Some info has been automatically translated. Show original language

Hotels in Winchester

Find and book unique hotels on Airbnb

Quick stats about hotels in Winchester

  • Total vacation rentals

    Explore 20 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at G$12,555 GYD per night before taxes and fees

  • Verified guest reviews

    Over 110 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

    20 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

Top-rated hotels in Winchester

Guests agree: these hotels are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Superhost
Hotel room in Chambersburg
4.67 out of 5 average rating, 9 reviews

A Great Stay in Chambersburg with beautiful rooms!

You’ll love the stylish decor of this charming place to stay. Inviting hotel off I-81 close to historic Gettysburg Our welcoming Baymont by Wyndham Chambersburg hotel is situated in the Cumberland Valley, just 15 miles from the Pennsylvania-Maryland border. We’re located off I-81 at exit 14 and Wayne Ave., 25 miles west of historic Gettysburg and close to many restaurants and Amish farm markets. Lots of great local attractions too! Please contact the hotel for information on extended stay rates.

Superhost
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
4.82 out of 5 average rating, 28 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
Hotel room in Harrisonburg
5 out of 5 average rating, 3 reviews

The Ridge 09 JMU /Business Travel - King

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
4.77 out of 5 average rating, 60 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.

Superhost
Hotel room in Woodbridge
4.7 out of 5 average rating, 10 reviews

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.

Superhost
An indoor heated pool is shown alongside a spa area with a hot tub. Lounge chairs are arranged around the pool, and large windows provide natural light and views of the outdoors. The relaxing atmosphere is enhanced by warm tones and modern finishes.
Hotel room in Rockville
4.55 out of 5 average rating, 20 reviews

Near Rockville's Tech Corridor + Gym. Pool. Dining

Check in, drop your bags, and explore Rio Lakefront or grab dinner near the water. At Hilton Garden Inn Rockville-Gaithersburg, you’re minutes from Rockville’s Tech Corridor, local trails, and Shady Grove Metro—but still tucked into a quiet spot with a pool, gym, and on-site bar. Fast Wi-Fi, and comfy rooms make it easy to unwind, whether you're visiting campus, exploring D.C., or working in the heart of Montgomery County’s innovation hub.

Hotel room in Woodbridge
4.75 out of 5 average rating, 28 reviews

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.

A spacious suite is highlighted by a comfortable queen bed dressed in crisp white linens. A large flat-screen TV is positioned opposite the bed, alongside a wooden dresser and a desk. Natural light fills the room through two large windows, showcasing green views outside.
Hotel room in Gaithersburg
4.66 out of 5 average rating, 74 reviews

Queen Studio w/ Kitchen + Free Breakfast & Pool

Welcome to Residence Inn by Marriott Gaithersburg Washingtonian Center, your extended-stay home in the heart of one of Gaithersburg’s most vibrant neighborhoods. Wake up to free hot breakfast daily, relax by the seasonal outdoor pool, and explore Rio Lakefront just steps away. Whether you're here for work or play, our spacious suites with full kitchens and thoughtful amenities are designed to make every stay effortless.

Superhost
Hotel room in Herndon
4.72 out of 5 average rating, 214 reviews

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.

Superhost
A spacious bedroom features wood paneling and a stylish accent wall with intricate patterns. The large bed, adorned with soft linens, is positioned centrally. A comfortable chair sits nearby, and a modern ceiling fan adds airflow, while a glass and tile shower can be glimpsed through the open bathroom door.
Hotel room in Seneca Rocks
4.83 out of 5 average rating, 134 reviews

Seneca Pines Lodge - King Suite

Welcome to your retreat at Seneca Pines Lodge! Our newly renovated king bedroom features a luxurious Dreamcloud mattress, a 55” Roku TV, and a convenient kitchenette. Unwind in the large glass and tile shower and stay connected with free WiFi. Located just 5 minutes from the Seneca Rocks trailhead, our lodge is perfect for adventurers. Plus, we’re pet-friendly. Book now for a relaxing and memorable stay!

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 Tysons Corner
4.82 out of 5 average rating, 244 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
The entrance features a wooden door with a detailed carved design, framed by rustic wooden logs. A 'Welcome' sign is mounted alongside the door, displaying the cabin's address. A small directional sign indicates 'Left,' guiding guests toward their destination.
Hotel room in McHenry
4.88 out of 5 average rating, 8 reviews

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

What guests love about these units is having a large, two bathroom 768 SF unit on two floors with a kitchenette, a living room sitting area with it’s own flat screen TV over the cozy fireplace. Note, you may hear your neighbors next door when in a duplex cabin. The loft in this cabin features a queen bed, bunk bed and a full bathroom. Also has a sleeper sofa.

Popular amenities for Winchester hotels

  1. Airbnb
  2. United States
  3. Virginia
  4. Winchester
  5. Hotel rooms