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From94US$ /night
Check-in
25Jan2026Select date
Check-out
26Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

333 Front Royal Pike, Winchester, Virginia, United States, 22602
-
Near Jim Barnett Park
Great
8.7
9.0
/10
3.9
4.2
/5

Amenities

Holiday Inn Winchester Southeast offers over 2,000 square feet of versatile meeting space equipped with multimedia support. The indoor pool provides a space for relaxation at any time of year, while the well-appointed fitness center ensures guests maintain their wellness routine. Kem's Restaurant & Lounge serves freshly prepared American cuisine, inviting guests to unwind and enjoy meals on-site.

Rooms

The hotel features a total of 130 guest rooms, all equipped with high-speed wireless internet access and a 32-inch LCD HDTV. Each room includes a refrigerator and ergonomic workspace, making it suitable for both leisure and business travelers. Families benefit from the Kids Stay and Eat Free program, allowing two children under the age of 11 to eat free with each adult meal.

Location

Located just two miles from Old Town Winchester, the hotel provides easy access to a variety of local attractions. Guests can explore nearby sites such as the Museum of the Shenandoah Valley and Skyline Drive. The property's proximity to major events and recreational activities, including the Shenandoah Valley Wine Trail, adds convenience for visitors.

Wellness

Guests have the option to relax in the hotel's heated indoor pool after a lively day of exploration. The fitness center is well-equipped, providing essential workout options for health-conscious visitors. Both amenities cater to a balanced travel experience, blending leisure with fitness.

Business Services

The business center is available 24 hours, allowing guests to meet work commitments efficiently. Meeting and event planners can benefit from the comprehensive multimedia and audio-visual support available at the hotel. Catering services are also offered, catering to a variety of tastes and dietary needs for onsite functions.

Highlights

Location: two miles from Old Town Winchester

Meeting Space: over 2,000 square feet of meeting space

Dining: Kem's Restaurant & Lounge serving American cuisine

Kids: Kids Stay and Eat Free program available

Wellness: heated indoor pool and fitness center

“What struck me is how well this spot balances function and comfort, particularly for longer stays or family trips near the Shenandoah Valley. The dining experience is a real highlight, surpassing typical hotel fare, while the soundproofed rooms ensure a peaceful rest. With perks like free breakfast for kids and a convenient shuttle, it seems designed to ease travel.”
Hotel logo
James DavidEditor-in-Chief at Cheaphotels
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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
Standard Queen Room Two Queen Beds
2 persons
305 sq. feet 
2 King Size Beds
Heating
Air conditioning
Standard King Room
2 persons
315 sq. feet 
1 King-size bed
Heating
Air conditioning
King Suite
2 persons
510 sq. feet 
1 King-size bed
Heating
Air conditioning
Standard Room
2 persons
305 sq. feet 
2 Double beds
Heating
Air conditioning
Click button to see more rooms
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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking

General

  • No smoking on site
  • Free Wi-Fi
  • Free parking
  • Safe deposit box
  • 24-hour reception
  • Express check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Allergy-free rooms
  • Lift
  • ATM/Cash machine
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Sports & Fitness

  • Fitness centre
  • Hiking
  • Horseback riding
  • Cycling
  • Golf course
  • Fishing

Services

  • Housekeeping
  • Laundry
  • Dry cleaning
  • Shops/Commercial services
  • Welcome drink
  • Happy hour

Dining

  • Restaurant
  • Snack bar
  • Bar/ Lounge area

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Children's menu

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Indoor swimming pool
  • Sun terrace
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries
  • Sink

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
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Dining Onsite

At the Holiday Inn Winchester Southeast-Historic Gateway, dining options offer a delightful mix of American cuisine and local flavors, set against a picturesque backdrop of vineyards and orchards. Perfect for family meals or a relaxing evening, the varied dining experiences invite guests to unwind and indulge.
Holiday Inn Winchester Southeast-Historic Gateway By Ihg Restaurant photo
Holiday Inn Winchester Southeast-Historic Gateway By Ihg Restaurant photo

Kem's Restaurant

American
Ambiance
Family-friendly and cozy, perfect for casual dining.
Key Offerings
Enjoy a hearty breakfast with favorites made to order. Kids ages 11 and under eat free from the main menu, making it ideal for families.
Reservation
No
Open daily from 6:30 AM to 9:30 AM.

