Winchester Holidays
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Top hotels in Winchester
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 10 Jun to 11 Jun
S$122
10 Jun - 11 Jun
includes taxes & fees
9/10 Wonderful! (1,024 reviews)
"Staff were on top of everything, very roomy rooms, clean, and the hotel it self was clean. The morning meals was basic but plenty and fresh."
Reviewed on 18 May, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 31 May to 1 Jun
S$157
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (862 reviews)
"There was a smell when we got into the room. Breakfast was good and staff were helpful."
Reviewed on 19 May, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is S$177 per night from 14 Jun to 15 Jun
S$177
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"You can’t go wrong staying here. The staff were very friendly. The beds were very comfortable and the room was very clean. This hotel is centrally located so you can park your car and walk around the old town area. This was our second time staying here and it didn’t disappoint. We will definitely ..."
Reviewed on 17 May, 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.
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- Appleland Sports Center
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
