Beginning of main content

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Sep 20 - Sep 21
Next weekend Sep 25 - Sep 27

Top Winchester Pet Friendly Hotels

$92
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 out of 5.0 141 Kernstown Commons Blvd, Winchester, VA
4.6/5
(33 Reviews)
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
$71
Quality Inn

Quality Inn

2.5 out of 5.0 1601 Martinsburg Pike, Winchester, VA
4.5/5
(13 Reviews)
A restaurant and a fitness center are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free Internet in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Get Rates
Wayside Inn

Wayside Inn

3.5 out of 5.0 7783 Main St, Middletown, VA
4.5/5
(4 Reviews)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. Free parking, a terrace, and a garden are also offered.
Get Rates
Clarion Inn & Conference Center

Clarion Inn & Conference Center

2.5 out of 5.0 711 Millwood Ave, Winchester, VA
4.3/5
(15 Reviews)
A restaurant and a fitness center are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
$84
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

2.5 out of 5.0 150 Wingate Dr, Winchester, VA
4.3/5
(15 Reviews)
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
$104
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 out of 5.0 1055 Millwood Pike, Route 50 East, Winchester, VA
4.2/5
(21 Reviews)
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
$64
 Quality Inn Stephens City-Winchester South

 Quality Inn Stephens City-Winchester South

2.5 out of 5.0 167 Town Run Ln, Stephens City, VA
3.9/5
(7 Reviews)
This hotel features an outdoor pool and a fitness center. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a garden, and laundry facilities are also on offer.
$48
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.0 out of 5.0 160 Front Royal Pike, Winchester, VA
3.7/5
(27 Reviews)
This motel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
$107
Hotel Strasburg

Hotel Strasburg

3.0 out of 5.0 213 S. Holliday Street, Strasburg, VA
3.6/5
(16 Reviews)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
$55
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2.0 out of 5.0 2951 Valley Avenue, Winchester, VA
3.5/5
(13 Reviews)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
$65
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2.0 out of 5.0 991 Millwood Pike, Winchester, VA
3.3/5
(19 Reviews)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Free parking and a safe deposit box are also offered on site.
$63
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 out of 5.0 111 South St, Front Royal, VA
2.8/5
(11 Reviews)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Map

Pet lovers shouldn't miss the chance to visit Winchester, a cosmopolitan and family-friendly city known for its skyscrapers and restaurants, as well as sights like Bright Box Theater and Old Court House Civil War Museum. Choose from Travelocity's 24 pet-friendly hotels and accommodations in Winchester and bring your doggy along!


How to Wander Wisely in Winchester with Your Pet

  • Enjoy the fresh air at Jim Barnett Park, Mackintosh Fruit Farm, and State Arboretum of Virginia.
  • Other things to see include Shenandoah Valley Discovery Museum, George Washington's Office, and Handley Regional Library.
  • Need a pet store? Try Puppy Cottage, Wild Birds Unlimited, or Winchester Aquarium & Pet Center.
  • For vet care, PetSmart, Linden Heights Animal Hospital: Applin Mary M DVM, and Kingdom Animal Hospital are located in the area.

Top Pet-Friendly Hotels in Winchester


  1. TownePlace Suites by Marriott Winchester
    Pets are allowed for a fee at this 2.5-star hotel. Guests appreciate the helpful staff.
  2. Clarion Inn & Conference Center
    Pets are allowed for a fee at this 2.5-star hotel, although restrictions apply. Guests appreciate the restaurant and helpful staff.
  3. Travelodge by Wyndham Winchester
    Pets are allowed for a fee at this 2-star motel. Guests appreciate the WiFi and exceptional value.

Pet-Friendly Times to Vacation in Winchester


Weather can make or break your stay, especially if you want to spend time outdoors. We have gathered the average daytime and nighttime temperatures to help better plan your time in Winchester.


From January to March, average temperatures range from 58°F in the daytime to 23°F at night. Between April and June, the daytime average is 85°F and the nighttime average is 37°F.

From July to September, average temperatures range from 86°F in the daytime to 49°F at night. Between October and December, the daytime average is 71°F and the nighttime average is 24°F.


Recent Winchester hotel reviews by fellow wanderers


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.