Book Bed and Breakfast in Winchester

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Featured B&B in Winchester

Loudoun Valley Manor

Loudoun Valley Manor

3 out of 5
15388 Wheatland View Ln, Waterford, VA
$141 nightly
The price is $161 total per night
$161 total
Nov 6 - Nov 7
Total with taxes and fees
Guests of Loudoun Valley Manor enjoy features like a winery, free WiFi in public areas, and microwave in a common area. There's free parking if you drive. Staff members can help with accommodation requests, and provide a safe deposit box at the front desk. Additional amenities include a refrigerator in a common area, a meeting room, and a terrace.
Breakfast included
Parking included
The Carriage Inn B&B

The Carriage Inn B&B

3.5 out of 5
417 E Washington Street, Charles Town, WV
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $182 total per night
$182 total
Nov 24 - Nov 25
Total with taxes and fees
Guests of The Carriage Inn B&B enjoy access to free WiFi in public areas, a business center, and coffee in a common area. You can put free parking to good use if you drive. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this adults-only bed & breakfast include a microwave in a common area, a refrigerator in a common area, and a terrace.
Breakfast included
Parking included
Hillbrook Inn

Hillbrook Inn

4 out of 5
4490 Summit Point Road, Charles Town, WV
$193 nightly
The price is $214 total per night
$214 total
Nov 24 - Nov 25
Total with taxes and fees
Hillbrook Inn features a gym, free WiFi in public areas, and conference space. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, a library, and a terrace.
Breakfast included
Spa
Cantuta Inn

Cantuta Inn

3 out of 5
1117 Washington Street, Harpers Ferry, WV
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $185 total per night
$185 total
Oct 27 - Oct 28
Total with taxes and fees
Guests of Cantuta Inn enjoy free WiFi in public areas, coffee in a common area, and a garden. You can put free parking to good use if you drive.
Breakfast included
Parking included
Lily Garden Bed and Breakfast

Lily Garden Bed and Breakfast

2.5 out of 5
701 Washington St, At McDowell St, Harpers Ferry, WV
Guests staying at Lily Garden Bed and Breakfast enjoy free WiFi in public areas, a free grocery shopping service, and a picnic area. Free parking is included with your stay. This bed & breakfast also has a garden.
Breakfast included
Parking included
Mayneview B&B

Mayneview B&B

4 out of 5
439 Mechanic St, Luray, VA
Guests of Mayneview B&B enjoy free WiFi in public areas, a hot tub, and coffee in a common area. A stay here includes free parking. Helpful staff is there to provide tour or ticket assistance, as well as offer insight about the area. Additional amenities include a microwave in a common area, a refrigerator in a common area, and a terrace.
Hot Tub
Breakfast included
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

3 out of 5
37068 Allder School Rd, Purcellville, VA
$459 nightly
The price is $523 total per night
$523 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of The Inn at Grass Roots Hill enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Additional amenities include a library, a communal living room, and wedding services.
Breakfast included
Parking included
Inn at Evergreen

Inn at Evergreen

3.5 out of 5
15890 Berkeley Manor Drive, Haymarket, VA
$206 nightly
The price is $235 total per night
$235 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at Inn at Evergreen enjoy access to a golf course, an outdoor pool, and outdoor tennis courts. Free parking is included with your stay. Other amenities at this golf bed & breakfast include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Breakfast included
Stone Manor Boutique Inn

Stone Manor Boutique Inn

3.5 out of 5
13193 Mountain Rd, Lovettsville, VA
$242 nightly
The price is $275 total per night
$275 total
Oct 27 - Oct 28
Total with taxes and fees
A winery, 4 hot tubs, and free WiFi in public areas are featured at Stone Manor Boutique Inn. You can take advantage of free parking, along with an area shuttle. Helpful staff can provide concierge services and luggage storage. Additional amenities include meeting rooms, a business center, and a library.
Hot Tub
Breakfast included
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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.

Hotel Options in Winchester

    Travelodge by Wyndham Winchester

    Travelodge by Wyndham Winchester

    160 Front Royal Pike, Winchester, VA
    $69 nightly
    The price is $75 total per night from Nov 2 to Nov 3
    $75 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.4/10 Very Good! (1,097 reviews)
    Hampton Inn Winchester-University/Mall Area

    Hampton Inn Winchester-University/Mall Area

    640 East Jubal Early Drive, Winchester, VA
    $102 nightly
    The price is $115 total per night from Nov 3 to Nov 4
    $115 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    La Quinta Inn & Suites by Wyndham Winchester

    La Quinta Inn & Suites by Wyndham Winchester

    1055 Millwood Pike, Route 50 East, Winchester, VA
    $97 nightly
    The price is $106 total per night from Oct 29 to Oct 30
    $106 total
    Oct 29 - Oct 30
    Total with taxes and fees
    9.2/10 Wonderful! (2,177 reviews)

Bed and Breakfast

Book a bed and breakfast in Winchester
A romantic getaway awaits when you book a bed and breakfast in Winchester. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Winchester bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Winchester, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Winchester? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Winchester B&B essential information

Accommodation
33 B&B
Lowest Price
$75
Highest Price
$523
Popular accommodation
Loudoun Valley Manor, The Carriage Inn B&B, Hillbrook Inn, Cantuta Inn, Lily Garden Bed and Breakfast, Mayneview B&B, The Inn at Grass Roots Hill, Inn at Evergreen, Stone Manor Boutique Inn

More to Explore