
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!

Meeting House | Double Full
Welcome to Meeting House, a distinctive hotel in the little city of Falls Church, Virginia . As a family-owned establishment, we offer personalized service to ensure you will feel right at home throughout your visit. We take pride in offering boutique accommodations, like rental bikes, environmentally friendly toiletries, well-appointed private meeting rooms, and Illy coffee and a house made pastry each morning from Godfrey's, our elegant bakery café. We're excited to have you as our guest!

The Ridge 03 Visit Harrisonburg-King 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.

Rio Lakefront Close | On-Site Dining + Fitness
Enjoy a peaceful stay at Sheraton Rockville Hotel, ideally located near Bethesda and Washington, DC. Whether you're here for business or leisure, you'll appreciate spacious rooms, a fitness center, and on-site dining. Explore nearby attractions like Rio Lakefront, Waverly Street Gallery, and Downtown Rockville. With easy access to major highways and cultural landmarks, it's the perfect base for relaxing getaways or productive trips. Smoke-free and pet-friendly for added comfort.

Near Potomac Mills | Indoor Pool + 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 TSA Headquarters + Breakfast. Kitchen. Pool.
TownePlace Suites Springfield makes exploring DC easy with spacious suites featuring full kitchens, free WiFi, and smart workspaces. Located near Franconia Metro and I-95, you’re minutes from Washington DC, Old Town Alexandria, and Arlington. Guests enjoy free daily breakfast, a seasonal outdoor pool, fitness center, and on-site parking. Pet-friendly suites welcome furry companions, making it a great choice for families, business travelers, and extended stays alike.

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.

Fully-furnished Suite with Kitchen, Pet-friendly!
We invite you to stay in our warm and inviting accommodation just outside of Washington, D.C. Explore all that the area has to offer by visiting nearby attractions including dining options and shopping spots among beautiful parks and recreational areas. With easy access to transportation hubs near us - your trip will be unforgettable when you book now!

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.

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

Ballston Metro Access + Indoor Pool & Pet-Friendly

Seneca Pines Lodge - King Suite

Upscale Extended Stay Suite w/ Free Hot Breakfast

Your Relaxing Getaway Awaits! 2 Pools, Parking!

C50L - King, Queen, Bunkbed, Loft, Dog Friendly

C49R - King Bed, Duplex

C45R - King Bed, Duplex, Pet Friendly

Wayside Inn (Room #20) Rutherford Stateroom
Hotels with a pool

Scenic Stay | Sightseeing. Free Breakfast!

Luxury 2 Bed & 2 Bath Unit with Full Amenities

Near Springfield Town Center + Breakfast & Kitchen

Serene Hideaway Perfect for a Relaxing Countryside

House shuttle zips you to/from the airport gratis

Suite In Manassas

Massanutten Resort

Getaway in Virginia for 6!
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 12 Travel JMU Harrisonburg - Queen Bed

The Ridge 08 - Explore Harrisonburg/JMU

The Ridge 07 JMU Queen Bed

Tysons Corner Suites

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

Total vacation rentals
Explore 20 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at $166 CAD per night before taxes and fees

Verified guest reviews
Over 100 verified reviews to help you choose

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Winchester vacation 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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- Hotel rooms Virginia
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- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Cunningham Falls State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Whitetail Resort
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- Jiffy Lube Live
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- Skyline Caverns
- Museum of the Shenandoah Valley
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- Hollywood Casino At Charles Town Races
- Old Town Winchester Walking Mall




