A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester 2 Star Hotels

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Oct 18 - Oct 19
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Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Winchester 2-star hotels

A reception desk with a 'Quality by Choice Hotels' sign, a potted plant, and a door to the right.
A modern living room with a grey sofa, green armchairs, and a black office chair. There are two lamps, a flat-screen TV, and a small table. The room has a wooden floor and a grey rug.
A modern kitchen with a self-service breakfast bar, a coffee machine, and a refrigerator.
A gym with treadmills, an elliptical, dumbbells, and a bench.

1. Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town
Harpers Ferry
United States
Bethany
$90 nightly
$101 total
Oct 28 - Oct 29
Total with taxes and fees
Quality Inn Harpers Ferry - Charles Town
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.
A spacious indoor area with a long table and chairs, a statue, and a large window.
A hotel room with a sofa, a desk, a TV, a dresser, and a bed.
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.

2. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
United States
john
$71 nightly
$78 total
Oct 25 - Oct 26
Total with taxes and fees
Travelodge by Wyndham Winchester
A building with a stone facade, a dining area, and a craft shop.
A bedroom with a large bed, two bedside tables, a desk, and a chair. There are two windows with curtains, and the room has wooden walls and ceiling.
A cozy interior with a stone fireplace, wooden furniture, and large windows offering a view of the outdoors.
An outdoor seating area with tables and chairs, overlooking a sunset view.

3. Skyland

Skyland
Luray
United States
Sharon
$198 nightly
$228 total
Nov 4 - Nov 5
Total with taxes and fees
Skyland
A modern hotel lobby with seating areas, a reception desk, and a 'Welcome' sign.
Exterior
Pool
A gym with stationary bikes, a rowing machine, and a variety of exercise balls.

4. Hampton Inn Martinsburg

Hampton Inn Martinsburg
Martinsburg
United States
Matthew
$101 nightly
$115 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn Martinsburg
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

5. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
DARLA
$79 nightly
$88 total
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A modern lounge area with seating, a TV, and a children's play area.
A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

6. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Christopher
$84 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel room with a television, desk, chair, sofa, and kitchenette.
Lobby
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

7. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Lisa
$100 nightly
$112 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn & Suites Winchester
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.
A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.
A hotel with a green roof, a covered entrance, and a sign that reads "RAMADA".
A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.

8. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Susan
$76 nightly
$84 total
Nov 1 - Nov 2
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant with booths and tables, large windows with sheer curtains, and chandeliers.
A hotel reception area with a stone-textured counter, a sign reading "Quality by Choice Hotels," and a modern interior design.
A modern hotel lobby with a reception desk, a seating area, and artwork on the walls.
A modern living room with a sofa, armchair, coffee table, and a wall-mounted art piece.

9. Quality Inn Luray

Quality Inn Luray
Luray
United States
Joseph
$64 nightly
$74 total
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Luray
A hotel room with a large bed, a desk with a TV, a chair, a desk lamp, and a window with curtains.
A hotel lobby with seating areas, a reception desk, and a large window.
A hotel room with a kitchenette, a dining area, a large wooden wardrobe, and a bathroom with a sink and mirror.
A pool area with lounge chairs and a sign indicating no diving.

10. Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
Leesburg
United States
Zoila
$95 nightly
$109 total
Oct 25 - Oct 26
Total with taxes and fees
Best Western Leesburg Hotel & Conference Center
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.
A fitness center with a water dispenser, seating area, and exercise machines.
A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

11. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Kailyn
$89 nightly
$99 total
Nov 11 - Nov 12
Total with taxes and fees
TRU By Hilton Winchester
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.
A large conference room with a patterned carpet, recessed ceiling lights, and artwork on the walls.
Room

12. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Grace
$122 nightly
$135 total
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn Front Royal
A hotel lobby with a reception desk, seating area, and a fireplace.
A hotel room with a red carpet, two white armchairs, a black sofa, a flat-screen TV, and two windows with blinds.
A hotel room with two beds, a large window with curtains, an air conditioning unit, a nightstand with a phone and clock, and a wall with a waterfall painting.
A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

13. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Hyo Jun
$63 nightly
$70 total
Nov 4 - Nov 5
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A hotel room with two beds, a blue armchair, a nightstand with a lamp, and a wall-mounted painting.
A seating area with two chairs and a lamp, a sign indicating continental breakfast hours, and a door with a small window.
A seating area with two blue leather chairs and a beverage vending machine.
A hotel with a registration sign, a parking lot, and a tree in front.

14. Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
Winchester
United States
Allyn
$63 nightly
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Days Inn by Wyndham Winchester
A hotel room with a bed, a desk, a chair, a desk lamp, a flat-screen TV, a bathroom with a sink and mirror, and a patterned carpet.
A long, narrow hotel corridor with patterned carpet, a closed elevator, and a door at the end.
A hotel with a central entrance, multiple floors, and a sign indicating it is a Quality Inn & Suites.
A spacious hallway with two blue armchairs and a small table, leading to a reception area with a counter and a view of the outside.

15. Quality Inn Shepherdstown

Quality Inn Shepherdstown
Shepherdstown
United States
Jeff
$93 nightly
$104 total
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Shepherdstown
A hotel room with two beds, a TV, a desk, and a dresser.
A motel with a swimming pool, outdoor seating, and a road in the background.
A modern room with a wooden dresser, a mirror, a desk with a lamp, and a dining table.
A room with a wooden floor, white walls, a wooden door, a table with chairs, a desk with a chair, a TV mounted on the wall, and a coat hanger in the closet.

16. Hillside

Hillside
Luray
United States
Deanna
$123 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
Hillside
A multi-level interior with wooden staircases, a flat-screen TV, a fireplace, and a seating area with a coffee table.
A modern living room with a fireplace, leather chairs, a glass coffee table, and a flat-screen TV mounted on the wall.
A hotel room with a flat-screen TV mounted on the wall, a microwave, a coffee maker, a lamp, and a desk with a chair.
A hotel reception desk with a sign for guest courtesy telephone, a framed picture on the wall, and a counter with various items.

17. Quality Inn & Suites

Quality Inn & Suites
Kearneysville
United States
Elena
$55 nightly
$62 total
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn & Suites
A hotel room with a large bathtub, a bed with a blue and white patterned blanket, a desk with a television, and a window with curtains.
A bar area with wooden chairs, a television mounted on the wall, and a variety of bottles on shelves.
A swimming pool with lounge chairs and a fenced area, surrounded by buildings and a forested hill.
A multi-story hotel with a stone facade, a covered parking area, and a car in the background.

18. SureStay Plus Hotel by Best Western Berkeley Springs

SureStay Plus Hotel by Best Western Berkeley Springs
Berkeley Springs
United States
Jane
$105 nightly
$118 total
Oct 19 - Oct 20
Total with taxes and fees
SureStay Plus Hotel by Best Western Berkeley Springs
A hotel reception desk with a modern design, a sign for Holiday Inn Express, and two floor lamps.
A hotel room with a large bed, a desk with a television, a chair, a small table, and a lamp.
A dining area with booths and tables, large windows, and ceiling lights.
A coffee station with two coffee machines and a variety of coffee pods and cups.

19. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock
United States
Peggy
$94 nightly
$106 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.
An indoor swimming pool with clear signage, a lifeguard duty sign, and a pool lift.
A Sleep Inn hotel with a stone facade, multiple balconies, and a parking lot with several cars.
A living room with a brown sofa, two armchairs, a coffee table, and two lamps. There are two windows with blinds, and a wall with a leaf pattern.

20. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
Winchester
United States
Connor
$77 nightly
$85 total
Nov 8 - Nov 9
Total with taxes and fees
Sleep Inn & Suites Winchester near University
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East Winchester VA
$103 nightly
$114 total
Oct 19 - Oct 20
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA
$130 nightly
$148 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

150 Wingate Dr Winchester VA
$78 nightly
$88 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (1,008 reviews)
Spark by Hilton Winchester
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theater.

See all hotels in Winchester
A white neoclassical building with columns, an American flag, and a clock tower.

Top Winchester Hotel Reviews

Skyland

Skyland

10/10 Excellent
"Location was perfect for Shenandoah hikes we planned. Staff was friendly and made our stay that much more enjoyable!"
Barbara 4-night trip
Posted 1 day ago
Skyland
Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

8/10 Good
"The staff was incredibly friendly, and it was a very convenient location to where we were going. The one bedspread had stains on it and the bathroom tub could be been a cleaner."
Kelly 2-night trip
Posted 3 days ago
Days Inn by Wyndham Winchester

Price trends for properties with 2 Stars in Winchester

Less expensive
More expensive
Next month
February
October
$83
Month
Price
January
$81
February
$76
March
$80
April
$89
May
$86
June
$90
July
$95
August
$93
September
$95
October
$100
November
$83
December
$83
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed properties with 2 stars in Winchester. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Winchester

When you've got to get away to a new or favorite destination without breaking the bank, Winchester awaits with top 2 Star hotels and a change of scenery. Find a new favorite bookstore or park nearby and watch the world around you, or stay on your feet visiting top attractions that draw several of devoted visitors to Winchester. You're about to find out why both locals and travelers love this place.

The Right Accommodation at the Right Price

2 Star hotels are in high demand in Winchester. You'll find the best deals right here, so book early and save on a great getaway. Thanks to several convenient locations and comfortable amenities, you'll find accommodation that's just right for you. Be one of the first travelers to post a review and share your experience. So, savor the comfort of a well-kept room and attentive hospitality. When you book with Expedia, you can stay all over the world, and the jet-setting starts in Winchester.

Reserve Your Two-Star Accommodation Today

Book your stay in this popular place today -- Winchester is a destination on the rise. It's no secret that Winchester is a great place to stay, so get the best deals while they're still available, and get to know exactly what everyone loves about Winchester. Your home away from home is waiting. Book the best deals on 2-star hotels and 2 Star hotels in Winchester now.

Frequently asked questions

How much does it cost to stay in a 2-star hotel in Winchester?
Travelers can find great deals on Winchester 2-star hotels from $62 with Expedia – but remember that prices vary throughout the year. Factors like demand and location can affect hotel prices, and it's often more expensive to stay in Winchester hotels during weekends, holidays and high season. Try searching for 2-star Winchester hotels during midweek to track down the best deals.
Are there 2-star Winchester hotels that offer free breakfast?
In Winchester, the Comfort Inn & Suites is an excellent choice for travelers looking for a welcoming and comfortable stay, boasting an impressive customer review rating of 9.4 out of 10. This hotel not only offers a complimentary breakfast to start your day off right but also provides a self-serve breakfast option on weekends, ensuring you have the flexibility to enjoy your meal at your own pace.Another stellar option is the SpringHill Suites by Marriott Winchester, which also shines with a 9.4 rating. Guests rave about the extensive continental breakfast that is included, making it a convenient choice for families or anyone eager to fuel up before exploring the area.La Quinta Inn & Suites by Wyndham Winchester is another fantastic pick, rated at 9.2. This hotel features a buffet breakfast that is free on weekends, superb for families looking to enjoy a leisurely meal together before setting off on their adventures.
What 2-star hotels in Winchester have free parking?
In Winchester, the Comfort Inn & Suites is a delightful two-star hotel that has a inviting space, earning an impressive customer review rating of 9.4 out of 10. This hotel not only provides free self-parking but also accessible parking options, ensuring convenience for all guests. It's an excellent choice for families and travelers who appreciate attentive service and an easy experience.Another fantastic option is the SpringHill Suites by Marriott Winchester, which also boasts a stellar review score of 9.4. Guests can enjoy complimentary self-parking as well as free parking for RVs, buses, and trucks, making it a versatile choice for families on the go or those traveling with larger vehicles.Lastly, the La Quinta Inn & Suites by Wyndham Winchester offers free self-parking and is well-rated at 9.2. With accessible parking and off-street parking options available, this hotel caters to the needs of all types of travelers, ensuring that your stay is as comfortable and effortless as possible.
Are there family-friendly 2-star hotels in Winchester?
In Winchester, the Comfort Inn & Suites is a fantastic choice for families seeking a welcoming environment, boasting an impressive customer review rating of 9.4 out of 10. This hotel features spacious rooms with options like sofa beds and connecting rooms, ensuring everyone has a comfortable space to unwind after a day of adventures. Guests also appreciate the complimentary breakfast available on weekdays, which makes mornings easier for families on the go.Another excellent option is the SpringHill Suites by Marriott Winchester, also rated 9.4. This hotel goes the extra mile with amenities such as a refreshing pool for family fun and free cribs or rollaway beds to cater to your needs. With convenient features like a microwave in each room, families can prepare snacks or quick meals, adding to the overall convenience of your stay.The La Quinta Inn & Suites by Wyndham Winchester is another family-friendly choice, earning a rating of 9.2. It offers similar amenities, including a pool and connecting rooms for bigger family gatherings, along with free weekday breakfast and daily housekeeping services, ensuring a straightforward experience throughout your stay.
Are there any 2-star Winchester hotels with a pool?
In Winchester, the SpringHill Suites by Marriott Winchester is a fantastic choice for travelers seeking a comfortable and family-friendly atmosphere, boasting an impressive customer review rating of 9.4 out of 10. This hotel features an inviting indoor pool, great for relaxing after a day of exploring the area or enjoying a family swim, ensuring that your stay is both enjoyable and stress-free.Another excellent option is the La Quinta Inn & Suites by Wyndham Winchester, which also offers an indoor pool along with thoughtful amenities like a pool hoist, making it accessible for all guests. With a rating of 9.2, this hotel combines comfort with convenience, suiting families looking for top hotels.If you prefer some outdoor fun, the Hampton Inn Winchester N/Conference Center is a delightful option with its seasonal outdoor pool, rated at 9.2. This hotel offers a great blend of relaxation and adventure, allowing families to enjoy the fresh air during warmer months.
Can I find pet-friendly 2-star hotels in Winchester?
In Winchester, the Comfort Inn & Suites is a delightful 2-star hotel that warmly welcomes pets, ensuring a comfortable stay for travelers with furry companions. With an impressive guest rating of 9.4, this hotel offers excellent service and amenities that cater to both families and pet owners alike. The atmosphere here is inviting, making it an ideal base for your adventures in the area.Another great option is the La Quinta Inn & Suites by Wyndham Winchester, where pets are also permitted, adding to the convenience for those traveling with animals. Guests have rated this hotel 9.2, highlighting its commitment to quality service and a welcoming environment. The warm ambiance combined with comfortable accommodations makes it a fantastic choice for families seeking an easy experience.Both hotels provide a range of amenities that ensure you and your pets feel right at home, making your stay in Winchester enjoyable and straightforward.
What is the difference between a 2-star Winchester hotel and a 3-star hotel?
With all the home comforts travelers need, 2-star Winchester hotels make a great base for exploring. These hotels are designed for convenience, and usually have comfy rooms, daily housekeeping services, and a 24-hour front desk. Some also have their own restaurant. For travelers who want to take things up a gear, 3-star Winchester hotels might tick all the boxes. These mid-range hotels often have spacious rooms and extra amenities for a relaxing stay, such as a pool, gym, restaurant or bar.

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