Title: Book The Best Hotels in Chester Gap, VA for 2026 from CA $84 - 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

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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=HOT_TUB)

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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=PETS)

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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=COTTAGE)

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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&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=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=AGRITOURISM)

## Check prices for these dates

Tonight

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-02-06&endDate=2026-02-08&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)

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

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

### L'Auberge Provencale Inn & Restaurant

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

Boyce

9.6/10

Exceptional

(175 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 $314

CA $346 total

includes taxes & fees

Feb 22 - Feb 23

[](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)

![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

(1,001 reviews)

"Great stay everyone friendly will stay again"

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

Mary K

CA $104

CA $115 total

includes taxes & fees

Feb 2 - Feb 3

[](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)

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

### Fairfield Inn & Suites Strasburg Shenandoah Valley

[](https://www.expedia.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

Feb 11 - Feb 12

[](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/114000000/113270000/113269100/113269100/79baa8b0.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/114000000/113270000/113269100/113269100/49aeaad1.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 $684

CA $737 total

includes taxes & fees

Feb 26 - Feb 27

[](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)

![Exterior](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/c8efbec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Romantic Room, 1 King Bed, Non Smoking (The Cottage)](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/4c371a72.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

(150 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)

![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)

![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)

![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

(1,000 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)

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

![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)

### Wayside Inn

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

Middletown

9.2/10

Wonderful

(420 reviews)

"Historic inn. "

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

Anonymous traveller

CA $99

CA $122 total

includes taxes & fees

Jan 29 - Jan 30

[](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)

![Exterior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/fdad32ef.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)

![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 $492

CA $531 total

includes taxes & fees

Jan 29 - Jan 30

[](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)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/c6c8c1e5.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)

### Comfort Inn & Suites Winchester

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

Winchester

9.4/10

Exceptional

(1,102 reviews)

"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 $134

CA $146 total

includes taxes & fees

Feb 8 - Feb 9

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

![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)

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

Huntly

9.8/10

Exceptional

(96 reviews)

"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 $382

CA $418 total

includes taxes & fees

Feb 18 - Feb 19

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.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)

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

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

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

Winchester

8.8/10

Excellent

(1,000 reviews)

"Have stayed here multiple times -always good"

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

Robert

CA $113

CA $122 total

includes taxes & fees

Feb 22 - Feb 23

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

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

![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)

![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

(1,004 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 $134

CA $149 total

includes taxes & fees

Feb 15 - Feb 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/2000000/1890000/1889100/1889081/9874bc44.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)

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

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

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

Front Royal

9.0/10

Wonderful

(1,000 reviews)

"Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars"

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

Vincent

CA $134

CA $147 total

includes taxes & fees

Feb 15 - Feb 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)

![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)

![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)

![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

(1,001 reviews)

"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."

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

Teresa

CA $85

CA $95 total

includes taxes & fees

Feb 2 - Feb 3

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

![Reception](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/1c983a28.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

Feb 3 - Feb 4

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

![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

(928 reviews)

"Nice staff "

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

Anthony

CA $76

CA $84 total

includes taxes & fees

Feb 2 - Feb 3

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

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

### 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

(561 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 $151

CA $169 total

includes taxes & fees

Feb 1 - Feb 2

[](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)

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

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

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

(545 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 $93

CA $104 total

includes taxes & fees

Feb 25 - Feb 26

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

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

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

![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)

### 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 $85

CA $95 total

includes taxes & fees

Jan 31 - Feb 1

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

![Vending machine](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/eeb35d3d.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)

### Motel 6 Front Royal, VA

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

Front Royal

6.8/10

(503 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 $80

CA $89 total

includes taxes & fees

Feb 1 - Feb 2

[](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=2026-02-10&endDate=2026-02-11&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=2026-02-10&endDate=2026-02-11&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 $76

CA $84 total

Feb 2 - Feb 3

includes taxes & fees

6.4/10 (926 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 $85

CA $95 total

Feb 2 - Feb 3

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 $104

CA $115 total

Feb 2 - Feb 3

includes taxes & fees

8.2/10 Very Good! (1,000 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 $134

CA $146 total

Feb 8 - Feb 9

includes taxes & fees

9.4/10 Exceptional! (1,098 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 $134

CA $149 total

Feb 15 - Feb 16

includes taxes & fees

9/10 Wonderful! (1,002 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=10%2F02%2F2026&endDate=11%2F02%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

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)

## 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

"Host was amazing! property was absolutely beautiful and everything was cleaned. 10/10 would go again"

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

"Wife and I stayed for a night and it was quiet, clean reasonable priced. We would stay there again. "

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

Posted 4 days ago

[](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 stay here every year on our way to NC. Always very nice and helpful staff."

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

Posted 5 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

"All of the above "

A verified traveller stayed at Comfort Inn & Suites Winchester

Posted 7 days ago

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

![Quality Inn Stephens City - Winchester South](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/9730f3d8_y.jpg)

### Quality Inn Stephens City - Winchester South

5/5 Excellent

"Spotless room, great staff"

A verified traveller from Maricopa stayed at Quality Inn Stephens City - Winchester South

Posted 7 days ago

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

"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."

A verified traveller stayed at Hampton Inn Front Royal

Posted 8 days ago

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

"Great stay everyone friendly will stay again"

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

Posted 8 days ago

[](https://expedia.ca/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/ef7d5b18_y.jpg)

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

5/5 Excellent

"."

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

Posted 9 days ago

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

![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15_y.jpg)

### TownePlace Suites by Marriott Front Royal

5/5 Excellent

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

A verified traveller stayed at TownePlace Suites by Marriott Front Royal

Posted 11 days ago

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