Title: Book The Best Hotels in Chester Gap, VA for 2026 from CA $69 - 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)

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## Go beyond your typical stay in Chester Gap

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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&amenities=POOL)

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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&amenities=PETS)

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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&lodging=AGRITOURISM)

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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&lodging=CABIN)

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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&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=2026-03-17&d1=2026-03-17&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester Gap hotels

![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)

![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

(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

CA $265

CA $293 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.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](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.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

Strasburg

8.4/10

Very good

(1,005 reviews)

"Great stay everyone friendly will stay again"

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

Mary K

CA $107

CA $119 total

includes taxes & fees

Mar 13 - Mar 14

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

![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)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/2df64736.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

(1,003 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

CA $155

CA $172 total

includes taxes & fees

Mar 10 - Mar 11

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/79baa8b0.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.ca/Washington-Hotels-The-Foster-Harris-House.h113269100.Hotel-Information)

Washington

10/10

Exceptional

(4 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

CA $682

CA $736 total

includes taxes & fees

Mar 8 - Mar 9

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

![Romantic Room, 1 King Bed, Non Smoking (The Cottage)](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/14000000/13400000/13391000/13390991/445f5296.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.ca/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

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

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

### Hillside

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

Luray

9.0/10

Wonderful

(1,001 reviews)

"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)

![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.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)

![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

(424 reviews)

"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "

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

Megan

CA $98

CA $122 total

includes taxes & fees

Mar 5 - Mar 6

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

![Porch](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/8458539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/9df5645f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/fdad32ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/390101c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gay Street Inn

[](https://www.expedia.ca/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information)

Washington

10/10

Exceptional

(34 reviews)

"Beautiful historic Inn with incredible owners and service. "

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

Renee

CA $491

CA $529 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information)

![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](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.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)

![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

(1,100 reviews)

"Staff was very friendly and room was great! "

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

Courtney

CA $139

CA $152 total

includes taxes & fees

Mar 8 - Mar 9

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

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.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.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

Winchester

8.8/10

Excellent

(1,002 reviews)

"Great stay!"

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

gary

CA $125

CA $136 total

includes taxes & fees

Mar 15 - Mar 16

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

![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)

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

CA $436

CA $477 total

includes taxes & fees

Mar 23 - Mar 24

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

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

![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.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1,000 reviews)

"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."

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

kenneth

CA $133

CA $148 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

Front Royal

9.0/10

Wonderful

(1,002 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

CA $143

CA $158 total

includes taxes & fees

Mar 15 - Mar 16

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

![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)

![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)

### 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

(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

CA $93

CA $103 total

includes taxes & fees

Mar 7 - Mar 8

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

![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)

![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)

![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

(564 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

CA $156

CA $175 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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 sitting area](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/25f6542c.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)

### 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

(930 reviews)

"Nice staff "

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

Anthony

CA $81

CA $91 total

includes taxes & fees

Mar 10 - Mar 11

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

![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92ea6a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/ea0b1b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92453303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Inn & Suites Middletown - Winchester South

[](https://www.expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information)

Middletown

5.8/10

(300 reviews)

"I loved staying here!"

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

Whitney

CA $85

CA $94 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.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)

![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/16000000/15800000/15799900/15799885/2186fef6.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)

### Twi-Lite Inn

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

Front Royal

8.2/10

Very good

(546 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

CA $98

CA $110 total

includes taxes & fees

Mar 5 - Mar 6

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

![Vending machine](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/ef3774ad.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)

### Motel 6 Front Royal, VA

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

Front Royal

6.8/10

(505 reviews)

"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 $62

CA $69 total

includes taxes & fees

Mar 12 - Mar 13

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

(260 reviews)

"Clean, and nice rooms, friendly staff"

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

James

CA $92

CA $102 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Winchester-Hotels-Relax-Inn-Motel.h11854156.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=2026-03-18&endDate=2026-03-19&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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Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/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.ca/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&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

## Recent Reviews in Chester Gap

![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

6/10 Okay

"Bed was clean and comfortable. Enjoyed the online check-in/ check-out procedure. Restaurant onsite was very good. I recommend it! The building had a stale smell to it, including our room. The furniture was old and in poor condition. Many restrooms were out of order and only one slow elevator worked. It kind of needs a complete overhaul. "

