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Check availability on Middletown Golf Hotels

Our top choices for Middletown hotels with a golf course

Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2225)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is 2.674.107 ₫
2.909.428 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester
Golf view
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1003)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is 2.567.037 ₫
2.831.442 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"Great stay"
United States
Jaron
The price is 1.990.125 ₫
2.165.255 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Winchester
2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1010)
"Great hotel!"
United States
CHARLES
The price is 3.331.782 ₫
3.774.908 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (797)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is 2.437.344 ₫
2.651.830 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Fairfield Inn & Suites by Marriott Winchester
Lift
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1006)
"Breakfast was delicious "
United States
Robert
The price is 1.900.681 ₫
2.115.459 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Ramada by Wyndham Strasburg/Shenandoah Valley
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (846)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is 2.714.882 ₫
3.075.962 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Winchester N/Conference Center, VA
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (510)
"Great hotel"
United States
DONNA D
The price is 2.511.792 ₫
2.845.861 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Winchester
Premier Villa, 1 King Bed, Mountain View | Terrace/patio
White Moose Inn

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (147)
"Amazing trip! "
United States
Rebecca
White Moose Inn
Lobby
Motel 6 Front Royal, VA

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (501)
"perfect for an affordable stay near Shenandoah. Clean, no one bothered me. Walkable to a Chinese restaurant. "
United States
Ariella
The price is 1.578.157 ₫
1.756.488 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Motel 6 Front Royal, VA
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 Middletown Hotel Reviews

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Frequently asked questions

Are you looking for a golf hotel in Middletown?
From golf lessons to driving ranges to onsite spas, Expedia is the place to book your golfing trip. Tee off at Jackson's Chase Golf Course. Also, check out the entertainment choices and bars in Middletown.
What should I see and do in Middletown while on a golf holiday?
When you're ready for a break from the back nine, you'll discover that Middletown has lots to offer. Explore the local sights and attractions with a stop at Belle Grove Plantation, Shenandoah River and Wayside Theater. Also, don't miss Cedar Creek and Belle Grove National Historical Park, Cedar Creek Battlefield Foundation and Jackson's Chase Golf Course.
What is a golf hotel in Middletown like?
Golf hotels in Middletown offer accommodation and easy access to a golf course. On Expedia, you will be able to find a good selection of golf hotels which have either a 9+ hole golf course, or that are located adjacent to an 18+ hole golf course. Golf hotels provide a choice of services and amenities including carts, clubhouses and transport to the golf course when it is not on site.