and the buildings and surrounding areas were clean and comfortable. Good stay for the price."

Super 8 by Wyndham Maysville KY

8/10 Good

"Clean Room, clean Inside and outside Hotel. Staff was friendly and helpful!"

Moon River Bed and Breakfast

10/10 Excellent

"We had a wonderful stay at Moon River Bed & Breakfast Inn in Maysville this July and couldn’t have been happier with the experience. The inn is beautiful, warm, and full of character—the kind of place that feels like part of the experience rather than simply somewhere to sleep. The hospitality was exceptional. We felt genuinely welcomed and well cared for throughout our stay, and the attention to detail made everything comfortable and relaxing. The location was also perfect for enjoying Maysville and the surrounding area. We travel to Maysville regularly, and Moon River was such a refreshing change from the typical hotel experience. It has the charm and personal touches that make you look forward to coming back at the end of the day. We thoroughly enjoyed our stay and would absolutely return. If you’re visiting Maysville and want somewhere memorable, comfortable, and welcoming, Moon River Bed & Breakfast Inn is an easy recommendation. Five stars!"

Beverly hills inn

10/10 Excellent

"Standard r"

Days Inn by Wyndham Maysville Kentucky

10/10 Excellent

"Easy check in and out. Good breakfast. Comfortable room. Pool closed"

Country Nights Inn

8/10 Good

"Typical old mom and pop motel. Not the worst, not the best."

Frequently asked questions

How much does a hotel room cost in Winchester?

You can discover great hotels in Winchester from CNY369 with properties to suit all budgets and needs. If you're after an affordable hotel in Winchester that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Winchester hotels?

Discover great deals on Winchester hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winchester hotels.

Can I book Winchester hotels with free cancellation?

It's easy to book a refundable Winchester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best Winchester hotels with free parking?

If you're driving, a great Winchester hotel with free parking is a bonus. Our travelers' favorites include:

Budget Host Inn: A hotel with an average guest rating of 7 out of 10

What accommodations do travelers recommend in Winchester?

Guests like Quality Inn Seaman.

Can I book a refundable hotel in Winchester?

If you need the flexibility to change your travel plans to Winchester, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where should I stay in Winchester if I want a budget-friendly accommodation?

An inexpensive option worth considering is Budget Host Inn.

What will the weather in Winchester be like during my vacation?

The warmest months in Winchester are usually July and August with an average temp of 72°F. January and February are the chilliest months when the average temp is 37°F. The rainiest months are April and May.

Why should I book my Winchester hotel through Hotels.com?

There are plenty of reasons to book your Winchester travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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