
Hotels in Winchester
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Top-rated hotels in Winchester
Guests agree: these hotels are highly rated for location, cleanliness and more.

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 01 Explore Shenandoah-JMU-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.

Minutes to D.C. | Indoor Pool. Gym. On‑Site Dining
Enjoy a modern, convenient stay at Courtyard Potomac Mills Woodbridge, ideally located just off I-95 and minutes from Potomac Mills Outlet Mall. Perfect for business, weekend getaways, or family trips, the hotel offers newly updated rooms with plush bedding, HDTVs, and workspaces, plus great amenities like an indoor pool, restaurant, and 24-hour fitness center. Only 25 miles south of Washington, D.C., you’ll be close to shopping, dining, and top regional attractions.

Near Potomac Mills Mall + Breakfast. Kitchen. Pool
Stay close to Potomac Mills Mall and just minutes from Quantico at Residence Inn Woodbridge Potomac Mills. Perfect for families, groups, and business travelers, every spacious suite includes a full kitchen, free Wi-Fi, and separate spaces to work and relax. Fuel up with free hot breakfast, swim year-round in the indoor pool, and stay on track with the fitness center. Paid on-site parking and a prime I-95 location make getting around easy.

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.

Near Wolf Trap National Park + Breakfast. Pool.
Spread out, sleep in, and sip free cocktails at this two-room suite stay near Tysons Corner. Wake up to made-to-order breakfast (hello, omelets), hop on the Metro to explore D.C., or chill by the indoor pool after a day of shopping or sightseeing. With on-site parking, and a separate living room in every suite, it’s the perfect mix of hotel perks and homey space—no tiny rooms or shared kitchens here.

Quantico Marine Corp Base Close
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.

Welcome To Tysons Corner Suites
You’ll love sharing photos of this unique place with your friends. Free Daily Breakfast included in your room rates Free Wi-Fi Free Parking Fully Equipped Kitchen 7 min Walk to Metro 5 min walk to Grocery Stores and Restaurants PS: ******Deposit Required upon check-in ******* PS***** Pet are welcome for a fee of $25 per pet per night not to exceed $175 ******

Historic Hotel Gunter - Room 312
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.

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.
Popular amenities for Winchester hotels
Family-friendly hotels

Wayside Inn (Room #11) Tyler Guest Room

Wayside Inn (Room #8) Taylor Guest Room

Inn at Cemetery Hill 2nd FL Super Suite

Wayside Inn (Room #17) Lee Guest Room

Wayside Inn (Room #20) Rutherford Stateroom

Wayside Inn (Room #21) Hite Guest Room

Wayside Inn (Room #15) Bernstein Suite

Wayside Inn (Room #1) Jubal Early State Room
Hotels with a pool

Luxury 2 Bed & 2 Bath Unit with Full Amenities

The Shenandoah Villas at Massanutten Resort - 2BR

Deluxe King | Wingate Chantilly | Free Breakfast

Signature Aloft chill vibe and grab-n-go eats

Serene Hideaway Perfect for a Relaxing Countryside

House shuttle zips you to/from the airport gratis

Suite In Manassas

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

The Ridge 11 Travel JMU Harrisonburg- Queen bed

The Ridge 14 Harrisonburg JMU- Queen Bed

The Ridge 06 JMU/Business Travel - Queen

The Ridge 12 Travel JMU Harrisonburg - Queen Bed

The Ridge 08 Sweet Hearts Getaway!

The Ridge 03 Visit Harrisonburg-King bed

The Ridge 07 JMU Queen Bed

The Ridge 05 Explore Valentine's Day Retreat
Quick stats about hotels in Winchester

Total holiday rentals
Explore 20 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £89 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
20 of Winchester holiday rentals include wifi access

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

4.8 Average rating
Winchester stays are highly rated by guests – averaging 4.8 out of 5!
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- Whitetail Resort
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- Cunningham Falls State Park
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- Museum of the Shenandoah Valley
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