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Our top choices for Middletown romantic hotels
The price is 1.894.680 ₫
2.352.718 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Holiday Inn Express Woodstock-Shenandoah Valley by IHGWoodstock
9.0 out of 10, Wonderful, (1000)
"Excellent hotel. Rooms were clean, food was good. Staff was great. "
Kathy
The price is 2.342.035 ₫
2.630.104 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
9.4 out of 10, Exceptional, (1007)
"Great hotel!"
CHARLES
The price is 3.332.795 ₫
3.776.056 ₫ total
includes taxes & fees
28 Dec - 29 Dec
9.4 out of 10, Exceptional, (787)
"Great staff, very clean room with a good breakfast "
Jim
The price is 2.661.762 ₫
2.895.998 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
9.2 out of 10, Wonderful, (848)
"Super friendly reception and perfectly clean room. "
Dwight
The price is 2.783.601 ₫
3.153.820 ₫ total
includes taxes & fees
27 Dec - 28 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
9.0 out of 10, Wonderful, (1004)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
Dorothy
The price is 2.567.818 ₫
2.832.304 ₫ total
includes taxes & fees
28 Dec - 29 Dec
8.8 out of 10, Excellent, (510)
"Great hotel"
DONNA D
The price is 2.654.394 ₫
3.007.428 ₫ total
includes taxes & fees
27 Dec - 28 Dec
9.6 out of 10, Exceptional, (174)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
DONNA
The price is 6.026.135 ₫
6.646.827 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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.