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Hotels in Winchester

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Top-rated hotels in Winchester

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Guest favorite
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
4.9 out of 5 average rating, 21 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!

Top guest favorite
The bright room features a spacious bed dressed in white linens, complemented by a rich red throw. A sitting area with a cozy armchair and side table is present, alongside a window that allows natural light to fill the space.
Hotel room in Capon Bridge
4.99 out of 5 average rating, 225 reviews

Paw Paw Suite ~ 1 of 5 Unique Stays at Basswood

For those seeking to step away from the bustle of the city and slow down in a friendly, charming town. Basswood is a historic home that has been lovingly remodeled to include five private suites each with their own unique style. The Paw Paw Suite is an inviting space with a queen size bed, double shower bathroom, and kitchenette. Located in the heart of Capon Bridge, you'll find it easy to walk to everything. For a relaxing stay in a friendly, artsy community, this is a great place to enjoy.

The historic brick building is characterized by blue accents and a covered porch with decorative railings. A sign indicating the tourist information center is visible, alongside a parked horse-drawn buggy. Lush greenery and a pathway are also present, enhancing the street view.
Hotel room in Dayton
4.58 out of 5 average rating, 238 reviews

Herring Suite, in the historic Inn at Thomas House

The Herring Suite is a 2nd floor, private queen bedroom with en suite bath, in the Inn at Thomas House, in Historic Dayton, VA This is the main bedroom in the Inn, named for the original owners, Alexander and Abigail Herring, who built the Thomas House in 1818. Guests enter the Inn from Main street, a quiet street, lined with quaint shops, where its common to see horse-drawn buggies traveling by. The Thomas House restaurant, is on-site, and open Tuesday - Saturday for breakfast and lunch.

Superhost
Hotel room in Harrisonburg
5 out of 5 average rating, 5 reviews

The Ridge 06 JMU Football - 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.

The guest room features a double bed with a textured white quilt, accompanied by a wooden nightstand and a lamp. An ornate wooden dresser and a vintage armchair are positioned for comfort. Natural light enters from a window, enhancing the warm tones of the wooden floor.
Hotel room in Middletown
4.71 out of 5 average rating, 49 reviews

Wayside Inn (Room # 19) Massanutten Guest Room

Room 19 ~ The Massanutten Guest Room has a double bed and a full bath with a standard tub. This origin of the name for this room has a couple of versions. One is that it was named by the local Native Americans. "Massa" which means ground and "Nutten" means potato. Another version is that the Native Americans named it the Great Lookout Mountain. This room is one of three rooms on the first floor in the south wing. Check-in time begins at 3 pm, check-out time is at 11 am.

Guest favorite
A spacious bedroom features a large bed with crisp white linens and a wooden headboard. Nightstands with lamps are positioned on either side, and a dresser is visible to the left. A door leads to the hallway, and artwork hangs above the bed.
Hotel room in Harrisonburg
4.98 out of 5 average rating, 45 reviews

Joshua Wilton House - Room 1: The Study

This stunning Victorian bedroom overlooks our private patio and garden. Tall ceilings, exposed brick, and red walls give this spacious room a warm, cozy feel. Enjoy the king-sized bed, antique writing desk, and browse our book collection at your leisure. The bathroom features a shower/bathtub combination, one of only two bathtubs in the home. This is one of the largest out of our five rooms, so if you're looking for room to stretch out, look no further!

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
4.83 out of 5 average rating, 137 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.

Guest favorite
A tranquil landscape showcases a charming home surrounded by manicured greenery. Nearby, a rustic red shed is positioned next to a small wooden dock extending into a calm water area, creating a serene setting among the lush flora.
Hotel room in Harrisonburg
5 out of 5 average rating, 12 reviews

Mountain Laurel Studio

The Mountain Laurel Studio of Spring Water Cottage This Suite which provides a cozy sitting room includes a wet bar, electric fireplace, Roku TV, basic cable, small fridge/freezer combo, microwave, glassware and utensils. French doors from the bedroom lead to your private balcony. The bathroom features a large shower “room” equipped with multiple jets, a rain shower and a wand.

Top guest favorite
A pair of glass double doors is framed by a wooden overhang, leading to an outdoor seating area. A small wooden table and two foldable chairs are placed on a patio surface. Lush greenery is visible beside the entry, enhancing the welcoming entrance.
Casa particular in Harpers Ferry
4.98 out of 5 average rating, 47 reviews

Charming Mountain Apartment

Kick back and relax in this calm, stylish space; nested in a peaceful mountain community. Located 4.7 miles from downtown Harpers Ferry. The area has a lot to offer in every season: hiking in the Appalachian trail, snow tubing, breweries and wineries, kayaking/tubing and fishing. Come and enjoy breathtaking sunsets and lots of wildlife with us!

Superhost
The spacious living room features comfortable seating arranged around a central coffee table, with a modern television mounted on a wooden unit. Natural light fills the space through large sliding doors that open to an outdoor patio area furnished for relaxation.
Hotel room in Martinsburg
4.88 out of 5 average rating, 68 reviews

The Peaceful Suite

This private Suite is perfect for the seasoned traveler. The Suite Dreams on Water has all the amenities you need for a short or extended stay in Martinsburg. Lots of luxury touches await your stay in this space that shares only the living room, dining room, kitchen, gym, office, and laundry. Your suite has its own private bathroom.

Superhost
A panoramic view showcases a blend of historic and modern architecture, including a church steeple in the foreground. Lush greenery surrounds the area, with rooftops of neighboring homes visible along the street. The expansive sky features soft clouds, creating a peaceful atmosphere.
Hotel room in Chambersburg

The One at 351, Bedroom 3

When friends and family ask where you’re staying- tell them “The One at 351!” Situated between the historic district and the square, we are centrally located for all of your Chambersburg travels. We offer a clean, comfortable, and budget-friendly accommodation facing the beautiful Corpus Christi Church.

Superhost
Hotel room in Ashburn
4.81 out of 5 average rating, 77 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 30 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at € 61 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

  • Wi-Fi availability

    30 of Winchester vacation rentals include wi-fi 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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