Title: Top 10 Hotels in Chester Gap, VA from $61 - Competitive Prices | Expedia.com

[Vacation Rentals in Chester Gap](https://expedia.com/Chester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals)[Car Rentals in Chester Gap](https://expedia.com/Car-Rentals-In-Chester-Gap.d553248635975865285.Car-Rental-Guide)[Chester Gap Vacation Packages](https://expedia.com/Chester-Gap.d553248635975865285.Destination-Travel-Guides)

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## Go beyond your typical stay in Chester Gap

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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&travelerType=family_friendly)

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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&amenities=POOL)

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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=CABIN)

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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&amenities=PETS)

Farm

[](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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=AGRITOURISM)

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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&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=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-04-10&endDate=2026-04-12&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)

"Overall a pleasant stay!"

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

Mark

$103 nightly

$112 total

Apr 21 - Apr 22

Total with taxes and fees

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-810f7f7f.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)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.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)

### 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)

"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"

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

Kenny

$102 nightly

$113 total

Apr 12 - Apr 13

Total with taxes and fees

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

![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)

![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)

### 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

(1,000 reviews)

"Very clean rooms and friendly staff."

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

Christine

$91 nightly

$99 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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/cb88e2d2.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ab6f1ae4.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

(841 reviews)

"The hotel is fine, nothing fancy of course as that's not expected. However, our key cards did not consistently work so I had to go down to the front desk twice. Also, the ice machine is on the 1st floor, and I prefer it be on the same floor as our room."

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

Kim

$91 nightly

$99 total

Apr 4 - Apr 5

Total with taxes and fees

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

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

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/29f2198e.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)

### 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

(1,001 reviews)

"Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent,"

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

angie

$101 nightly

$113 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.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)

![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.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

(568 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

$124 nightly

$137 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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/d565eb6d.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)

### 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)

"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. "

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

Alayna

$64 nightly

$71 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.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, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/b085c29d.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

(1,001 reviews)

"Cute little motel, renovated and nice both interior and exterior! Definitely will stay again. "

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

Jessica

$102 nightly

$118 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.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)

![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.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

(1,002 reviews)

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

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

Edward

$79 nightly

$88 total

Apr 15 - Apr 16

Total with taxes and fees

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

![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)

![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)

![Garden](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/24e47a16.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)

"Nice place for the price, in this town it's pretty much the best place to stay if you don't want to pay 150+ "

![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)

![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)

![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/2186fef6.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)

![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

(548 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 29 - Mar 30

Total with taxes and fees

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

![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)

![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)

### L'Auberge Provencale Inn & Restaurant

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

Boyce

9.6/10

Exceptional

(176 reviews)

"Everything about this special place is incredible."

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

James

$229 nightly

$253 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Fireplace](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/480b5c82.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)

![Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/c20a2340.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 15 - Apr 16

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/4c7ae30b.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)

### 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

(1,001 reviews)

"Clean, staff was very polite and efficient."

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

Marc

$87 nightly

$96 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Garden](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/a8e8b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/3b25e32e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Balcony | Balcony](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/f1d7b990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Balcony | Egyptian cotton sheets, hypo-allergenic bedding, memory foam beds](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e8898863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hopkins Ordinary Bed Breakfast and Ale Works

[](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information)

Sperryville

9.8/10

Exceptional

(33 reviews)

"Great place. Good food, great beer."

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

Phil

$279 nightly

$305 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/472dffdc.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)

![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)

### 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

(645 reviews)

"Great location safe area clean rooms good price"

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

Elaine

$80 nightly

$87 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Restaurant](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/48c00acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/49aeaad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/2dcb88a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/277db68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Foster Harris House

[](https://www.expedia.com/Washington-Hotels-The-Foster-Harris-House.h113269100.Hotel-Information)

Washington

10/10

Exceptional

(5 reviews)

"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "

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

Mary

$499 nightly

$538 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Washington-Hotels-The-Foster-Harris-House.h113269100.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/14000000/13400000/13391000/13390991/12f25c36.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)

![Exterior](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/c8efbec6.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)

"This place was beautiful and charming. Breakfast was delicious, and the staff is very friendly. "

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

Rebecca

$346 nightly

$374 total

Apr 1 - Apr 2

Total with taxes and fees

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

![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)

![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/03d5d9db.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

(934 reviews)

"Great location, price, and people! Would definitely stay here again."

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

Amelia

$57 nightly

$63 total

Apr 7 - Apr 8

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.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

(426 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

$89 nightly

$98 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.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=2026-04-11&endDate=2026-04-12&regionId=553248635975865285&adults=2&sort=RECOMMENDED&openPlayBack=true)

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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=2026-04-11&endDate=2026-04-12&adults=2&regionId=553248635975865285)

![](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

10/10 Excellent

"Yes very good"

[](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

"Overall a pleasant stay!"

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

"Amazing staff!!!"

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

!["Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub ](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/edab5469_y.jpg)

### "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub 

10/10 Excellent

"Cleanest, coziest cabin ive been to! Would love to return"

[](https://expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.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

10/10 Excellent

"Breakfast options were minimal."

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

![Hillside](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484_y.jpg)

### Hillside

10/10 Excellent

"This was the loveliest motel I have ever stayed in! The room was very well maintained, spotless and decorated with taste. It had a modern feel which has been a rarity in most of the motels I have stayed in. I had everything needed in the room: Wi-Fi, TV, microwave, a fridge and a coffee maker which made the stay very comfortable. There was also a pool outside however it was off season so it was closed. The staff was super nice and helpful. The location was great: just a short drive to the center of town as well as the Luray caverns and close to the entrance of the Shenandoah national park which was fantastic for hiking. This place is just a gem!"

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

![Baymont by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef_y.jpg)

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

10/10 Excellent

"Breakfast was great, the room was clean & warm! We’ll come back for sure!!"

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

"Everything was amazing! We actually left another hotel because it was dirty and didn’t feel safe. We found this place randomly during our drive and couldn’t have been happier. The room was spotless, the staff was friendly, and we had a great night’s sleep."

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

![Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/88605fc6_y.jpg)

### Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

8/10 Good

"The space was cozy and nice. The view of the river was absolutely breathtaking from the back porch! Quiet and relaxing. "

[](https://expedia.com/Front-Royal-Hotels-Log-Cabin-With-A-Spectacular-View-Of-The-Shenandoah-River-And-The-Massanutten-Mo.h26968349.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

$64 nightly

$71 total

Mar 30 - Mar 31

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

$80 nightly

$87 total

Apr 12 - Apr 13

Total with taxes and fees

8/10 Very Good! (645 reviews)

[](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

$79 nightly

$88 total

Apr 15 - Apr 16

Total with taxes and fees

8.4/10 Very Good! (1,002 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

$91 nightly

$99 total

Apr 4 - Apr 5

Total with taxes and fees

8.2/10 Very Good! (841 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

$103 nightly

$112 total

Apr 21 - Apr 22

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

$102 nightly

$113 total

Apr 12 - Apr 13

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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- [Hotels near Skyline Caverns ](https://www.expedia.com/Skyline-Caverns-Hotels.0-l6093201-0.Travel-Guide-Filter-Hotels)
- [Hotels near Warren Rifles Confederate Museum ](https://www.expedia.com/Warren-Rifles-Confederate-Museum-Hotels.0-l553248621532661828-0.Travel-Guide-Filter-Hotels)
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- [Flights to Linden ](https://www.expedia.com/Cheap-Flights-To-Linden.d3000460101.Travel-Guide-Flights)
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- [Flights to Warren County ](https://www.expedia.com/Destinations-In-Warren-County.d553248635976433070.Flight-Destinations)
- [Flights to Front Royal ](https://www.expedia.com/Cheap-Flights-To-Front-Royal.d7312.Travel-Guide-Flights)
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- [Dallas to Front Royal ](https://www.expedia.com/lp/flights/178253/7312/dallas-to-front-royal)
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- [Jacksonville to Front Royal ](https://www.expedia.com/lp/flights/602997/7312/jacksonville-to-front-royal)

- [Visit Huntly ](https://www.expedia.com/Huntly.dx3000460054)
- [Desert Rose Ranch & Winery ](https://www.expedia.com/Desert-Rose-Ranch-Winery-Front-Royal.d553248621532661815.Vacation-Attraction)
- [Dickey Ridge Visitor Center ](https://www.expedia.com/Dickey-Ridge-Visitor-Center-Front-Royal.d553248621587527599.Vacation-Attraction)
- [Linden Vineyards ](https://www.expedia.com/Linden-Vineyards-Linden.d553248621532661830.Vacation-Attraction)
- [Front Royal Entrance Shenandoah National Park ](https://www.expedia.com/Front-Royal-Entrance-Shenandoah-National-Park-Front-Royal.d6129961.Vacation-Attraction)
- [Visit Linden ](https://www.expedia.com/Linden.dx3000460101)
- [Glen Manor Vineyards ](https://www.expedia.com/Glen-Manor-Vineyards-Front-Royal.d553248621587527610.Vacation-Attraction)
- [Front Royal Visitor's Center ](https://www.expedia.com/Front-Royal-Visitors-Center-Front-Royal.d553248621532661829.Vacation-Attraction)
- [Skyline Caverns ](https://www.expedia.com/Skyline-Caverns-Front-Royal.d6093201.Vacation-Attraction)
- [Visit Front Royal ](https://www.expedia.com/Front-Royal.dx7312)
- [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)

- [Car rentals near Huntly ](https://www.expedia.com/Car-Rentals-In-Huntly.d3000460054.Car-Rental-Guide)
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- [Car rentals near Front Royal Entrance Shenandoah National Park ](https://www.expedia.com/Car-Rentals-In-Front-Royal-Entrance-Shenandoah-National-Park.d6129961.Car-Rental-Guide)
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- [Hertz Rental Cars in Front Royal ](https://www.expedia.com/Hertz-Car-Rentals-In-Front-Royal.d7312-c40.Car-Rental-Guide-Suppliers)
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- [Alamo Rent A Car Rental Cars in Front Royal ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Front-Royal.d7312-c6.Car-Rental-Guide-Suppliers)

- [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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