Property building in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Holiday Inn Hotels & Resorts

Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Hotel Highlights

Welcome to the Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel, where history meets modern comfort! Nestled just 2.1mi from the hustle and bustle of downtown Winchester, this three-star gem is the perfect launching pad for your adventures in Virginia. Imagine waking up in one of our cozy rooms, complemented by a delicious breakfast to kickstart your day—all for a starting price of just $89! Whether you're here for business or leisure, this hotel caters to every traveler’s needs with ease and charm.

Photo of the whole room, Bed in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Photo of the whole room, Bed in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Rooms

Room Selected at Check-In in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

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2 Double Beds

1 King Size Bed

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300 sqft

Room Selected at Check in, 2 Double/King

Private Bathroom

Microwave

Flat-screen TV

Refrigerator

Check-in to our spacious Double room, perfect for 2 adults and 1 child. Enjoy modern amenities like a private bathroom, flat-screen TV, and air conditioning, all in a comfortable 301 sqft space. Rest easy in your choice of two double beds or one king size bed.

Queen Room with Two Queen Beds - Disability Access Hearing Accessible - Roll-In Shower in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

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2 Queen Size Beds

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300 sqft

Standard, Accessible

Private Bathroom

Bathtub

Private entrance

Microwave

Welcome to our Twin Room - Mobility Access/Hearing Accessible! Enjoy a spacious 301 sqft room with 2 comfortable twin beds and accommodate your whole family with space for 4 adults and 3 children. Relax in your private bathroom with a bathtub, and enjoy convenient amenities like a microwave, flat-screen TV, refrigerator, air conditioning, and free toiletries. Feel at ease knowing our room is wheelchair accessible and features a variety of other amenities including a wake-up service, iron, towels, hairdryer, and more.

King Suite in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

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1 King Size Bed

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505 sqft

Deluxe, King Size

Private Bathroom

Private entrance

Microwave

Flat-screen TV

Indulge in our spacious Deluxe King Room, featuring a comfortable King size bed and a sitting area, perfect for relaxing after a day of exploring. Enjoy modern amenities including a private bathroom, flat-screen TV, and refrigerator.

Discover More

Prepare to be delighted by our fantastic amenities! Dive into our free indoor swimming pool, challenge yourself in the fitness center, or indulge in scrumptious meals at our onsite restaurant. Kids will be thrilled with complimentary kids' meals, while adults can unwind with a refreshing drink from the bar on the sun deck. With free parking and WiFi, you’ll have everything you need at your fingertips—even remote work options at our 24-hour business center. Reviews from our guests rave about the welcoming ambiance and attentive service, making every stay a memorable one.

Property building in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Property building in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Experience the Best

Breathe in the fresh Virginia air as you absorb the stunning landscapes around the hotel. Ready for a bit of relaxation? Take a leisurely stroll or even go horseback riding nearby—just ask about additional charges. With our commitment to providing accessible and comfortable accommodations, including non-smoking rooms and attentive service at the front desk, we have everything you need for an exceptional stay. Come make memories with us at the Holiday Inn Winchester Southeast-Historic Gateway, where comfort, convenience, and a touch of local history await!

Photo of the whole room, Bed in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Photo of the whole room, Bed in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Plan Your Stay

At the Holiday Inn Winchester Southeast-Historic Gateway, your culinary journey begins right at Kem's Restaurant! Experience a family-friendly atmosphere where the aromas of classic American fare entice your taste buds. Imagine savoring a hearty breakfast to fuel your day of exploration or indulging in a savory dinner after a fun-filled adventure at nearby attractions. With a menu designed to please every palate, dining here is not just a necessity; it’s part of the experience. Come together with family and friends over delicious meals, where every bite is sure to spread smiles!

Lounge or bar in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Restaurant/places to eat in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Amenities

Free parking

Restaurant

Indoor swimming pool

Business center

Free wifi

Fitness center

Air conditioning

Bar

Fitness centre/facilities in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Lounge or bar in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Pool

Indoor, Adults only

All season, Heated, Shallow end

Swimming pool in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Lounge or bar in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel

Restaurant

Kem's Restaurant

Family Friendly, American

Lounge or bar in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Restaurant/places to eat in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Property building in Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
The staff (reception, restaurant, house) were genuine and very friendly and attentive - makes a huge difference for us when travelling. We arrived a bit late so it was convenient to dine in the restaurant. We were well looked after with great service, good food and reasonable prices - a refreshing change up! The room was comfortable and met our needs (family of three, one night). It was also very quiet, helping us to get some good sleep. Although it is a bit out of town, we had no trouble accessing the historic old town and historical sites. The old town is worth visiting.

