Book pet friendly motels in Winchester

Explore the beauty of Winchester with your furry friend at pet-friendly motels

Winchester invites you to enjoy its stunning outdoor scenery and vibrant adventures with your beloved pet by your side. Pet-friendly motels provide a welcoming atmosphere where you can unwind after exploring the beautiful landscapes, parks, and trails that the area has to offer. With comfortable accommodations that cater to both you and your furry companion, you can create lasting memories without the stress of leaving your pet behind. Experience the joy of traveling together, making every moment of your trip truly special.

Our top choices for a great stay

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
$68 nightly
The price is $74 total per night from Dec 23 to Dec 24
$74 total
Dec 23 - Dec 24
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
8.4/10 Very Good! (1,075 reviews)
Opens in a new windowTravelodge by Wyndham Winchester
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2 out of 5
$68 nightly
The price is $77 total per night from Dec 9 to Dec 10
$77 total
Dec 9 - Dec 10
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Kernstown Battlefield and Apple Blossom Mall are located nearby.
8/10 Very Good! (1,012 reviews)
Opens in a new windowMotel 6 Winchester, VA
Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA

2 out of 5
$65 nightly
The price is $71 total per night from Jan 1 to Jan 2
$71 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
6.2/10 (619 reviews)
Opens in a new windowSuper 8 by Wyndham Winchester VA
ANS Inn & Suites

ANS Inn & Suites

2 out of 5
$64 nightly
The price is $77 total per night from Dec 10 to Dec 11
$77 total
Dec 10 - Dec 11
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions The Kernstown Battlefield and Apple Blossom Mall are located nearby.
7.4/10 Good! (67 reviews)
Opens in a new windowANS Inn & Suites
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.

Why choose Pet-Friendly Motels in Winchester for Your Next Road Trip?

If you're planning a road trip or seeking quality family time, pet-friendly motels in Winchester are an excellent choice over traditional hotels. These motels that allow dogs typically offer more spacious accommodations, perfect for families and their four-legged companions to relax after a day of outdoor adventures. You’ll find that many motels provide convenient access to parks and trails, allowing your pets to stretch their legs and enjoy the scenery right outside your door. Additionally, pet-friendly accommodations on a budget often come with essential amenities like grassy areas for playtime and easy access to local attractions. While hotels may offer luxurious amenities, motels prioritize a home-like atmosphere that fosters comfort and togetherness, making them ideal for families who value both their pets and outdoor experiences. In Winchester, you can enjoy the freedom of exploring the great outdoors without compromising on comfort or convenience.