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From94US$ /night
Check-in
31Dec2025Select date
Check-out
01Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

333 Front Royal Pike, Winchester, Virginia, United States, 22602
-
Close to Old Town
Great
8.8
9.0
/10
4.0
4.2
/5

Holiday Inn Winchester Southeast-Historic Gateway By Ihg - Business and Leisure Hotel with Indoor Pool and Valley Views

Located 2 miles from Old Town, this Winchester hotel features 130 rooms equipped with 32-inch LCD HDTVs, free WiFi, and ergonomic workspaces. Holiday Inn Winchester Southeast-Historic Gateway provides direct access to the Shenandoah Valley Wine Trail and Blue Ridge Mountains. The property houses Kem's Restaurant & Lounge, serving American cuisine for breakfast and dinner, with a full-service bar. Guests have access to a heated indoor pool, spacious fitness center with cardio equipment, and a 24-hour convenience store. Business travelers benefit from 2000 square feet of meeting space and a 24-hour business center. Holiday Inn positions visitors near Blue Ridge Shadows Golf Club, Museum of the Shenandoah Valley, and Luray Caverns. The hotel stands 52.5 miles from Hagerstown Regional Airport.

Pros

Children under 18 stay free, and kids under 11 eat free with adult meal purchase

ADA-compliant facilities throughout, including pool and business center

Spanish and English-speaking staff available

Pet-friendly accommodations with designated areas

Cons

Airport shuttle service not available

No outdoor pool facilities

“Holiday Inn Winchester Southeast impressed me with its commitment to both business and family travelers. I like that it provides a full-service restaurant and lounge on-site, alongside expected perks like an indoor pool and fitness center. It seems like a solid base for exploring nearby attractions like Shenandoah National Park, though the inconsistency with group bookings is a point to note.”
Hotel logo
Isabella MooreSenior Editorial Director at Petfriendlyhotels
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Select your room type

Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Standard Queen Room Two Queen Beds
2 persons
28 m² 
2 King Size Beds
Heating
Air conditioning
Standard King Room
2 persons
29 m² 
1 King-size bed
Heating
Air conditioning
King Suite
2 persons
47 m² 
1 King-size bed
Heating
Air conditioning
Standard Room
2 persons
28 m² 
2 Double beds
Heating
Air conditioning
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Check availability and rates for your selected dates!

Facilities

Enjoy premium amenities for a relaxing stay with your pet

General

  • No smoking on site
  • Free Wi-Fi
  • 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

  • In-room breakfast
  • 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

Discover delightful dining at Holiday Inn Winchester Southeast-Historic Gateway, featuring a charming on-site restaurant and a relaxing lounge. Indulge in American cuisine while enjoying scenic views of the beautiful surrounding Virginia landscape.
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 with a warm, inviting setting perfect for gatherings or quiet meals alike.
Key Offerings
Enjoy hearty breakfasts every day with dishes designed to please all ages. Plus, kids 11 and under eat free from the main menu, making it an effortless family dining choice.
Reservation
No
Open daily from 06:30 to 09:30.

Main Level Lounge

Cocktail lounge offering local brews and wines
Ambiance
Relaxing lounge atmosphere with views of the vineyard and orchards, inviting guests to unwind in comfort.
Key Offerings
Savor a selection of craft cocktails and local Virginia wines, paired with a rotating selection of locally brewed beers, ideal for a casual evening after a day of adventure.
Reservation
No
Hours vary.

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
590 m
Restaurants
Throx Market
970 m
1016 Millwood Ave.
Dunkin'
1.8 km
992 Millwood Pike
Five Guys
4.9 km
579 Adams Drive
Chick-fil-A
4.7 km
2230 S Pleasant Valley Rd
Chipotle Mexican Grill
4.4 km
2012 S Pleasant Valley Rd
Explore Winchester
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Delco Plaza of Winchester Shopping Center
11 minutes' walk
A bustling shopping center featuring various retail stores and local shops for a versatile shopping experience.
Patsy Cline Historic House
Patsy Cline Historic House
10 minutes' drive
A museum dedicated to the iconic country singer, showcasing her life and career in an authentic historic home.
Shenandoah Valley Discovery Museum
Shenandoah Valley Discovery Museum
10 minutes' drive
Children-friendly museum with interactive exhibits that promote learning through play, perfect for family visits.
Apple Blossom Mall
Apple Blossom Mall
10 minutes' walk
A vibrant mall offering a variety of shops, dining options, and entertainment, ideal for a day of shopping.
Hiking at Abrams Creek Wetlands Preserve
10 minutes' drive
Nature trails through serene wetlands, offering a relaxing escape and a chance for serene wildlife observation.
Live Music at Ohrstrom-Bryant Theatre
15 minutes' walk
A venue for performances featuring local artists, providing a cultural experience just minutes from the hotel.
Throx Market
Throx Market
12 minutes' walk
Local favorite known for its casual atmosphere and diverse menu, tempting guests with craft beers and fresh dishes.
Dunkin'
Dunkin'
20 minutes' walk
Popular coffee and donut shop perfect for a quick breakfast or a delightful coffee break during your travels.
AMC Apple Blossom 12
15 minutes' walk
Cinematic experience featuring the latest films in a modern theater, ideal for families and movie enthusiasts.
Featherbed Lane Shopping Center
15 minutes' walk
A lively spot with shops and eateries, perfect for evening strolls and relaxed dining options after a busy day.
Getting around
City Centre
Winchester6 min  ·  3.4 km
Airports
Hagerstown Regional Airport (HGR)123 min  ·  81.7 km
Calverton (CTO)125 min  ·  82.8 km
Bus
Bus stop9 min  ·  700 m
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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:
130
Former name
Holiday Inn SE Historic Gateway
FAQs
About Holiday Inn Winchester Southeast-Historic Gateway By Ihg
What is the check-in and check-out policy 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 the need for a reservation.
What dining options are available at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Guests can dine at Kem's Restaurant, which serves American cuisine for breakfast and dinner.
What fitness facilities does Holiday Inn Winchester Southeast-Historic Gateway By Ihg offer?
The hotel features a well-equipped fitness center and an indoor swimming pool.
How far is Holiday Inn Winchester Southeast-Historic Gateway By Ihg from Washington Dulles International Airport?
The hotel is located 68 km from Washington Dulles International Airport.
What is the distance from Holiday Inn Winchester Southeast-Historic Gateway By Ihg to Shenandoah National Park?
Shenandoah National Park is located approximately 23 km from the hotel.
What room amenities can guests expect at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Rooms include air conditioning, a flat-screen TV, free Wi-Fi, and a refrigerator.
What nearby dining options are available from Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Nearby dining options include Cracker Barrel (2 km), Ihop (2 km), and Umberto's Pizza and Pasta (2 km).
Does Holiday Inn Winchester Southeast-Historic Gateway By Ihg provide business services?
Yes, the hotel offers a 24-hour business center and multiple meeting rooms.
What activities can guests enjoy around Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Guests can enjoy hiking, cycling, and access to a golf course.
What extra charge is there for breakfast at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Breakfast is available for an additional charge of 15 USD.
Which languages are spoken by the staff at Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
Staff speak English and Spanish.
What type of hotel is Holiday Inn Winchester Southeast-Historic Gateway By Ihg?
It is a family-friendly and business hotel with historical themes.

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