Hotels in Winchester

Find and book unique hotels on Airbnb

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
5 out of 5 average rating, 3 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.

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
4.88 out of 5 average rating, 24 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!

Guest favourite
Hotel room in Harrisonburg
5 out of 5 average rating, 6 reviews

The Ridge 06 JMU/Business Travel - Queen

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.

Superhost
Hotel room in Woodbridge
5 out of 5 average rating, 9 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
A lounge area is presented with multiple seating arrangements, including tables and chairs. A bar is visible in the background, stocked with various beverages. Natural light filters through sheer curtains, creating a bright and open atmosphere.
Hotel room in Rockville
4.74 out of 5 average rating, 35 reviews

Close to Rio Lakefront + Gym. Pool. Restaurant.

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
4.65 out of 5 average rating, 20 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
4.7 out of 5 average rating, 66 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
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, 224 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.

Superhost
Hotel room in Frostburg
5 out of 5 average rating, 4 reviews

Historic Hotel Gunter - Room 311

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.

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
4.71 out of 5 average rating, 28 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.

Guest favourite
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, 8 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
4.81 out of 5 average rating, 137 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 holiday rentals

    Explore 20 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 110 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

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