Hotels near Windmill Square

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Tonight
14 Dec - 15 Dec
Tomorrow
15 Dec - 16 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windmill Square hotels

Exterior
Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG
2.5 star property
9.5 km from Windmill Square
9.6 out of 10, Exceptional, (901)
"Room was spacious and clean! Breakfast was great! Staff were friendly and helpful "
United States
Rachel
The price is S$121
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Inn Express & Suites Staunton by IHG
Exterior
The Shenandoah Suite

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
13 km from Windmill Square
10.0 out of 10, Exceptional, (5)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is S$206
includes taxes & fees
15 Dec - 16 Dec
The Shenandoah Suite
Front of property
Gibson's Warehouse

Gibson's Warehouse

Gibson's Warehouse
3.5 star property
12.9 km from Windmill Square
9.8 out of 10, Exceptional, (188)
"Absolutely phenomenal stay. Easy check in, clean and spacious. This will be our go to for vacation each year!!"
United States
Jade
Gibson's Warehouse
Restaurant
Hampton Inn Staunton

Hampton Inn Staunton

Hampton Inn Staunton
2.5 star property
10.2 km from Windmill Square
9.4 out of 10, Exceptional, (331)
"Our dogs love it here"
United States
Louise
The price is S$182
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn Staunton
Blackout curtains, soundproofing, free WiFi
Iris Inn and Cabins

Iris Inn and Cabins

Iris Inn and Cabins
4.0 star property
11.8 km from Windmill Square
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is S$433
includes taxes & fees
15 Dec - 16 Dec
Iris Inn and Cabins
In-room safe, desk, laptop workspace, blackout curtains
Sleep Inn Staunton

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
10.1 km from Windmill Square
9.2 out of 10, Wonderful, (1370)
"Very friendly and helpful staff upon check in! "
United States
William
The price is S$111
includes taxes & fees
21 Dec - 22 Dec
Sleep Inn Staunton
Private kitchen
Batten Green Venue & Lodging

Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
16 km from Windmill Square
9.8 out of 10, Exceptional, (216)
"Beautiful property with pasture views. "
United States
Erika
The price is S$204
includes taxes & fees
15 Dec - 16 Dec
Batten Green Venue & Lodging
Property amenity
Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
9.6 km from Windmill Square
9.2 out of 10, Wonderful, (439)
"Very nice and tasty breakfast with many options. Clean and well stocked."
United States
Deneen
The price is S$194
includes taxes & fees
21 Dec - 22 Dec
Residence Inn Marriott Waynesboro
Lobby
Hotel 24 South

Hotel 24 South

Hotel 24 South
3.0 star property
13 km from Windmill Square
9.4 out of 10, Exceptional, (1041)
"Super hotel in a super location! Very pleasant stay."
United States
Timothy
The price is S$154
includes taxes & fees
4 Jan - 5 Jan, 2026
Hotel 24 South
Lobby
Fairfield Inn & Suites by Marriott Staunton

Fairfield Inn & Suites by Marriott Staunton

Fairfield Inn & Suites by Marriott Staunton
2.5 star property
10.7 km from Windmill Square
9.2 out of 10, Wonderful, (429)
"The cleanliness of the room was iffy for us. The workers were kind and nice and very helpful."
United States
Diana
The price is S$172
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Staunton
Iron/ironing board, free WiFi, bed sheets
Frederick House

Frederick House

Frederick House
3.5 star property
13.2 km from Windmill Square
9.4 out of 10, Exceptional, (427)
"The room was spotless and the breakfast was great. "
United States
Paula
The price is S$178
includes taxes & fees
5 Jan - 6 Jan, 2026
Frederick House
Property grounds
The Historic Inn at Oakdene

