Hotels in Winchester

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Top-rated hotels in Winchester

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Guest favourite
A cozy room features a spacious bed with plush pillows and soft linens. A comfortable chair is positioned nearby, with art pieces adorning the walls. Natural light filters through sheer curtains, and an air conditioning unit is visible beside the window.
Hotel room in Martinsburg
4.87 out of 5 average rating, 23 reviews

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!

Superhost
A spacious guest room is furnished with two comfortable beds, each topped with white linens and a light brown throw blanket. Two decorative paintings adorn the wall above the beds, and natural light fills the room through a nearby window.
Hotel room in Falls Church
4.83 out of 5 average rating, 30 reviews

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!

Superhost
A light-filled bedroom features a spacious bed dressed in white bedding. Two matching pillows rest at the head of the bed. A small desk with a lamp is positioned nearby, adding functionality to the calming space.
Hotel room in Harrisonburg
5 out of 5 average rating, 4 reviews

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.

Hotel room in King Farm
5 out of 5 average rating, 5 reviews

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.

Superhost
Hotel room in Potomac Mills
5 out of 5 average rating, 3 reviews

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.

Superhost
Hotel room in Springfield
4.8 out of 5 average rating, 20 reviews

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.

Superhost
The hotel exterior is illuminated against a dusky blue sky, showcasing a modern, multi-story building. The entrance features large glass doors, with subtle lighting highlighting the building's name. Flags are positioned on either side, and a well-maintained parking area is visible.
Hotel room in Vienna
4.84 out of 5 average rating, 171 reviews

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.

A spacious studio suite is shown, featuring a queen bed with crisp white linens. A cozy seating area includes a grey sofa and a round table. Large windows allow natural light to fill the room, complemented by a modern flat-screen TV mounted on the wall.
Hotel room in Falls Church
4.6 out of 5 average rating, 168 reviews

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!

Superhost
Hotel room in Frostburg
5 out of 5 average rating, 3 reviews

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.

Guest favourite
The guest room features a queen bed with a carved wooden headboard, complemented by antique furnishings. A small television is positioned on a wooden stand. Natural light enters through a window adorned with floral curtains, enhancing the warm wooden flooring and decorative wall trim.
Hotel room in Middletown
4.73 out of 5 average rating, 26 reviews

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.

A cozy guest room features a full-size bed with white linens, situated beneath a softly glowing ceiling light. A tall dresser stands adjacent to the bed, and a mirror reflects part of the room. A small wastebasket is placed in the corner along with a door leading to the bathroom.
Hotel room in Petersburgh
5 out of 5 average rating, 6 reviews

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.

Superhost
Hotel room in Ashburn
4.83 out of 5 average rating, 127 reviews

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

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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