Title: Top 10 Hotels in Chester Gap, VA from $50 - Competitive Prices | Expedia.com

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## Go beyond your typical stay in Chester Gap

Pool

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=POOL)

Family friendly

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&travelerType=family_friendly)

Pet friendly

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=PETS)

Cabin

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=APARTMENT)

Cottage

[](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester Gap hotels

![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/8506bf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Winchester

[](https://www.expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

Winchester

9.4/10

Exceptional

(1,091 reviews)

"Excellent facility. Restaurants near by."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth

$101 nightly

$110 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b42e7086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/f49e1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Winchester, VA

[](https://www.expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

Winchester

8.8/10

Excellent

(1,002 reviews)

"Convenient location, clean room, and nice breakfast "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ting

$91 nightly

$99 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-a519cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/6c4fd659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Front Royal

[](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1,000 reviews)

"Room was spotless, place was quiet and our welcome at the desk was perfect"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Merrill

$103 nightly

$114 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ab6f1ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/fde0973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Winchester South-Stephens City by IHG

[](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

Stephens City

8.2/10

Very Good

(833 reviews)

"Clean and nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abayomi

$87 nightly

$95 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/4749606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/a71565c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/d565eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Front Royal Near Shenandoah National Park

[](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

Front Royal

7.6/10

Good

(1,000 reviews)

"Excellent, very nice front desk folks, great room, lived the availability to make tea"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barbara

$65 nightly

$72 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/69b7649a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/4bbed885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ramada by Wyndham Strasburg/Shenandoah Valley

[](https://www.expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

Strasburg

8.4/10

Very Good

(1,001 reviews)

"Nice room and good location for an overnight stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward

$77 nightly

$85 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/050b5ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dff66771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Front Royal

[](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information)

Front Royal

9.6/10

Exceptional

(566 reviews)

"Clean room, friendly and helpful staff, good breakfast, I would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine

$116 nightly

$128 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/4c7ae30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

[](https://www.expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1,000 reviews)

"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

$114 nightly

$125 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/e8d6877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/2df64736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/34142b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Strasburg Shenandoah Valley

[](https://www.expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information)

Strasburg

9.0/10

Wonderful

(1,000 reviews)

"We stay here every year on our way to NC. Always very nice and helpful staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine

$113 nightly

$126 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/030e20be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/7d6688ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/8303a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/39d8617d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Twi-Lite Inn

[](https://www.expedia.com/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information)

Front Royal

8.2/10

Very Good

(547 reviews)

"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

$72 nightly

$80 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information)

![Basic Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Room, 1 King Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/49c4be00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mountain view](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/689bfb7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/8da8a9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside

[](https://www.expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information)

Luray

9.0/10

Wonderful

(1,000 reviews)

" Very nice as advertised. I would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joe

$102 nightly

$118 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/726eef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/28c2a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/913756e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Stephens City - Winchester South

[](https://www.expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information)

Stephens City

8.0/10

Very Good

(638 reviews)

"Spotless room, great staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roy

$77 nightly

$84 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/7d19f317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/6c6eef3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/0e864661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/a72bbe33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Front Royal, VA

[](https://www.expedia.com/Winchester-Hotels-Motel-6-Front-Royal.h3182072.Hotel-Information)

Front Royal

6.8/10

(506 reviews)

"Nice room. Very clean. No continental breakfast. Had to climb 9 stairs to get into lobby. Night attendant was very nice."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Debbie

$45 nightly

$50 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Motel-6-Front-Royal.h3182072.Hotel-Information)

![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/03d5d9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Non Smoking, Hot Tub | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/48177602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Front Royal Near Shenandoah National Park

[](https://www.expedia.com/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information)

Front Royal

6.4/10

(930 reviews)

"Nice staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

$59 nightly

$65 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/a99c9843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/bdaadecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/4c832c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/04b17554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax Inn Motel

[](https://www.expedia.com/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information)

Front Royal

8.2/10

Very Good

(261 reviews)

