Dog Friendly Hotels in Winchester, United States

Verified and carefully chosen pet-friendly resorts in Winchester, United States
Check-in
14Oct2025Select date
Check-out
15Oct2025Select date
Rooms and Guests2 Guests, 1 Room
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1-19 out of 19
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
5.4
Guest rating
Map2.8 km from City Centre600 m from Apple Blossom Mall
FromUS$ 61 /nightSelect
Map3.4 km from City Centre800 m from Apple Blossom Mall
FromUS$ 94 /nightSelect
Map3.0 km from City Centre1000 m from Apple Blossom Mall
FromUS$ 107 /nightSelect
8.0
Great
Map7.7 km from City Centre200 m from Alamo Drafthouse Cinema
FromUS$ 85 /nightSelect
Map4.0 km from City Centre3.5 km from Jammin Gym
FromUS$ 86 /nightSelect
Map2.8 km from City Centre800 m from Apple Blossom Mall
FromUS$ 52 /nightSelect
Map2.1 km from City Centre400 m from Jammin Gym
FromUS$ 46 /nightSelect
Map4.0 km from City Centre3.5 km from Jammin Gym
FromUS$ 61 /nightSelect
Map3.1 km from City Centre1.0 km from Apple Blossom Mall
FromUS$ 61 /nightSelect
Map3.2 km from City Centre1.2 km from Apple Blossom Mall
FromUS$ 108 /nightSelect
Map4.1 km from City Centre3.7 km from Jammin Gym
FromUS$ 115 /nightSelect
Map4.9 km from City Centre1000 m from Winchester Parks Dept
FromUS$ 68 /nightSelect
Map4.2 km from City Centre1000 m from Winchester Parks Dept
FromUS$ 70 /nightSelect
Map2.2 km from City Centre700 m from Apple Blossom Mall
FromUS$ 135 /nightSelect
Map8.0 km from City Centre200 m from Alamo Drafthouse Cinema
FromUS$ 101 /nightSelect
Map2.2 km from City Centre500 m from Abram's Delight
FromUS$ 106 /nightSelect
FromUS$ 475 /nightSelect
Map3.9 km from City Centre3.3 km from Jammin Gym
Select

Typical hotel price range in Winchester

From budget dog-friendly hotels to premium retreats, our listings suit every traveler and their pet, no matter the budget.

⬆️ The highest price
US$ 475
⬇️ The lowest price
US$ 46
💸 Average price for
3-star hotels
US$ 100

Most charming dog-friendly hotels in Winchester

Gathered from guest experiences during the past year

Convenient location close to historical sites:
Holiday Inn Winchester Southeast-Historic Gateway By Ihg
Cozy atmosphere with great amenities:
Comfort Inn & Suites Winchester
Budget friendly options for all travelers:
Travelodge By Wyndham Winchester
Pet friendly with spacious accommodations:
La Quinta By Wyndham Winchester
Home like comforts for extended stays:
Candlewood Suites Winchester By Ihg
Modern design with bright interiors:
Tru By Hilton Winchester, Va
Affordable stay with basic amenities:
Super 8 By Wyndham Winchester Va
Comfortable stay with added convenience:
Microtel Inn & Suites By Wyndham Winchester
Classic accommodations for leisure trips:
Quality Inn Winchester
Welcoming service and good location:
Days Inn By Wyndham Winchester

Stay Hacks for Winchester

Enhance your Winchester experience with these insider tips to make the most of your stay in this historic town.

Fast Fact: Did you know? Around 75% of Winchester's hotels feature complimentary breakfast options - like the Holiday Inn Winchester Southeast-Historic Gateway, known for its hearty morning spreads.

Local Hack: Many hotels in the area provide shuttle services to local attractions. Ask your front desk for the schedule to save on transport.

Hidden Gem: The Museum of the Shenandoah Valley (10 mins from downtown) offers a beautiful blend of history and gardens, often overlooked by tourists.

Smart Tip: Booking during the week? Look for deals on Tuesday nights; hotel rates can drop by 20% compared to weekend prices.

Check-in
14Oct2025Select date
Check-out
15Oct2025Select date
Rooms and Guests2 Guests, 1 Room