Search Pet-Friendly Hotels in Winchester

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Our top choices for Winchester pet-friendly hotels

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1004)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is ฿2,392
฿2,710 total
includes taxes & fees
25 Jan - 26 Jan 2026
Spark by Hilton Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1089)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ฿3,014
฿3,279 total
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn & Suites Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1002)
"Great stay"
United States
Jaron
The price is ฿2,348
฿2,554 total
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1407)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is ฿2,458
฿2,674 total
includes taxes & fees
4 Jan - 5 Jan 2026
Microtel Inn & Suites by Wyndham Winchester

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is ฿2,550
฿2,774 total
includes taxes & fees
25 Jan - 26 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (778)
"Clean rooms, courteous staff"
United States
Holly
The price is ฿2,265
฿2,464 total
includes taxes & fees
26 Jan - 27 Jan 2026
TRU By Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2240)
"Staff is very pleasant and personable. "
United States
Julie
The price is ฿3,066
฿3,336 total
includes taxes & fees
1 Jan - 2 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (548)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is ฿2,421
฿2,634 total
includes taxes & fees
16 Jan - 17 Jan 2026
Candlewood Suites Winchester by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1004)
"Breakfast was delicious "
United States
Robert
The price is ฿2,269
฿2,525 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Strasburg/Shenandoah Valley

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is ฿1,924
฿2,142 total
includes taxes & fees
30 Dec - 31 Dec
Super 8 by Wyndham Front Royal
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.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best dog-friendly accommodation option in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options to stay with your pet include Microtel Inn & Suites by Wyndham Winchester and Quality Inn Winchester.
How many hotels that welcome pets will I be able to find in Winchester?
Enjoy travelling with your furry pal at one of Expedia's 22 Winchester accommodation options that accept pets.
What's the best time of year to travel to Winchester with my pet?
When you're travelling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What is there to see and do with your pet in Winchester?
Known for its skyscrapers, Winchester has lots to offer visitors, including its theatres and entertainment. See the local sights and visit Bright Box Theater and Shenandoah Valley Discovery Museum. While you're there, make sure you don't miss Patsy Cline Historic House and Museum of the Shenandoah Valley.