Gainesboro Vacations

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Find the Best Gainesboro Vacation Packages

Gainesboro Hotel Deals

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
The price is NT$3,124 per night from Sep 4 to Sep 5
NT$3,124
NT$3,399 total
Sep 4 - Sep 5
includes taxes & fees
9.2/10 Wonderful! (2,136 reviews)
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.."

Reviewed on 2025/8/25

La Quinta Inn & Suites by Wyndham 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
The price is NT$2,497 per night from Sep 7 to Sep 8
NT$2,497
NT$2,808 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Clean and staff was great."

Reviewed on 2025/8/23

Holiday Inn Winchester Se-Historic Gateway by IHG
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
The price is NT$2,411 per night from Sep 15 to Sep 16
NT$2,411
NT$2,624 total
Sep 15 - Sep 16
includes taxes & fees
9/10 Wonderful! (1,326 reviews)
"It was a great experiencia. It was really clean and the staff was exactly friendly and accommodated"

Reviewed on 2025/8/24

Microtel Inn & Suites by Wyndham Winchester
See all 329 properties in Gainesboro
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.

Discover the most popular places to visit in Gainesboro

Rock Harbor Golf Course

Enjoy a round of golf in Winchester at Rock Harbor Golf Course. While in this walkable area, you can savor the top-notch restaurants.

Rock Harbor Golf Course

Patsy Cline Historic House

You can find out about the history of Winchester with a stop at Patsy Cline Historic House. While in this walkable area, you can savor the top-notch restaurants.

Patsy Cline Historic House

Jim Barnett Park

Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Jim Barnett Park

Frequently asked questions

How much does a Gainesboro vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Gainesboro costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Gainesboro?
You can typically find reduced prices and greater availability in January, February and November. Take a look at our cheap Gainesboro vacation packages and you could score some great off-season deals.
How many days is enough for Gainesboro?
The ideal length for your Gainesboro vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to tick off all the major sights and explore some hidden spots along the way.
How to find the best Gainesboro package deals?
Landing a cheap Gainesboro package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Gainesboro package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Gainesboro vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Gainesboro getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Gainesboro?
Enjoy amazing discounts by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Gainesboro break.
How to plan a trip to Gainesboro?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to vacation in Gainesboro.
  2. Set a budget: Consider expenses such as flights, transportation and food when calculating how much to put aside for your trip to Gainesboro. Then, pick a hotel that works with your budget, whether that's an economical option or a high-end retreat.
  3. Decide how long to go for: Now that you know more about Gainesboro, you can work out the ideal length of your break. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Gainesboro vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.