𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2026)

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

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Go beyond your typical stay in Winchester

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Our top choices for Winchester hotels

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

1. Quality Inn Seaman

Seaman

Melissa

S$121

includes taxes & fees

11 Oct - 12 Oct

2. Beverly hills inn

Aberdeen

Timothy

S$69

includes taxes & fees

23 Sept - 24 Sept

3. French Quarter Inn

Maysville

Chrystal

S$153

includes taxes & fees

13 Sept - 14 Sept

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

4. Country Nights Inn

West Union

Laron

S$123

includes taxes & fees

11 Oct - 12 Oct

Laptop workspace, iron/ironing board, free WiFi, bed sheets

5. Countryside Inn & Suites

Mount Orab

Christina

S$123

includes taxes & fees

7 Oct - 8 Oct

Desk, rollaway beds, free WiFi, bed sheets

6. Brown's Motel Aberdeen

Aberdeen

Kelly

S$70

includes taxes & fees

11 Sept - 12 Sept

7. Days Inn by Wyndham Hillsboro

Hillsboro

Thomas

S$148

includes taxes & fees

24 Sept - 25 Sept

8. Greystone Motel

Hillsboro

Thomas

S$88

includes taxes & fees

12 Sept - 13 Sept

Desk, blackout curtains, soundproofing, free WiFi

9. Paragon Inn Hillsboro

Hillsboro

Matthew

S$106

includes taxes & fees

11 Oct - 12 Oct

10. Hillsboro Inn & Suites

Hillsboro

Audrey

S$111

includes taxes & fees

11 Sept - 12 Sept

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

11. Moon River Bed and Breakfast

Maysville

Johnetta

S$188

includes taxes & fees

16 Sept - 17 Sept

12. Quality Inn Maysville

Maysville

Stanley

S$94

includes taxes & fees

21 Sept - 22 Sept

Desk, free cots/infant beds, rollaway beds, free WiFi

13. Super 8 by Wyndham Maysville KY

Maysville

Tony

S$93

includes taxes & fees

24 Sept - 25 Sept

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

Rome

S$228

includes taxes & fees

11 Sept - 12 Sept

15. The Benchmark Inn

Augusta

Susan

S$374

includes taxes & fees

13 Sept - 14 Sept

16. Days Inn by Wyndham Maysville Kentucky

Maysville

Susan

S$110

includes taxes & fees

17 Sept - 18 Sept

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Learn more about Winchester

Check out Adams Lake State Park and Serpent Mound—just a couple of the sights around Winchester.

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Top Winchester Hotel Reviews

Beverly hills inn

8/10 Good

"Very pleasant stay"

Days Inn by Wyndham Hillsboro

8/10 Good

"The room was a good size, and it even had a whirlpool bath in it. However, there was a musty smell in the room, and several dead bugs right inside the door. I believe these things should have been handled before we arrived."

French Quarter Inn

10/10 Excellent

"We stayed here at the French Quarter Inn, for a lovely wedding, but my wife and I were so charmed by our stay here at the French Quarter Inn that we plan on coming back for a weekend stay. The Inn is a diamond and the City of Maysville, as well as that of Augusta, deserve to be explored further."

Moon River Bed and Breakfast

10/10 Excellent

"Moon River is located downtown. There is a café on the corner that serves the best fried green tomatoes I’ve ever had. The owner was amazing and we had communal breakfast every day at 8:30. This gave us an opportunity to swap stories and adventures and plan our next day in Maysville. I would definitely stay again."

Brown's Motel Aberdeen

8/10 Good

"Can’t beat it for the price. Would definitely stay again but would rather stay in the office side of the hotel."

The Benchmark Inn

10/10 Excellent

"Such a beautiful room! The air conditioning was on when we walked in. It worked well. The lobby had coffee early morning - a lovely space to linger. Lock system worked easily which is a big ‘yeah’. Great location too."

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."

Days Inn by Wyndham Maysville Kentucky

10/10 Excellent

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