The Historic Inn at Oakdene

The Historic Inn at Oakdene
2.0 star property
13.3 km from Windmill Square
9.6 out of 10, Exceptional, (17)
"Incredibly beautiful inn, I would absolutely be back! The bed was so comfortable, very clean all around. Playing pool was such a fun experience too. "
United States
Megan
The price is S$273
includes taxes & fees
15 Dec - 16 Dec
The Historic Inn at Oakdene
Exterior
Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
9.4 km from Windmill Square
9.0 out of 10, Wonderful, (457)
"Great location. Staff and rooms were excellent."
United States
Anthony
The price is S$162
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express & Suites Waynesboro East by IHG
Indoor pool, open 8:00 AM to 11:00 PM, pool loungers
Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft
2.5 star property
7.3 km from Windmill Square
9.0 out of 10, Wonderful, (644)
"Clean rooms, updated facility. Great location off the highway. Excellent breakfast."
United States
BRENT
The price is S$162
includes taxes & fees
12 Jan - 13 Jan, 2026
Hampton Inn Waynesboro/Stuarts Draft
Exterior
The Farmhouse at Veritas

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
17.6 km from Windmill Square
9.8 out of 10, Exceptional, (33)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
The price is S$319
includes taxes & fees
5 Jan - 6 Jan, 2026
The Farmhouse at Veritas
Private kitchen
Valley Extended Suites

Valley Extended Suites

Valley Extended Suites
3.0 star property
8.3 km from Windmill Square
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is S$164
includes taxes & fees
15 Dec - 16 Dec
Valley Extended Suites
Exterior
Grey Pine Lodge

Grey Pine Lodge

Grey Pine Lodge
2.0 star property
16 km from Windmill Square
9.6 out of 10, Exceptional, (115)
"Pet friendly great grounds"
United States
Jay
The price is S$182
includes taxes & fees
15 Dec - 16 Dec
Grey Pine Lodge
Free daily continental breakfast
avid hotel Staunton by IHG

avid hotel Staunton by IHG

avid hotel Staunton by IHG
2.5 star property
10.4 km from Windmill Square
9.0 out of 10, Wonderful, (1003)
"Very nice hotel, new, clean, safe, friendly personal."
United States
Angela
The price is S$115
includes taxes & fees
16 Dec - 17 Dec
avid hotel Staunton by IHG
Interior detail
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center
3.5 star property
12.4 km from Windmill Square
9.2 out of 10, Wonderful, (1001)
"The place, the room, it was wonderful and I hope we can return. "
United States
Nannette
The price is S$144
includes taxes & fees
5 Jan - 6 Jan, 2026
The Blackburn Inn and Conference Center
Exterior
Tru By Hilton Staunton

Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
10.8 km from Windmill Square
9.0 out of 10, Wonderful, (608)
"Overall a nice place to stay."
United States
John
The price is S$138
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Staunton
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.
View all properties

Top Windmill Square Hotel Reviews

Clarion Pointe Staunton East

Clarion Pointe Staunton East

10/10 Excellent
"Clean room | Great Staff | great Breakfast | Parking"
Michael 1-night trip
Posted 6 days ago
Clarion Pointe Staunton East

Hotels near other Windmill Square attractions

Schneider Community Park

Explore the great outdoors at Schneider Community Park, a lovely green space in Stuarts Draft. Amble around the area's parks or visit its shops.
See properties

Bunker Valley Golf Range

You can take time to visit Bunker Valley Golf Range during your travels to Stuarts Draft. Amble around the area's parks or visit its shops.
See properties

Frequently asked questions

What's the area like around Windmill Square?
Windmill Square is located in Stuarts Draft. You'll find 10 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Windmill Square?
Hampton Inn Waynesboro/Stuarts Draft is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. It's located 4.5 mi (7.3 km) from Windmill Square. Another good choice is Days Inn by Wyndham Staunton, located 3.7 mi (5.9 km) away.
How many hotels will I find near Windmill Square?
Expedia has 10 hotels and other accommodation options a few miles from Windmill Square.
If I need to cancel the hotel reservation for my stay near Windmill Square, will I receive a refund?
Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to view top deals close to Windmill Square.

Explore a world of travel with Expedia