
Hotels in Winchester
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Top-rated hotels in Winchester
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The Knolls Town & Country Room 9
This vintage motel has been updated to provide charming efficiency rooms. Each room has a kitchenette, private bath, 55” smart tv, & Wi-Fi. The Knolls is located steps from the VA, minutes from Martinsburg & Charles Town, & close to Charles Town Casino as well as many other local attractions. Parking is directly in front of your door. Each room is equipped with a smart lock on the door. Room #9 is comfortably designed with luxury linens, memory foam mattress, and so much more. Come stay with us!

Look No Further! Free Breakfast, Pets Allowed
See a vacation through the eyes of one of our visitors! The National Firearms Museum and Fair Oaks Park are just a few of the city's many cultural attractions. Learn the true meaning of travel and how much fun you can have by staying at this first-rate hotel. The location of the property puts public parks and shopping malls within easy walking distance. It offers a variety of recreational activities, including golf and wine tasting. By living here, you experience the wonders of this amazing city

The Ridge 12 Travel JMU Harrisonburg - Queen Bed
Centrally located in the heart of the Friendly City, this stylish rental is minutes from the lively downtown of Harrisonburg. Perfect for a weekend of exploring the Valley or visiting JMU, it provides comfortable, clean, and newly remodeled rooms. Rooms are located in a central building that includes shared hallway, laundry, common area with microwave, coffee station (supplies included) and outdoor seating area with fire ring. Downtown sport delicious cuisine for your enjoyment.

Boutique Motel in Fairfield
Kick back and relax, Stay a little longer at Fairfield Extended Stay. These rooms are designed with the furnishings of a well-appointed home, featuring mini fridge and microwave, full baths, and a comfortable living area. Our extended stay motel near Fairfield, PA is ideal for corporate relocation, extended work engagements, vacationing in Gettysburg and other short or long term lodging needs. this calm, stylish space.

Door-to-door shuttle service to/from Dulles
Hyatt Regency Dulles features 316 spacious rooms and suites designed for you to relax and stay productive. Our fresh, contemporary style blends perfectly with our premium travel amenities, including plush beds, 55" HDTV, Pharmacopia bath amenities, free Wi-Fi and oversize work desk. Upgrade to one of our suites and enjoy extra perks like separate bedroom and living areas, conference table, second TV and beautiful views.

Close to Quantico Marine Corps Base
A quite, secure setting just outside the Marine Corp Base Quantico and the Marine Corp National Museum. Only 35 miles to Washington DC and close to historic Fredericksburg VA. This one bedroom unit has a fully equipped kitchen and flat screen TVs in the living room and the bedroom. Pets (dogs only) are allowed with a fee. Please contact host for details on pet policies and fees.

Deluxe King | Wingate Chantilly | Free Breakfast
Located near Washington Dulles International Airport, Wingate by Wyndham Chantilly offers modern comfort and is close to top attractions, including the Steven F. Udvar-Hazy Center. This deluxe king room features upgraded touches for a relaxing stay. Guests can start their mornings with a hearty complimentary breakfast before catching their flight or exploring nearby sites.

Historic Hotel Gunter - Room 308
Step into the timeless elegance of the Hotel Gunter, the iconic five-story landmark that has graced Downtown Frostburg since 1897. Adorned with classic balconies, it remains a beloved gathering place. Nestled in the heart of the town, our historic hotel offers modern comfort alongside effortless access to the finest local shops and restaurants.

Getaway in Virginia for 8!
Welcome to Massanutten Resort in Shenandoah Valley! This is the perfect family getaway with an endless amount of attractions for everyone! This property includes numerous on-site dining locations, a day spa, indoor/outdoor waterpark, golf courses, zip-lining and so much more. It’s the ideal location for relaxation as well as exhilarating fun.

Wayside Inn (Room #18 ) Shenandoah Guest
Room 18 - The Shenandoah Guest Room has a queen bed and a bath with a shower only (no tub). The Shenandoah Guest Room is in the South wing on the 1st floor. This guest room was named for the Shenandoah Valley. The history of Wayside Inn is very important to the Shenandoah Valley. Check-in begins at 3 pm, check-out time is at 11 am.

The Hermitage Inn Full 1 Bed
Experience the charm of history while enjoying modern comforts in our beautifully restored historical suite located in the heart of Grant County. Includes a cozy full-size bed with premium linens for a restful night's sleep. Equipped with essential appliances and dining essentials for a home-away-from-home experience.

Easy access to DC & just 10 mins from the airport
The Aloft Guestroom at Aloft Dulles Airport North features a stylish 285 sq ft (26 sqm) layout equipped with a mini fridge and coffee/tea maker. Enjoy Aloft’s contemporary design, plus wireless internet access (for a fee), making this room a comfortable and convenient choice for any traveler.
Popular amenities for Winchester hotels
Family-friendly hotels

Suite (2 Full Beds)

Enjoy a Homely Ambience! Pets Allowed, Breakfast

Historic Hotel Gunter - Room 309

Double (2 Full Beds)

Spacious Room Short Drive to EagleBank Arena

Historic Hotel Gunter - Room 314

Relax and Recharge! Pets Allowed, Free Breakfast

2 Units | Central Winchester Stay | Near Old Town
Hotels with a pool

King Room l George Washington l Double Vanity

Woodstone Massanutten 4 Bedrooms

George Washington l King Room l Historic Hotel

Winchester Stay | 2 Units | Downtown Location

Wingate Chantilly | King Bed | Near Dulles

Suite In Manassas

George Washington l King Bed l Vanity for Two

2 Double Beds l George Washington l Near Trails
Hotels with a patio

The Ridge 01 Explore Shenandoah-JMU-Queen bed

The Ridge 11 Travel JMU Harrisonburg- Queen bed

The Ridge 06 JMU/Business Travel - Queen

The Ridge 08 JMU/Business travel -Queen Bed

The Ridge 03 Visit Harrisonburg-King bed

The Ridge 07 JMU Queen Bed

The Ridge 05 Explore JMU - Queen Bed

The Ridge 10 Visit Harrisonburg JMU -King Bed
Quick stats about hotels in Winchester

Total holiday rentals
Explore 30 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 100 verified reviews to help you choose

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.7 Average rating
Winchester stays receive an average rating of 4.7 out of 5 from guests
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