Book Guest Houses in Winchester
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Winchester
White Moose Inn
291 Main St, Washington, VA
Stay at this 4-star golf guesthouse in Washington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions R.H. Ballard Shop & Gallery and Little Washington Theatre are located nearby.
Breakfast included
Parking included
The Goldfinch Suite at Harpers Ferry Guest House
The price is CA $215 per night
CA $215
CA $313 total
Jul 28 - Jul 29
includes taxes & fees
Stay at this guesthouse in Harpers Ferry. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Harpers Ferry National Historical Park and Harpers Ferry Children's Park are located nearby.
Air conditioning
Parking available
Briar Patch Bed & Breakfast Inn
23130 Briar Patch Ln, Middleburg, VA
Free cancellation
Reserve now, pay when you stay
Stay at this 3-star guesthouse in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cana Vineyards and Winery and Aldie Mill Historic Park are located nearby.
Pool
Hot tub
Shenandoah Mountain House - Guest Suite
Book a stay at this family-friendly guesthouse in Front Royal. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Shenandoah River State Park and Ox Bow Lake are located nearby.
Hot tub
Air conditioning
Guest House at Mt. Independence
2254 Winchester Rd, Delaplane, VA
Stay at this 4-star guesthouse in Delaplane. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Delaplane Cellars and RdV Vineyards are located nearby.
Spa
Pet-friendly
The Chickadee Room at Harpers Ferry Guest House
Stay at this guesthouse in Harpers Ferry. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Harpers Ferry National Historical Park and Harpers Ferry Children's Park are located nearby.
Air conditioning
Parking available
The Bluebird Suite at Harpers Ferry Guest House
Stay at this guesthouse in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Harpers Ferry National Historical Park and Harpers Ferry Children's Park are located nearby.
Free WiFi
Air conditioning
Riverview Suite at La Soledad
Stay at this guesthouse in Harpers Ferry. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races are located nearby.
Air conditioning
Parking available
Riverfront Oasis with Mountain Views, close to town
Stay at this vacation home in Middletown. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Jackson's Chase Golf Course and Shenandoah River are located nearby.
Kitchen
Washer
Guest House at Mt Independence
Stay at this guesthouse in Delaplane. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Delaplane Cellars and RdV Vineyards are located nearby.
Pet-friendly
Free WiFi
The Legacy Inn Luray Virginia
120 N Hawksbill St, Luray, VA
Stay at this 3-star guesthouse in Luray. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Luray Caverns and Warehouse Art Gallery are located nearby.
Parking included
Free WiFi
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails
Stay at this guesthouse in Martinsburg. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions A-T Gift Company Farm Winery and Chesapeake and Ohio Canal are located nearby.
Free WiFi
Air conditioning
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.
Top trending hotels in Winchester
Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
The price is CA $133 per night from Jul 27 to Jul 28
CA $133
CA $145 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
Winchester Guest Houses essential information
Accommodation | 23 Guest Houses |
|---|---|
Lowest Price | CA $95 |
Highest Price | CA $215 |
Popular accommodation | White Moose Inn, The Goldfinch Suite at Harpers Ferry Guest House, Briar Patch Bed & Breakfast Inn, Shenandoah Mountain House - Guest Suite, Guest House at Mt. Independence, The Chickadee Room at Harpers Ferry Guest House, The Bluebird Suite at Harpers Ferry Guest House, Riverview Suite at La Soledad, Riverfront Oasis with Mountain Views, close to town , Guest House at Mt Independence, The Legacy Inn Luray Virginia, ►New! Unique Custom Crafted Train Station Lodge W/ private walking trails |