"Clean, and nice rooms, friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

$67 nightly

$75 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/e1bc7cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/480b5c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/df92df6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glen Gordon Manor

[](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information)

Huntly

9.8/10

Exceptional

(96 reviews)

"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander and Judith

$299 nightly

$327 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/2f175422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/9e80fe83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wayside Inn

[](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information)

Middletown

9.2/10

Wonderful

(425 reviews)

"Old building but clean and very comfortable. Perfect spot and price."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caroline

$87 nightly

$96 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434926/a928fd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434926/adaad7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, towels](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434926/c43aa20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434926/df6c5a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Ridge Motel

[](https://www.expedia.com/Winchester-Hotels-Blue-Ridge-Motel.h19434926.Hotel-Information)

Front Royal

7.0/10

Good

(134 reviews)

"Room had blown out tv speakers and a painted door that repeatedly hit my head "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaylyn

$65 nightly

$72 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Blue-Ridge-Motel.h19434926.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/23fa04d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/93104572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Auberge Provencale Inn & Restaurant

[](https://www.expedia.com/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information)

Boyce

9.6/10

Exceptional

(176 reviews)

"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DONNA

$218 nightly

$240 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information)

![Premier Villa, 1 King Bed, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/a36aa267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/445f5296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed, Non Smoking (The Cottage) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/4c371a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/12f25c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### White Moose Inn

[](https://www.expedia.com/Washington-Hotels-White-Moose-Inn.h13390991.Hotel-Information)

Washington

9.8/10

Exceptional

(153 reviews)

"Super friendly staff. The hotel is nice, cozy and very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alejandra

$349 nightly

$376 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Washington-Hotels-White-Moose-Inn.h13390991.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&regionId=553248635975865285&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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[Book now](https://expedia.com/deals?rfrr=HTG_SPRING_PROMO_553248635975865285)

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## Learn more about Chester Gap

Check out popular sights like Shenandoah National Park as you discover the local area in Chester Gap.

[See all hotels in Chester Gap](https://www.expedia.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&adults=2&regionId=553248635975865285)

![Many butterflies ](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=400&h=400&p=1&q=high)

Photo by Brian V. Rowe

## Top Chester Gap Hotel Reviews

![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg)

### Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good

"Our room was clean and the two staff members I spoke with were friendly. "

[](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg)

### Comfort Inn & Suites Winchester

10/10 Excellent

"Best hotel we have been in in a long time-a repeat!! Clean, everything worked, great friendly staff."

[](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Holiday Inn Express Winchester South-Stephens City by IHG](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6_y.jpg)

### Holiday Inn Express Winchester South-Stephens City by IHG

2/10 Terrible

"My room had a leak in the bathroom ceiling, toilet was leaking and found a bedbug in the room. I was only given a $100 discount and still had to pay $650 to stay there. Awful."

[](https://expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![Super 8 by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e_y.jpg)

### Super 8 by Wyndham Front Royal Near Shenandoah National Park

2/10 Terrible

"The national park was close by. That’s why we chose this location. That’s the only positive thing I can say. The rooms weren’t clean. The bathroom was disgusting. I stay in a lot of places to simply shower and sleep, but I wouldn’t stay here again. "

[](https://expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg)

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

4/10 Poor

"The pool and hot tub were closed, dogs running around in the lobby, we asked for a handicap accessable room and received one for a hearing impared. Without the grab bar in the bathroom my wife hurt her foot and we had to leave at day early."

[](https://expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

!["The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/3b7c41d8_y.jpg)

### "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

10/10 Excellent

"Cabin had rustic vibes but is very well taken care of and clean."

[](https://expedia.com/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information)

![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f_y.jpg)

### Hampton Inn Front Royal

10/10 Excellent

"Staff was very friendly and the room was very clean."

[](https://expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

![Fairfield Inn & Suites Strasburg Shenandoah Valley](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938_y.jpg)

### Fairfield Inn & Suites Strasburg Shenandoah Valley

10/10 Excellent

"Nice rooms"

[](https://expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information)

![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509_y.jpg)

### TownePlace Suites by Marriott Front Royal

10/10 Excellent

"Room was amazing like always. Will stay there again. "

[](https://expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information)

## More cheap stays in Chester Gap

![Super 8 by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

$65 nightly

$72 total

Mar 15 - Mar 16

Total with taxes and fees

7.6/10 Good! (1,000 reviews)

[](https://expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![Quality Inn Stephens City - Winchester South](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn Stephens City - Winchester South

167 Town Run Ln Stephens City VA

$77 nightly

$84 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information)

![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

$77 nightly

$85 total

Mar 22 - Mar 23

Total with taxes and fees

8.4/10 Very Good! (1,001 reviews)

[](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![Holiday Inn Express Winchester South-Stephens City by IHG](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Winchester South-Stephens City by IHG

165 Town Run Ln Stephens City VA

$87 nightly

$95 total

Mar 21 - Mar 22

Total with taxes and fees

8.2/10 Very Good! (833 reviews)

[](https://expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$101 nightly

$110 total

Mar 22 - Mar 23

Total with taxes and fees

9.4/10 Exceptional! (1,091 reviews)

[](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

$103 nightly

$114 total

Mar 29 - Mar 30

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

[](https://expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

## Hotels in Chester Gap with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

1 properties

[](https://expedia.com/5Star-Chester-Gap-Hotels.s50-0-d553248635975865285.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

6 properties

[](https://expedia.com/4Star-Chester-Gap-Hotels.s40-0-d553248635975865285.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

41 properties

[](https://expedia.com/3Star-Chester-Gap-Hotels.s30-0-d553248635975865285.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

66 properties

[](https://expedia.com/2Star-Chester-Gap-Hotels.s20-0-d553248635975865285.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Chester Gap?

> Chester Gap is a small, unincorporated community located in the Blue Ridge Mountains, offering a peaceful setting. The area is characterized by its scenic mountain views, wooded landscapes, and a slower pace of life. You'll find a scattering of independent accommodations, often with direct access to hiking trails and natural beauty.
> 
>   
> For couples looking for a quiet escape, Chester Gap provides an ideal setting. Many accommodations here offer private settings with amenities like hot tubs or fireplaces, superb for relaxation after a day of exploring.

### When is the best time to go to Chester Gap?

> Spring brings mild temperatures, blooming wildflowers, and lush greenery, making it ideal for hiking and enjoying the scenic beauty of the Blue Ridge Mountains. The air is crisp, and the trails are less crowded than in peak summer.
> 
>   
> Fall offers cooler weather and the spectacular display of autumn foliage.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Chester Gap hotel booking with Expedia?

> \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

### How much is the nightly rate at a Chester Gap hotel?

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- [Visit Huntly ](https://www.expedia.com/Huntly.dx3000460054)
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- [Linden Vineyards ](https://www.expedia.com/Linden-Vineyards-Linden.d553248621532661830.Vacation-Attraction)
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- [Warren Rifles Confederate Museum ](https://www.expedia.com/Warren-Rifles-Confederate-Museum-Front-Royal.d553248621532661828.Vacation-Attraction)
- [Belle Boyd Cottage ](https://www.expedia.com/Belle-Boyd-Cottage-Front-Royal.d553248621532661827.Vacation-Attraction)
- [Front Royal Vacations ](https://www.expedia.com/Front-Royal.d7312.Destination-Travel-Guides)

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- [Linden Vacation Rentals ](https://www.expedia.com/Linden-Vacation-Rentals.d3000460101.Travel-Guide-VacationRentals)
- [Warren County Vacation Rentals ](https://www.expedia.com/Destinations-In-Warren-County.d553248635976433070.Vacation-Rental-Destinations)
- [Front Royal Vacation Rentals ](https://www.expedia.com/Front-Royal-Vacation-Rentals.d7312.Travel-Guide-VacationRentals)

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