Ashby Travel Guide

Tourist Guide

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
The price is AU$139 per night from 15 Mar to 16 Mar
AU$139
15 Mar - 16 Mar
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,000 reviews)
very nice hotel,very clean

Reviewed on 7 Mar 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
The price is AU$164 per night from 12 Mar to 13 Mar
AU$164
12 Mar - 13 Mar
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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

La Quinta Inn & Suites by Wyndham Winchester
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 AU$195 per night from 22 Mar to 23 Mar
AU$195
22 Mar - 23 Mar
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
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

The George Washington Hotel, A Wyndham Grand Hotel
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.
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Front Royal VA
Stay at this cabin in Front Royal. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Glen Manor Vineyards and Shenandoah River State Park ...
9.6/10 Exceptional! (341 reviews)
Beautiful view could not be beat and the cabin was cozy. Enjoyed playing some of the board games there and the fireplace. Host was quick to respond whenever we messaged.

Reviewed on 3 Mar 2026

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Secluded River Cabin Getaway (Masten Cabin)

Secluded River Cabin Getaway (Masten Cabin)

Strasburg VA
Stay at this holiday home in Strasburg. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Secret Passage Ranch and Strasburg Museum are located ...
9.8/10 Exceptional! (180 reviews)
Had everything we needed to feel at home great location we will be booking again

Reviewed on 2 Mar 2026

Secluded River Cabin Getaway (Masten Cabin)
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA
Stay at this cottage in Middleburg. Enjoy free Wi-Fi, a garden and patios. Popular attractions The Boxwood Winery and Middleburg Community Center are located ...
10/10 Exceptional! (57 reviews)
Tim is a great host. The cottage was clean, comfortable and perfectly located. Perfect place to stay for a weekend getaway to Middleburg!

Reviewed on 1 Mar 2026

18th Century Stone Cottage minutes from historic Middleburg
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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