Search Resorts in Winchester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Resorts in Winchester

Lansdowne Resort and Spa
Indoor pool, seasonal outdoor pool

Lansdowne Resort and Spa

4.0 star property
8.8 out of 10, Excellent, (1001)
"Enjoyed my stay"
The price is AED 799
AED 1,047 total
includes taxes & fees
3 Aug - 4 Aug
Lansdowne Resort and Spa
Salamander Resort And Spa
Exterior

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (360)
"We were most impressed about the outstanding friendliness and hospitality of the staff. Felt like in a Japanese Ryokan where the guest is king. One hick-up with the restaurant at the first night, which was charmingly fixed by the management."
The price is AED 2,387
AED 2,912 total
includes taxes & fees
3 Aug - 4 Aug
Salamander Resort And Spa
Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit!
Fridge, microwave, oven, stovetop

Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit!

9.8 out of 10, Exceptional, (15)
"Short distance to the cavern and the national Park. AAA"
Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit!
GolfView Chalet at the Woods Resort, Central Air and Heat
Smart TV, fireplace

GolfView Chalet at the Woods Resort, Central Air and Heat

9.6 out of 10, Exceptional, (8)
"Great place to stay and close to the course. The house was clean and everything you needed was provided. Great back deck overlooking the 18th fairway!"
GolfView Chalet at the Woods Resort, Central Air and Heat
The Lake Escape Townhouse @ The Woods Resort
Indoor pool, outdoor pool

The Lake Escape Townhouse @ The Woods Resort

The Lake Escape Townhouse @ The Woods Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Clean, quiet and a nice breakfast. A great find!"
Bethany 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA

Frequently asked questions

What is Winchester like for a resort vacation?
Longing for a relaxing escape? Indulge in all the comforts and luxuries of a resort, where you can find everything you want for your vacation from tasty dining options to entertainment and shopping. Browse the resorts in the area and discover the right one for you, whether you picture yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's the best resort for my stay in Winchester?
Our highest-rated resorts near Winchester: Lansdowne Resort and Spa - Family-friendly resort. 37.6 mi (60.5 km) from Winchester. Features a golf course, a seasonal outdoor pool, and 3 outdoor tennis courts. Salamander Resort And Spa - Luxury resort. 26.9 mi (43.3 km) from Winchester. Has 2 restaurants, a full-service spa, and a seasonal outdoor pool. Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit! - 38.9 mi (62.6 km) from Winchester. Enjoy the water park, a car charging station, and garden. GolfView Chalet at the Woods Resort, Central Air and Heat - Family-friendly resort. 26.3 mi (42.3 km) from Winchester. Access to a hot tub.
What can I do in Winchester?
Travelers come to Winchester to visit its historic sites and other landmarks, and love its popular activities such as shopping. Head to Apple Blossom Mall and Apple Valley Square Shopping Center for some retail therapy, or take the whole family to Shenandoah Valley Discovery Museum and Nalls Farm Market. Additional attractions in the area include Bright Box Theater and Winchester Little Theater.
What's the weather like in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's the best way to get to and around Winchester?
Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away from the heart of the city. Otherwise, you can search for flights to Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to explore around the area, you may want a rental car for your journey.