Top 10 Hotels in Chester Gap, VA (from $66) 2026 - Competitive Prices

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Chester Gap

Pet friendly

Apartment

Condo

Hot tub

Pool

Cottage

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chester Gap hotels

Hotel

Breakfast included

Reserve now, pay later

Pet friendly

Balcony or patio

In-room safe, desk, laptop workspace, blackout drapes

1. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Dave

$61 nightly

$68 total

Sep 1 - Sep 2

Total with taxes and fees

Double Room, 2 Double Beds, Non Smoking | In-room safe, desk, WiFi, bed sheets

2. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Snehil Meet

$68 nightly

$76 total

Sep 1 - Sep 2

Total with taxes and fees

Hypo-allergenic bedding available, desk, blackout drapes

3. Hampton Inn Front Royal

Front Royal

Timothy

$122 nightly

$136 total

Aug 25 - Aug 26

Total with taxes and fees

Deluxe Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board (on request), WiFi (free)

Combined shower/tub, hair dryer (on request), towels

4. Relax Inn Motel

Front Royal

Jamila

$68 nightly

$76 total

Aug 19 - Aug 20

Total with taxes and fees

Desk, soundproofing, iron/ironing board (on request), cribs (surcharge)

5. Twi-Lite Inn

Front Royal

Jacob

$82 nightly

$91 total

Aug 19 - Aug 20

Total with taxes and fees

6. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

$141 nightly

$155 total

Sep 6 - Sep 7

Total with taxes and fees

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

$122 nightly

$135 total

Aug 30 - Aug 31

Total with taxes and fees

8. Motel 6 Front Royal, VA

Front Royal

Robert

$70 nightly

$78 total

Aug 19 - Aug 20

Total with taxes and fees

9. Blue Ridge Motel

Front Royal

ElizaBeth

$70 nightly

$78 total

Aug 19 - Aug 20

Total with taxes and fees

Deluxe Room, 2 Double Beds, Non Smoking | WiFi (free), individually decorated, individually furnished

Deluxe Room, 1 Double Bed, Non Smoking | Bathroom | Towels

10. Gateway Inn

Front Royal

Anonymous traveler

$59 nightly

$66 total

Aug 19 - Aug 20

Total with taxes and fees

Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

11. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

WILLIAM

$77 nightly

$85 total

Aug 30 - Aug 31

Total with taxes and fees

12. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Glenn

Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)

13. Comfort Inn & Suites Winchester

Winchester

Richard

$99 nightly

$110 total

Sep 8 - Sep 9

Total with taxes and fees

Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub

14. Glen Gordon Manor

Huntly

Alexander and Judith

$349 nightly

$402 total

Aug 24 - Aug 25

Total with taxes and fees

Desk, laptop workspace, blackout drapes, iron/ironing board

15. Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

Steven

$88 nightly

$98 total

Aug 31 - Sep 1

Total with taxes and fees

16. Country Inn & Suites by Radisson, Winchester, VA

Winchester

Roger

$95 nightly

$105 total

Sep 8 - Sep 9

Total with taxes and fees

Breakfast, lunch, dinner and brunch served

17. Wayside Inn

Middletown

Christine

$144 nightly

$159 total

Aug 23 - Aug 24

Total with taxes and fees

18. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

$85 nightly

$94 total

Aug 25 - Aug 26

Total with taxes and fees

Premier Villa, 1 King Bed, Mountain View | Terrace/patio

Romantic Room, 1 King Bed, Non Smoking (The Cottage) | Premium bedding, blackout drapes, soundproofing, iron/ironing board

19. White Moose Inn

Washington

allison

$349 nightly

$376 total

Aug 19 - Aug 20

Total with taxes and fees

Basic Room, 2 Queen Beds, Non Smoking | Iron/ironing board (on request), WiFi (free), bed sheets

Basic Room, 1 King Bed, Non Smoking | Iron/ironing board (on request), WiFi (free), bed sheets

20. Hillside

Luray

Xinlei

$123 nightly

$142 total

Aug 19 - Aug 20

Total with taxes and fees

View all properties

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

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

Top Chester Gap Hotel Reviews

Comfort Inn & Suites Winchester

10/10 Excellent

"Check in staff was very friendly, room was clean, plenty of space to walk the dog, the area was safe, and plenty of eating options within walking distance. Would definitely stay here again."

Fairfield Inn & Suites Strasburg Shenandoah Valley

8/10 Good

"Hotel was temporarily out of hot water and we were given the option of cancelling or a discount at check in. AC in the Suite was rather noisy at night. Location was perfect for the Yard Crawl."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"We were on a two week traveling vacation and the two days here was by far the nicest place we stayed. Keep up the good work."

Hillside

10/10 Excellent

"I highly recommend this place! We were skeptical when we pulled up the parking lot but we were plot surprised by how nice inside of the hotel. We arrived around 9pm. The office was already closed and we did not receive check-in information from Expedia. We called the number ion the door and it was answered right away by Samantha! She was super nice. Check-in was very easy. She even followed with a text message to check on us afterwards. Rooms were specious , modern and very clean! We met an elder lady (I think her name was Judy) in the morning. She was very friendly, she gave us some tips about the town and restaurant's . We only stayed one night since we were just there to visit the canverns but night recommended this property!"

Quality Inn Stephens City - Winchester South

10/10 Excellent

"Clean, felt safe, good breakfast. Would stay again and recommend."

Holiday Inn Express Winchester South-Stephens City by IHG

8/10 Good

"The hotel was okay. There were very apparent stains on the carpet, the bathtub faucet was reinstalled poorly (it wouldn’t take much muscle to remove it), whoever did the patch job on the ceiling from a previous leak did a terrible job, the tv was on the dresser, with a hole in the wall above it where the cable was coming from. I have stayed with this hotel chain several times between May and August and this was by far the least taken care of and least clean hotel."

Hampton Inn Front Royal

10/10 Excellent

"This is the 2nd year we have stayed at your hotel. Your location, cleanliness, & service is great for our needs."

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

10/10 Excellent

"Nice, quiet and private, we sat outside and heard the birds, a few airplanes flew over now and again, but so nice and quiet. I really liked the soft bed, felt so good and slept well. My wife enjoyed the hot tub, For me, they are a waste of time. :-) but I know every one else loves them. The kitchen and living room was nice and tasteful. We wanted time to sleep, sit and read, and rest. It was great for that. I was pleasantly surprised what great food we found in Lurray. Did not take time to go sightseeing, we just wanted to rest and we found that."

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

10/10 Excellent

"Excellent view, nice amenities for small family and pet friendly. Recommend trying to take your time and be careful backing in to the driveway."

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

$61 nightly

$68 total

Sep 1 - Sep 2

Total with taxes and fees

6.4/10 (993 reviews)

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

$68 nightly

$76 total

Sep 1 - Sep 2

Total with taxes and fees

7.6/10 Good! (1,007 reviews)