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

![Star view cabin-Riverfront ](https://images.trvl-media.com/lodging/31000000/30790000/30788500/30788475/4b1ea453_y.jpg)

### Star view cabin-Riverfront 

10/10 Excellent

"The cabin is great, perfect for my wife and me. The bed was comfy and the gas fireplace was a plus. We also enjoyed the ease of access to the hot tub and the beautiful views. We loved being able to have our small dog with us, and she gave the experience two paws up! One thing would've been helpful, and that's a larger skillet. There was just one, and it was a bit small, even for the two of us. "

[](https://expedia.ca/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.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

10/10 Excellent

"Beautiful view could not be beat and the cabin was cozy. Enjoyed playing some of the board games there and the fireplace. Host was quick to respond whenever we messaged. "

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

10/10 Excellent

"The check-in staff was excellent. We feel like she went out of her way to take care of us. Also, the restaurant served an excellent dinner. We highly recommend this hotel."

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

6/10 Okay

"We were told there wasn’t many people staying on property but we received a room with dirty sheets, stuff on the wall, and the mirror cracked. "

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

![Secluded River Cabin Getaway (Masten Cabin)](https://images.trvl-media.com/lodging/58000000/57920000/57914400/57914375/915d9007_y.jpg)

### Secluded River Cabin Getaway (Masten Cabin)

10/10 Excellent

"Had everything we needed to feel at home great location we will be booking again "

[](https://expedia.ca/Strasburg-Hotels-Secluded-River-Cabin-Getaway.h57914375.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

"Room was great. Front desk man was very friendly and gracious. Breakfast was fine, staff friendly, and a great job of keeping everything spotless. Bob Stanley"

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

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61_y.jpg)

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

10/10 Excellent

"Convenient location, clean room, and nice breakfast "

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

"Great one night stay! Friendly, welcoming staff! Room was clean and comfortable. Location was perfect- near dining and highway! "

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

CA $93

CA $103 total

Mar 7 - Mar 8

includes taxes & fees

7.6/10 Good! (1,000 reviews)

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

CA $101

CA $110 total

Mar 8 - Mar 9

includes taxes & fees

8.2/10 Very Good! (827 reviews)

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

CA $107

CA $119 total

Mar 13 - Mar 14

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

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

CA $133

CA $148 total

Mar 15 - Mar 16

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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 $139

CA $152 total

Mar 8 - Mar 9

includes taxes & fees

9.4/10 Exceptional! (1,100 reviews)

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

![Hillside](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hillside

1460 US Highway 211 East Luray VA

[Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=34056608&PinnedHotelID=34056608&HadPinnedHotel=true&regionId=553248635975865285)

9/10 Wonderful! (1,001 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

41 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

66 properties

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

## Frequently asked questions

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

> This area is ideal for those looking to explore the natural beauty of the region, particularly for couples or small groups seeking a tranquil escape with easy access to outdoor activities. You'll find a selection of comfortable lodges and guesthouses located among the rolling hills, providing a peaceful base.
> 
>   
> For couples, staying close to the Shenandoah National Park entrance, just a short drive from this intersection, is perfect. It allows for effortless day trips to scenic overlooks along Skyline Drive, hiking trails like those leading to Compton Peak, and opportunities for wildlife spotting. The area also boasts several local wineries, offering a relaxed way to spend an afternoon.
> 
>   
> Families might prefer accommodations that offer a bit more space and perhaps some amenities like outdoor areas for children to play.

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

> Late spring, from April to May, offers pleasant temperatures and blooming wildflowers, making it ideal for outdoor activities like hiking and exploring the scenic beauty of the Blue Ridge Mountains. The weather is generally mild, superb for enjoying the local vineyards and orchards before the peak summer heat.
> 
>   
> Autumn, particularly from September to October, is another excellent time to visit. The cooler temperatures and stunning fall foliage transform the landscape into a colourful spectacle, attracting many visitors for scenic drives and photography. This period is also popular for harvest festivals at local farms and wineries.

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

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

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

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