Winchester Historic District Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 6 - Jul 11

    Kellogg Conference Hotel at Gallaudet University + Flight

    Northeast
    5 nights
    3.0 star property
    8.2/10 - Very Good (1,001 reviews)
    "Parking detached from the actual hotel. Location setting is excellent and close to many shops and local"
    Reviewed May 12, 2026
    Roundtrip Tokyo (HND) - Washington (IAD)
    HND - IAD1 stop DCA - NRT1 stop
    ¥331,951
    ¥273,623
    per traveler
    found 20 hours ago
    Kellogg Conference Hotel at Gallaudet University
  • Jul 11 - Jul 17

    The Watermark Hotel + Flight

    McLean
    6 nights
    4.0 star property
    9.6/10 - Exceptional (3,013 reviews)
    "Unique property. Very comfortable and enjoyable stay."
    Reviewed May 19, 2026
    Roundtrip Tokyo (NRT) - Washington (DCA)
    NRT - DCA1 stop DCA - NRT1 stop
    ¥403,532
    ¥337,151
    per traveler
    found 1 day ago
    The Watermark Hotel
  • Jul 11 - Jul 17

    Hyatt Regency Washington on Capitol Hill + Flight

    Northwest
    6 nights
    4.0 star property
    8.6/10 - Excellent (1,004 reviews)
    "Super friendly staff Room was great Had a nice stay"
    Reviewed May 18, 2026
    Roundtrip Tokyo (NRT) - Washington (DCA)
    NRT - DCA1 stop DCA - NRT1 stop
    ¥405,693
    ¥350,276
    per traveler
    found 1 day ago
    Hyatt Regency Washington on Capitol Hill
  • Jul 11 - Jul 17

    Holiday Inn Washington Capitol - Natl Mall by IHG + Flight

    Southwest
    6 nights
    3.0 star property
    8.6/10 - Excellent (2,905 reviews)
    "we loved the stay, couple of things that we would recommend improving: -difficult to find swimming pool -mattresses were uncomfortable -no hair dry in the bathroom"
    Reviewed May 18, 2026
    Roundtrip Tokyo (NRT) - Washington (DCA)
    NRT - DCA1 stop DCA - NRT1 stop
    ¥385,169
    ¥332,998
    per traveler
    found 1 day ago
    Holiday Inn Washington Capitol - Natl Mall by IHG
  • Jul 6 - Jul 11

    Capitol Hill Hotel + Flight

    Capitol Hill
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,314 reviews)
    "Breakfast was terrific, and the BIKES really made the stay memorable!"
    Reviewed May 19, 2026
    Roundtrip Tokyo (HND) - Washington (IAD)
    HND - IAD1 stop DCA - NRT1 stop
    ¥343,932
    ¥297,470
    per traveler
    found 20 hours ago
    Capitol Hill Hotel

Winchester Historic District Hotel Deals

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
The price is ¥20,708 per night from Jun 2 to Jun 3
¥20,708
¥23,463 total
Jun 2 - Jun 3
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 May 17, 2026

The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is ¥14,139 per night from May 24 to May 25
¥14,139
¥16,019 total
May 24 - May 25
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 May 18, 2026

Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is ¥16,801 per night from Jun 2 to Jun 3
¥16,801
¥18,280 total
Jun 2 - Jun 3
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 May 19, 2026

TRU By Hilton Winchester
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.