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Tonight
Check prices in Chester Gap for tonight, Mar 31 - Apr 1
Mar 31 - Apr 1
Tomorrow night
Check prices in Chester Gap for tomorrow night, Apr 1 - Apr 2
Apr 1 - Apr 2
This weekend
Check prices in Chester Gap for this weekend, Apr 3 - Apr 5
Apr 3 - Apr 5
Next weekend
Check prices in Chester Gap for next weekend, Apr 10 - Apr 12
Apr 10 - Apr 12

Most frequently booked Chester Gap hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free cancellation
29.85 km from city centre
The price is CA $143 per night
CA $143
CA $156 total
Apr 22 - Apr 23
includes taxes & fees
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.
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Free cancellation
Reserve now, pay when you stay
24.45 km from city centre
The price is CA $110 per night
CA $110
CA $122 total
Apr 15 - Apr 16
includes taxes & fees
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.
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 $141 per night
CA $141
CA $157 total
Apr 12 - Apr 13
includes taxes & fees
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.
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 $127 per night
CA $127
CA $138 total
Apr 20 - Apr 21
includes taxes & fees
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.
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 $121 per night
CA $121
CA $133 total
Apr 12 - Apr 13
includes taxes & fees
Book a stay at this 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.
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

2.5 out of 5
167 Town Run Ln Stephens City VA
Free cancellation
Reserve now, pay when you stay
26.1 km from city centre
The price is CA $111 per night
CA $111
CA $121 total
Apr 14 - Apr 15
includes taxes & fees
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.
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA
25.62 km from city centre
Get rates
Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located nearby.
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

2 out of 5
111 South St Front Royal VA
Free cancellation
Reserve now, pay when you stay
8.2 km from city centre
The price is CA $90 per night
CA $90
CA $101 total
Apr 1 - Apr 2
includes taxes & fees
Stay at this 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 Blue Ridge Arts Council and Gallery and Front Royal Visitor's Center are located nearby.
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 out of 5
165 Town Run Ln Stephens City VA
26.06 km from city centre
The price is CA $135 per night
CA $135
CA $147 total
Apr 7 - Apr 8
includes taxes & fees
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.
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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
519 hotels
Lowest Price
CA $101
Highest Price
CA $157
Popular hotels
Comfort Inn & Suites Winchester, Ramada by Wyndham Strasburg/Shenandoah Valley, Hampton Inn Front Royal, Country Inn & Suites by Radisson, Winchester, VA, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Quality Inn Stephens City - Winchester South, Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!, Super 8 by Wyndham Front Royal Near Shenandoah National Park, Holiday Inn Express Winchester South-Stephens City by IHG

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 $101 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 519 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

Hillside

Hillside

3 out of 5
Posted 3 hours ago
Travelocity Verified Review
"This is not a boutique hotel. It is a standard motel."
A verified traveller stayed at Hillside
Hillside