Peter

My daughter and I stayed at Holiday Inn Winchester when looking at colleges. It was conveniently located and parking was plentiful. The reception and restaurant staff were friendly, efficient, and helpful. The room was comfortable and quiet. Breakfast was included and ordered from a menu rather than a buffet. We enjoyed the breakfast.

Alexandra

This inn is exceptional value for the money,the indoor pool was very clean and accessible. The rooms were large and well appointed. The wifi was top notch and the on-site restaurant was a pleasant surprise. I definitely intend to visit this hotel again on my way south to Carolina and Florida

Joel

I loved everything about this property. We were just looking for a clean comfortable place to stay while traveling through. We were pleasantly surprised by size and comfort of our room, the service and the quality of the food. We left there well rested, full and happy!

Linda

I thought the Breakfast was very good and the restaurant staff was friendly and great. The location of the hotel is close to many Civil War sightseeing adventures. We also enjoyed the indoor pool and fitness center. I liked that the ice machine was on my same floor.

Danielle

The staff (reception, restaurant, house) were genuine and very friendly and attentive - makes a huge difference for us when travelling. We arrived a bit late so it was convenient to dine in the restaurant. We were well looked after with great service, good food and reasonable prices - a refreshing change up! The room was comfortable and met our needs (family of three, one night). It was also very quiet, helping us to get some good sleep. Although it is a bit out of town, we had no trouble accessing the historic old town and historical sites. The old town is worth visiting.

Peter

My daughter and I stayed at Holiday Inn Winchester when looking at colleges. It was conveniently located and parking was plentiful. The reception and restaurant staff were friendly, efficient, and helpful. The room was comfortable and quiet. Breakfast was included and ordered from a menu rather than a buffet. We enjoyed the breakfast.

Alexandra

This inn is exceptional value for the money,the indoor pool was very clean and accessible. The rooms were large and well appointed. The wifi was top notch and the on-site restaurant was a pleasant surprise. I definitely intend to visit this hotel again on my way south to Carolina and Florida

Joel

I loved everything about this property. We were just looking for a clean comfortable place to stay while traveling through. We were pleasantly surprised by size and comfort of our room, the service and the quality of the food. We left there well rested, full and happy!

Linda

I thought the Breakfast was very good and the restaurant staff was friendly and great. The location of the hotel is close to many Civil War sightseeing adventures. We also enjoyed the indoor pool and fitness center. I liked that the ice machine was on my same floor.

Danielle

The staff (reception, restaurant, house) were genuine and very friendly and attentive - makes a huge difference for us when travelling. We arrived a bit late so it was convenient to dine in the restaurant. We were well looked after with great service, good food and reasonable prices - a refreshing change up! The room was comfortable and met our needs (family of three, one night). It was also very quiet, helping us to get some good sleep. Although it is a bit out of town, we had no trouble accessing the historic old town and historical sites. The old town is worth visiting.

Peter

My daughter and I stayed at Holiday Inn Winchester when looking at colleges. It was conveniently located and parking was plentiful. The reception and restaurant staff were friendly, efficient, and helpful. The room was comfortable and quiet. Breakfast was included and ordered from a menu rather than a buffet. We enjoyed the breakfast.

Alexandra

This inn is exceptional value for the money,the indoor pool was very clean and accessible. The rooms were large and well appointed. The wifi was top notch and the on-site restaurant was a pleasant surprise. I definitely intend to visit this hotel again on my way south to Carolina and Florida

Joel

I loved everything about this property. We were just looking for a clean comfortable place to stay while traveling through. We were pleasantly surprised by size and comfort of our room, the service and the quality of the food. We left there well rested, full and happy!

Linda

I thought the Breakfast was very good and the restaurant staff was friendly and great. The location of the hotel is close to many Civil War sightseeing adventures. We also enjoyed the indoor pool and fitness center. I liked that the ice machine was on my same floor.

Danielle

Location

333 Front Royal Pike, Winchester, 22602, Virginia, United States

Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel