Title: Book The Best Hotels in Chester Gap, VA for 2026 from CA $85 - Fully Refundable Options - Expedia.ca

[Chester Gap Travel Guide](https://expedia.ca/Chester-Gap.dx553248635975865285)[Vacation Rentals in Chester Gap](https://expedia.ca/Chester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals)[Chester Gap Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Gap.d553248635975865285.Car-Rental-Guide)[Chester Gap Vacation Packages](https://expedia.ca/Chester-Gap.d553248635975865285.Destination-Travel-Guides)

![Many butterflies ](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brian V. Rowe

# Find hotels in Chester Gap, VA from CA $85

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## Go beyond your typical stay in Chester Gap

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=CABIN)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=COTTAGE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=PETS)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=WATER_PARK)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America&regionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=AGRITOURISM)

## Check prices for these dates

Tonight

[Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-09&endDate=2026-01-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-10&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-16&endDate=2026-01-18&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)

![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)

![Room, 2 Queen Beds, Non Smoking](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)

### Comfort Inn & Suites Winchester

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

Winchester

9.4/10

Exceptional

(1090)

"We have stayed here many times on our way to Massachusetts and find it perfect every time."

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

Patsy

CA $136

CA $148 total

includes taxes & fees

Feb 8 - Feb 9

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

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/d92b1c53.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.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1001)

"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"

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

Edward

CA $135

CA $149 total

includes taxes & fees

Jan 25 - Jan 26

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

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-a519cf5a.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)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Front Royal

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

Front Royal

9.0/10

Wonderful

(1006)

"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

CA $135

CA $151 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/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/cb88e2d2.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)

![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.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

Stephens City

8.2/10

Very good

(811)

"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "

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

Rose

CA $103

CA $112 total

includes taxes & fees

Jan 25 - Jan 26

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

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/4bbed885.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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ramada by Wyndham Strasburg/Shenandoah Valley

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

Strasburg

8.4/10

Very good

(1000)

"Staff was friendly, rooms were clean and area was nice"

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

Meghan

CA $101

CA $113 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/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)

![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)

![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Front Royal

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

Front Royal

9.6/10

Exceptional

(558)

"Excellent staff, clean rooms, convenient location right next to grocery stores and restaurants. "

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

Carla

CA $152

CA $171 total

includes taxes & fees

Jan 14 - Jan 15

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

![Exterior](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/39d8617d.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)

### Twi-Lite Inn

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

Front Royal

8.2/10

Very good

(544)

"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

CA $94

CA $105 total

includes taxes & fees

Jan 14 - Jan 15

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

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.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)

![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.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

Winchester

8.8/10

Excellent

(1003)

"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."

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

Chris

CA $117

CA $127 total

includes taxes & fees

Feb 8 - Feb 9

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

![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.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)

![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)

### Wayside Inn

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

Middletown

9.2/10

Wonderful

(419)

"Historic inn. "

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

Anonymous traveller

CA $100

CA $124 total

includes taxes & fees

Jan 14 - Jan 15

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

![Deluxe Room, 1 King Bed, Non Smoking, Hot Tub](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/48177602.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)

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

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

Front Royal

6.4/10

(925)

"Staff was very kind! Had a nice time!"

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

Rio Ashley

CA $77

CA $85 total

includes taxes & fees

Jan 25 - Jan 26

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

![Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/325feec2.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)

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

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

Front Royal

7.6/10

Good

(1001)

"Good condition "

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

Phillip

CA $77

CA $86 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.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.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information)

Strasburg

9.0/10

Wonderful

(1000)

"We like staying here on our way south."

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

Catherine

CA $157

CA $174 total

includes taxes & fees

Jan 25 - Jan 26

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

![Garden](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/24e47a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/04b17554.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)

### Relax Inn Motel

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

Front Royal

8.2/10

Very good

(259)

"Clean, and nice rooms, friendly staff"

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

James

CA $90

CA $100 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/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)

![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)

![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.ca/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information)

Huntly

9.8/10

Exceptional

(96)

"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."

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

KYLE

CA $373

CA $408 total

includes taxes & fees

Feb 8 - Feb 9

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

![Basic Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484.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)

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

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

### Hillside

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

Luray

9.0/10

Wonderful

(1000)

"Clean, spacious, would recommend"

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

Noemi

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

![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)

![Renoir](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/ff749f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Auberge Provencale Inn & Restaurant

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

Boyce

9.6/10

Exceptional

(175)

"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

CA $317

CA $350 total

includes taxes & fees

Jan 14 - Jan 15

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

![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, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/28c2a2c2.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)

### Quality Inn Stephens City - Winchester South

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

Stephens City

8.0/10

Very good

(634)

"Good variety at breakfast and courteous staff."

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

Madonna

CA $106

CA $115 total

includes taxes & fees

Feb 8 - Feb 9

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

![Deluxe Room, 1 Queen Bed, Balcony](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e8898863.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)

### Hopkins Ordinary Bed Breakfast and Ale Works

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

Sperryville

9.8/10

Exceptional

(32)

"Great place. Good food, great beer."

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

Phil

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

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

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434926/202f5c4e.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)

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

### Blue Ridge Motel

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

Front Royal

7.0/10

Good

(131)

"The housekeeper is so friendly and this is a lovely place to stay if you want that country inn vibe "

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

Misty

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

![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/3d7effcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/996fd420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/574a9f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/eeb35d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Front Royal, VA

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

Front Royal

6.8/10

(503)

"Great Motel 6\. Clean and near good restaurants. Large area for walking dogs"

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

Chris

CA $81

CA $90 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Front-Royal.h3182072.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.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&regionId=553248635975865285&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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Sign up, it's free

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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.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&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

## More cheap stays in Chester Gap

![Baymont by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

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

10 S Commerce Ave Front Royal VA

CA $77

CA $85 total

Jan 25 - Jan 26

includes taxes & fees

6.4/10 (925 reviews)

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

![Super 8 by Wyndham Front Royal](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

111 South St Front Royal VA

CA $77

CA $86 total

Jan 13 - Jan 14

includes taxes & fees

7.4/10 Good! (1,000 reviews)

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

![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

CA $101

CA $113 total

Jan 26 - Jan 27

includes taxes & fees

8.2/10 Very Good! (1,007 reviews)

[](https://expedia.ca/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?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

CA $136

CA $148 total

Feb 8 - Feb 9

includes taxes & fees

9.4/10 Exceptional! (1,099 reviews)

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

![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

CA $135

CA $151 total

Jan 16 - Jan 17

includes taxes & fees

9/10 Wonderful! (1,005 reviews)

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

![Hillside](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/7fb63bd2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hillside

1460 US Highway 211 East Luray VA

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=34056608&PinnedHotelID=34056608&HadPinnedHotel=true&regionId=553248635975865285)

8.8/10 Excellent! (1,000 reviews)

[](https://expedia.ca/Luray-Hotels-Hillside-Motel.h34056608.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.ca/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.ca/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

40 properties

[](https://expedia.ca/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

52 properties

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

## Recent reviews of Chester Gap hotels

!["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 

5/5 Excellent

"Great stay, everything was perfect and as described. Great comms with host to and a reason why were repeat customers!"

A verified traveller stayed at "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub 

Posted 2 days ago

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

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg)

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

5/5 Excellent

"It was all totally smooth "

A verified traveller stayed at Country Inn & Suites by Radisson, Winchester, VA

Posted 3 days ago

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

!["Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a_y.jpg)

### "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

5/5 Excellent

"First and foremost the pictures do not do this place justice. When we arrived, the first impression was perfect, clean, spacious, warm, inviting and the views are remarkable. There is a simplicity about the property.. the views from the hot tub cant be explained… oh and by day two we were welcomed by an amazing family of deer..these little surprises given by Mother Nature will keep us coming back! We came to celebrate our 10th New Year together and we can’t wait to come back to celebrate anything else! If you’re thinking about booking.. do it- you won’t regret it! "

A verified traveller stayed at "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Posted 6 days ago

[](https://expedia.ca/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information)

![Holiday Inn Express Winchester South-Stephens City by IHG](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18_y.jpg)

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

5/5 Excellent

"Good breakfast "

A verified traveller stayed at Holiday Inn Express Winchester South-Stephens City by IHG

Posted 7 days ago

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

![Fairfield Inn & Suites Strasburg Shenandoah Valley](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/2df64736_y.jpg)

### Fairfield Inn & Suites Strasburg Shenandoah Valley

5/5 Excellent

"We like staying here on our way south."

A verified traveller from Sturbridge stayed at Fairfield Inn & Suites Strasburg Shenandoah Valley

Posted 8 days ago

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

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

### Comfort Inn & Suites Winchester

5/5 Excellent

"I stop here twice a year as I travel from N.C. to NY and am always greeted by a friendly face. I am situated in a comfortable room in a quiet corner of the hotel. I appreciate the convenience of the parking right outside the building making it easy to carry in my belongings, especially if the weather is bad. Breakfast is varied and efficient."

A verified traveller stayed at Comfort Inn & Suites Winchester

Posted 8 days ago

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

![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg)

### Ramada by Wyndham Strasburg/Shenandoah Valley

5/5 Excellent

"This hotel was outstanding. The front desk person in the evening was extremely helpful, accommodating and very friendly. Helped us choose the best room because I am disabled. This was an unplanned stop and we walked in too a beautifully decorated hotel with very elegant choices for Christmas. The beds were extremely comfortable, breakfast was great and the room was clean. Would definitely stay here again! "

A verified traveller stayed at Ramada by Wyndham Strasburg/Shenandoah Valley

Posted 9 days ago

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

5/5 Excellent

"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"

A verified traveller stayed at DoubleTree by Hilton Front Royal Blue Ridge Shadows

Posted 10 days ago

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

![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg)

### Hampton Inn Front Royal

5/5 Excellent

"The thing that stood out was the friendly staff at the desk who greeted everyone with a smile.. the hotel itself was a convenient locationcomfortable and well taken care of, super clean. "

A verified traveller stayed at Hampton Inn Front Royal

Posted 11 days ago

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

## Frequently asked questions

### Where is the best place to stay in Chester Gap?

### What's the top vacation rental in Chester Gap?

### If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?

### What is staying in Chester Gap like?

### What are the top places to visit in Chester Gap?

### What's the seasonal weather like in Chester Gap?

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