
Ashby Holidays
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Your Ashby Holiday
Create a custom holiday package to Ashby and get ready for your next great escape. Base yourself in the neighbourhood of Old Town Winchester, which is good for cafes and history, for a real taste of this captivating city. Be sure to do some sightseeing during your trip to Ashby. Blue Ridge Shadows Golf Club and Shen-Val Farm Market are some leading attractions to check out. A few quick clicks is all it takes to create your perfect Ashby holiday on Expedia.
Ashby Holiday
Ashby Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Skyline Caverns, Chester Gap Cellars and Desert Rose Ranch & Winery |
Our pick of the best Ashby Hotel Deals

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is AU$138 per night from 12 Apr to 13 Apr
AU$138
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
very nice hotel,very clean
Reviewed on 7 Mar 2026

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 24 Mar to 25 Mar
AU$163
24 Mar - 25 Mar
includes taxes & fees
9.2/10 Wonderful! (2,277 reviews)
The hotel was conveniently located in town, even for a guest without a car on hand! Staff was AMAZING! Breakfast was solid and on time! Clean rooms and easy to navigate.
Reviewed on 8 Mar 2026

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 12 Apr to 13 Apr
AU$194
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
We stay here often on our travels between NC and NJ. The hotel is adjacent to Old Winchester which is a closed off road with many shops and restaurants. The hotel rooms are very comfortable.
Reviewed on 11 Mar 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.
Discover the most popular places to visit in Ashby

Skyline Caverns
Explore the great outdoors at Skyline Caverns, a lovely green space in Front Royal. Stroll along the riverfront in this vibrant area or seek out the hiking trails.
What to do in Ashby

Shenandoah Tour: Self-Guided Drive
AU$24
per traveller
96% of travellers recommend

Shenandoah National Park Self-Guided Driving Audio Tour
AU$24
per traveller
100% of travellers recommend
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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.













