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Tonight
Check prices in Chester Gap for tonight, Jan. 27 - Jan. 28
Jan. 27 - Jan. 28
Tomorrow night
Check prices in Chester Gap for tomorrow night, Jan. 28 - Jan. 29
Jan. 28 - Jan. 29
This weekend
Check prices in Chester Gap for this weekend, Jan. 31 - Feb. 2
Jan. 31 - Feb. 2
Next weekend
Check prices in Chester Gap for next weekend, Feb. 7 - Feb. 9
Feb. 7 - Feb. 9

Most frequently booked Chester Gap hotels

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Free cancellation
Reserve now, pay when you stay
24.45 km from city centre
The price is CA $90 per night
CA $90
CA $100 total
includes taxes & fees
2 Feb - 3 Feb
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hupp's Hill Civil War Park and Strasburg Museum are located nearby.
Breakfast included
Pet-friendly
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Free cancellation
Reserve now, pay when you stay
30.03 km from city centre
The price is CA $133 per night
CA $133
CA $145 total
includes taxes & fees
2 Feb - 3 Feb
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Appleland Sports Center and The Kernstown Battlefield are located nearby.
Breakfast included
Pet-friendly
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd, Front Royal, VA
Free cancellation
Reserve now, pay when you stay
12.93 km from city centre
The price is CA $127 per night
CA $127
CA $141 total
includes taxes & fees
2 Feb - 3 Feb
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shenandoah River and Jackson's Chase Golf Course are located nearby.
Pool
Breakfast included
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Free cancellation
30.14 km from city centre
The price is CA $122 per night
CA $122
CA $133 total
includes taxes & fees
2 Feb - 3 Feb
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Appleland Sports Center and The Kernstown Battlefield are located nearby.
Pool
Breakfast included
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4 out of 5
111 Hospitality Drive, Front Royal, VA
Free cancellation
Reserve now, pay when you stay
15.45 km from city centre
The price is CA $125 per night
CA $125
CA $142 total
includes taxes & fees
2 Feb - 3 Feb
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Ridge Shadows Golf Club and Jackson's Chase Golf Course are located nearby.
Pool
Hot tub
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

3 out of 5
5 Caroline Drive, Front Royal, VA
Free cancellation
Reserve now, pay when you stay
13.27 km from city centre
The price is CA $161 per night
CA $161
CA $177 total
includes taxes & fees
2 Feb - 3 Feb
Stay at this 3-star business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah River and Blue Ridge Shadows Golf Club are located nearby.
Pool
Breakfast included
Mountain Views, River Frontage & HotTub + Country!

Mountain Views, River Frontage & HotTub + Country!

21.16 km from city centre
Get rates
Stay at this cabin in Luray. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Chalybeate Spring and Hazard Mill Recreation Area are located nearby.
Hot tub
Kitchen
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 out of 5
33760 Old Valley Pike, Strasburg, VA
Free cancellation
Reserve now, pay when you stay
24.4 km from city centre
The price is CA $176 per night
CA $176
CA $196 total
includes taxes & fees
2 Feb - 3 Feb
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hupp's Hill Civil War Park and Strasburg Museum are located nearby.
Pool
Breakfast included
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

2.5 out of 5
165 Town Run Ln, Stephens City, VA
Free cancellation
26.09 km from city centre
The price is CA $137 per night
CA $137
CA $149 total
includes taxes & fees
9 Feb - 10 Feb
Book a stay at this business-friendly hotel in Stephens City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Appleland Sports Center and Valerie Hill Winery are located nearby.
Pool
Breakfast included
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See all available properties in Chester Gap
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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.

Chester Gap hotels essential information

Accommodation
454 hotels
Lowest Price
CA $90
Highest Price
CA $176
Popular hotels
Ramada by Wyndham Strasburg/Shenandoah Valley, Comfort Inn & Suites, Hampton Inn Front Royal, Country Inn & Suites by Radisson, Winchester, VA, DoubleTree by Hilton Front Royal Blue Ridge Shadows, TownePlace Suites by Marriott Front Royal, Mountain Views, River Frontage & HotTub + Country!, Fairfield Inn & Suites Strasburg Shenandoah Valley, Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

Frequently asked questions

What are the top kid-friendly hotels in Chester Gap?
Family trips are where lifelong memories are made, but traveling with children can be daunting. These kid-friendly Chester Gap hotels come with perks designed to keep visitors of all ages comfortable and happy: You’re well catered for at The Nest at Chester Gap. It comes with a king bed, a deck and a knack for making families feel welcome. Otherwise, spend your Chester Gap getaway at Wine_country_mountain_lodge. Take advantage of a swimming pool, a fireplace and more here.
Where can I find cheap hotels in Chester Gap?
At Travelocity you’ll find really nice hotels in Chester Gap at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester Gap rather than in Chester Gap. We may find you even better rates, too.
How do I find the best Chester Gap hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Chester Gap then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chester Gap?
The cheapest hotel in Chester Gap is CA $90 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chester Gap?
There are 454 hotels in Chester Gap on Travelocity.
What are the best hotels in Chester Gap?
Chester Gap has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester Gap for you!
When is the best time to visit Chester Gap?
If you want the joy of a fun-filled trip in peak season, visit Chester Gap during January, March and June. If you’d prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Chester Gap?
Based on historic data is usually the cheapest month to visit Chester Gap. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chester Gap?
There are multiple hotels in Chester Gap that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester Gap. We have plenty of kid-friendly hotels in Chester Gap to choose from on Travelocity!
Why book a hotel in Chester Gap through Travelocity?
Because we have the top hotels in Chester Gap! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chester Gap on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chester Gap hotel reviews by fellow wanderers

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Very clean look fresh and nice warme Love this place "
A verified traveller stayed at DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Hotels near…

Areas of Chester Gap