James Charles Winery & Vineyard

Local Virginia wines and cocktails
Ambiance
Relaxing outdoor setting, surrounded by beautiful vineyards and apple orchards, ideal for sipping cocktails and enjoying the scenery.
Key Offerings
A full-service bar featuring locally brewed beers and craft cocktails, perfect for unwinding after a day of exploring.
Reservation
No
Hours vary depending on the season; check locally for specific times.

Location

333 Front Royal Pike, Winchester, Virginia, United States, 22602
Map view
333 Front Royal Pike, Winchester, Virginia, United States, 22602
Nearby
Church
Calvary Church of the Brethren
2000 ft
Restaurants
Throx Market
3200 ft
1016 Millwood Ave.
Five Guys
3.1 mi
579 Adams Drive
Hibachi Grill & Supreme Buffet
4400 ft
1080 Millwood Pike
Chick-fil-A
2.9 mi
2230 S Pleasant Valley Rd
Explore Winchester
Local Experiences
Top Attractions
Activities
Dining
Entertainment
Patsy Cline Historic House
Patsy Cline Historic House
10-minute drive
Birthplace of country music legend Patsy Cline, showcasing her life and memorabilia through guided tours.
Shenandoah Valley Civil War Museum
Shenandoah Valley Civil War Museum
35 minutes walking
Exhibits on local Civil War history and artifacts, with engaging insights into the region's past.
Museum of the Shenandoah Valley
Museum of the Shenandoah Valley
40 minutes walking
Art, history, and gardens, this museum features local art and unique exhibits in a sprawling estate.
Apple Blossom Mall
Apple Blossom Mall
10-minute walk
Shopping destination with various stores and eateries, perfect for families needing a retail getaway.
Throx Market
Throx Market
12 minutes walking
Local market featuring fresh produce and artisanal goods, ideal for picking up snacks or unique gifts.
Abrams Creek Wetlands Preserve
10-minute drive
Scenic trails for hiking and birdwatching, offering a tranquil escape into nature, perfect for relaxation.
Winchester Parks and Recreation Activities
20-minute drive
Outdoor sports and community events suitable for all ages, with options for both thrill-seekers and families.
Throx Market
Throx Market
12 minutes walking
Casual eatery offering sandwiches and coffee in a relaxed environment, known for fresh, local ingredients.
Five Guys
Five Guys
15-minute drive
Famous for juicy burgers and hand-cut fries, great for a quick and satisfying meal with a laid-back vibe.
Chipotle Mexican Grill
15-minute drive
Sustainable, fast-casual Mexican dining with customizable burritos, perfect for healthy dining choices.
AMC Apple Blossom 12
15 minutes walking
Local cinema featuring the latest films and comfy seating, perfect for a laid-back evening out.
Ohrstrom-Bryant Theatre
15 minutes walking
Cultural venue hosting live performances and events, offering a unique experience for art enthusiasts.
Getting around town
City Centre
Winchester6 min  ·  2.1 mi
Airports
Hagerstown Regional Airport (HGR)123 min  ·  50.8 mi
Calverton (CTO)125 min  ·  51.5 mi
Bus
Bus stop9 min  ·  2300 ft
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 12 pm
Guest Parking
Public parking is possible on site for free.
Internet
is available in for free.
Breakfast
The hotel offers a full breakfast at the price of US$15 per person per day. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of floors:
5
Number of rooms:
136
Former name
Holiday Inn SE Historic Gateway
FAQs
About Holiday Inn Winchester Southeast-Historic Gateway By Ihg
What is the policy for arriving and departing at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Check-in is at 15:00 and check-out is by 12:00.
Is parking available at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Free public parking is available on-site without a reservation.
What are some breakfast options offered at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Guests can enjoy a Full English/Irish breakfast for an additional charge of 15 USD.
Which room amenities are available at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Rooms feature free Wi-Fi, a flat-screen TV, air conditioning, a fridge, and coffee-making facilities.
What dining options are available at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Guests can dine at the on-site Kem's Restaurant, which serves American cuisine.
What leisure facilities does Holiday Inn Winchester Southeast-Historic Gateway By Ihg provide?
The hotel features an indoor swimming pool, a fitness center, and a golf course.
How far is Holiday Inn Winchester Southeast-Historic Gateway By Ihg from Old Town Winchester?
The hotel is located approximately 5 km from Old Town Winchester.
What attractions are located near Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Nearby attractions include the Shenandoah National Park (approx. 25 km) and the Museum of the Shenandoah Valley (approx. 8 km).
What are the nearby restaurant options from Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Nearby restaurants include Cracker Barrel (2 km), Ihop (2 km), and Umberto's Pizza and Pasta (2 km).

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