Book Hotels in Gainesboro, VA

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Aug 14 - Aug 16
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Top Gainesboro hotels

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Aug 30 to Aug 31
$87 total
Aug 30 - Aug 31
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...
"Very good for the price"

Reviewed on Aug 8, 2026

Opens in a new windowSpark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Aug 15 to Aug 16
$104 total
Aug 15 - Aug 16
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"New hotel. Clean room and nice staff. Just off I-81. Lots of restaurants nearby. Historic area."

Reviewed on Aug 8, 2026

Opens in a new windowTRU By Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Fully refundable
$96 nightly
The price is $107 total per night from Aug 13 to Aug 14
$107 total
Aug 13 - Aug 14
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Aug 16 to Aug 17
$138 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, ...
Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 6 to Sep 7
$120 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Aug 16 to Aug 17
$103 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundable
$94 nightly
The price is $105 total per night from Aug 30 to Aug 31
$105 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Opens in a new windowComfort Inn & Suites Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Aug 10 to Aug 11
$78 total
Aug 10 - Aug 11
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock ...
Opens in a new windowTravelodge by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Fully refundable
$93 nightly
The price is $103 total per night from Aug 16 to Aug 17
$103 total
Aug 16 - Aug 17
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. Free WiFi ...
Opens in a new windowQuality Inn Winchester
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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.

Frequently asked questions

What are the top kid-friendly hotels in Gainesboro?
Take some of the stress out of traveling with youngsters by opting for a family-friendly Gainesboro hotel. From well-thought-out amenities to extra services, these properties feature perks that'll help make your getaway run like a dream: Holiday Inn Express Hotel & Suites Winchester, an IHG Hotel will help make your trip the most memorable one yet. It offers lots of nice touches, such as a swimming pool and front desk services. Majestic Mountain Cabin is another top place to stay. After an exciting day of sightseeing, come home to your comfortable room and perks like a fireplace and free WiFi.
Where can I find cheap hotels in Gainesboro?
At Travelocity you'll find really nice hotels in Gainesboro 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 Gainesboro rather than in Gainesboro. We may find you even better rates, too.
How do I find the best Gainesboro hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Gainesboro 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 Gainesboro?
The cheapest hotel in Gainesboro is $78. 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 Gainesboro?
There are 332 hotels in Gainesboro on Travelocity.
What are the best hotels in Gainesboro?
Gainesboro 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 Gainesboro for you!
When is the best time to visit Gainesboro?
If you want the joy of a fun-filled trip in peak season, visit Gainesboro during July, August and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Gainesboro?
Based on historic data is usually the cheapest month to visit Gainesboro. 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 Gainesboro?
There are multiple hotels in Gainesboro 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 Gainesboro. We have plenty of kid-friendly hotels in Gainesboro to choose from on Travelocity!
Why book a hotel in Gainesboro through Travelocity?
Because we have the top hotels in Gainesboro! 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 Gainesboro 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 Gainesboro hotel reviews by fellow wanderers

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Just a great choice for price and location"
A verified traveler stayed at Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG