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Top Winchester Pet Friendly Hotels

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St, Middletown, VA, 22645
The price is $130 per night
$130
per night
Dec 3 - Dec 4
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a ...
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

2.5 out of 5
150 Wingate Dr, Winchester, VA, 22601
Free Cancellation
Reserve now, pay when you stay
The price is $109 per night
$109
per night
Dec 4 - Dec 5
This hotel features an indoor pool and a gym. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. ...
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA, 22602
Free Cancellation
The price is $99 per night
$99
per night
Dec 19 - Dec 20
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Quality Inn

Quality Inn

2.5 out of 5
1601 Martinsburg Pike, Winchester, VA, 22603
Free Cancellation
Reserve now, pay when you stay
The price is $93 per night
$93
per night
Dec 4 - Dec 5
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free Internet in public areas. ...
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA, 22602
Free Cancellation
Reserve now, pay when you stay
The price is $113 per night
$113
per night
Dec 23 - Dec 24
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2 out of 5
2951 Valley Avenue, Winchester, VA, 22601
Free Cancellation
Reserve now, pay when you stay
The price is $70 per night
$70
per night
Dec 3 - Dec 4
Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. A snack bar/deli is also provided.
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

2.5 out of 5
167 Town Run Ln, Stephens City, VA, 22655
Free Cancellation
Reserve now, pay when you stay
The price is $75 per night
$75
per night
Dec 15 - Dec 16
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Hotel Strasburg

Hotel Strasburg

3 out of 5
213 S. Holliday Street, Strasburg, VA, 22657-2213
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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. ...
Clarion Inn & Conference Center

Clarion Inn & Conference Center

2.5 out of 5
711 Millwood Avenue, 711, Winchester, VA, 22601
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A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal ...
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA, 22602
Free Cancellation
Reserve now, pay when you stay
The price is $59 per night
$59
per night
Dec 8 - Dec 9
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of ...
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2 out of 5
111 South St, Front Royal, VA, 22630
Free Cancellation
Reserve now, pay when you stay
The price is $70 per night
$70
per night
Dec 26 - Dec 27
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in ...
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA, 22602
Free Cancellation
Reserve now, pay when you stay
The price is $70 per night
$70
per night
Jan 1 - Jan 2
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 ...
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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.

The Best Hotels with NO Pet fees in Winchester

  • Motel 6 Winchester, VA

    Motel 6 Winchester, VA

    2951 Valley Avenue, Winchester, VA, 22601
    The price is $70 per night from Dec 3 to Dec 4
    $70
    per night
    Dec 3 - Dec 4
    4/5 Very Good! (984 reviews)
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.

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.

Seize your some day

Recent Winchester hotel reviews by fellow wanderers

  • Country Inn & Suites by Radisson, Winchester, VA

    Country Inn & Suites by Radisson, Winchester, VA

    5 out of 5
    Posted 1 day ago
    travelocity Verified Review
    "My family and I stayed on Thanksgiving eve. The staff were very friendly. Breakfast selection was slightly minimized due to the holiday, but there was still plenty of breakfast items to choose from. "
    A verified traveler stayed at Country Inn & Suites by Radisson, Winchester, VA
    Country Inn & Suites by Radisson, Winchester, VA