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Tonight
Check prices in Chester Gap for tonight, Oct 23 - Oct 24
Oct 23 - Oct 24
Tomorrow night
Check prices in Chester Gap for tomorrow night, Oct 24 - Oct 25
Oct 24 - Oct 25
This weekend
Check prices in Chester Gap for this weekend, Oct 23 - Oct 25
Oct 23 - Oct 25

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 Strasburg VA
Free cancellation
Reserve now, pay when you stay
24.45 km from city centre
The price is CA $106 per night
CA $106
CA $118 total
Nov 1 - Nov 2
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.
Breakfast included
Pet-friendly
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 $140 per night
CA $140
CA $156 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this golf 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 James Charles Winery & Vineyard are located nearby.
Breakfast included
Pet-friendly
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 $123 per night
CA $123
CA $136 total
Nov 22 - Nov 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 James Charles Winery & Vineyard are located nearby.
Pool
Breakfast included
Hillside

Hillside

2.5 out of 5
1460 US Highway 211 East Luray VA
Free cancellation
Reserve now, pay when you stay
30.78 km from city centre
The price is CA $153 per night
CA $153
CA $177 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this motel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Luray Caverns and Yogi Bear's Jellystone Park are located nearby.
Pool
Pet-friendly
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 $179 per night
CA $179
CA $197 total
Nov 22 - Nov 23
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.
Pool
Hot tub
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 $100 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this hotel in Front Royal. Enjoy free breakfast, free parking, and a 24-hour front desk. 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.
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 $165 per night
CA $165
CA $184 total
Nov 19 - Nov 20
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.
Pool
Breakfast included
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
Free cancellation
26.06 km from city centre
The price is CA $116 per night
CA $116
CA $129 total
Nov 22 - Nov 23
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.
Pool
Breakfast included
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 out of 5
10 S Commerce Ave Front Royal VA
Free cancellation
Reserve now, pay when you stay
8.32 km from city centre
The price is CA $81 per night
CA $81
CA $90 total
Nov 4 - Nov 5
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 helpful staff in our reviews. Popular attractions Front Royal Visitor's Center and Blue Ridge Arts Council and Gallery 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
540 hotels
Lowest Price
CA $90
Highest Price
CA $197
Popular hotels
Ramada by Wyndham Strasburg/Shenandoah Valley, Comfort Inn & Suites Winchester, Country Inn & Suites by Radisson, Winchester, VA, Hillside, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Super 8 by Wyndham Front Royal Near Shenandoah National Park, Hampton Inn Front Royal, Holiday Inn Express Winchester South-Stephens City by IHG, Baymont by Wyndham Front Royal Near Shenandoah National Park

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 540 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

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"This little hotel is so conveniently located when i visit Stephens City twice a year. The staff are pleasant, polite and helpful. Breakfast is consistently nice, of course nothing fancy but acceptable Clean hotel and safe location Comfortable beds! Nice little fitness room The rooms are a bit worn and the toilet seemed to scream for replacement But overall, i will plan on returning to this consistently reliable small town hotel."
A verified traveller stayed at Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG