Round Hill Vacations

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Find the Best Round Hill Vacation Packages

Round Hill 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 AED 377 per night from Sep 1 to Sep 2
AED 377
AED 410 total
1 Sep - 2 Sep
includes taxes & fees
9.2/10 Wonderful! (2,126 reviews)
"Loved this hotel Clean, friendlt staff, great breakfast and dog friendly"

Reviewed on 14 August 2025

La Quinta Inn & Suites by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is AED 974 per night from Aug 24 to Aug 25
AED 974
AED 1,246 total
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Excellent couples getaway for Fourth of July, including great fireworks display. The pools and spa/fitness amenities are top notch and charming historic Leesburg is a 10-minute drive from the property."

Reviewed on 11 August 2025

Lansdowne Resort and Spa
Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is AED 300 per night from Sep 1 to Sep 2
AED 300
AED 336 total
1 Sep - 2 Sep
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"We found the motel comfortable and convenient."

Reviewed on 13 August 2025

Quality Inn
See all 793 properties in Round Hill
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 Round Hill

Round Hill Arts Center

You can spend time studying the exhibits at Round Hill Arts Center in Round Hill. While you're in the area, find time to visit its casinos.

Round Hill Arts Center

K & S Pewter

Enjoy a stop at K & S Pewter, an entertaining place to visit in Round Hill. While you're in the area, find time to visit its casinos.

K & S Pewter

Stoneleigh Golf and Country Club

Enjoy a round of golf in Round Hill at Stoneleigh Golf and Country Club. While you're in the area, find time to visit its casinos.

Stoneleigh Golf and Country Club

Frequently asked questions

How much does a Round Hill vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Round Hill costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Round Hill?
Plan your getaway for the off-peak season and you're likely to score cheap Round Hill vacation packages. Remember that school vacation periods and major local events can impact prices, so do your research before booking.
How to find the best Round Hill package deals?
Start your search for a Round Hill package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Round Hill package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Round Hill getaway off to a flying start.
Is it cheaper to book a Round Hill vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Round Hill vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Round Hill?
If you're planning a spontaneous Round Hill trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Round Hill?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Round Hill.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Round Hill.
  3. Decide how long to go away for: Now that you're up to speed on Round Hill, you can work out the right length of your vacation. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the right Round Hill vacation package for you.