Round Hill Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Round Hill

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 S$365 per night from 30 Jul to 31 Jul
S$365
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"It is a nice place so close without driving too much"

Reviewed on 21 Jul, 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 S$123 per night from 10 Aug to 11 Aug
S$123
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"Staff was friendly and helpful."

Reviewed on 27 Jul, 2025

Quality Inn
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 S$145 per night from 30 Jul to 31 Jul
S$145
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (2,096 reviews)
"Nice spacious room and they had a good breakfast."

Reviewed on 27 Jul, 2025

La Quinta Inn & Suites by Wyndham Winchester
See all 801 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.

What to do in Round Hill

Exclusive Virginia Wine Country Day Trip Tour

Exclusive Virginia Wine Country Day Trip Tour

S$638
per traveller
Exclusive Virginia Wine Country Day Trip Tour
See all activities in Round Hill

Frequently asked questions

How much does a Round Hill holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday packages. Remember that school holiday periods and major local events can impact prices, so do your research before booking.
How many days is enough for Round Hill?
With a well-organised itinerary, you can easily visit the most popular Round Hill attractions in a few days. But if you'd like to discover hidden spots or go on day trips, consider booking your Round Hill holiday for longer.
Is it worth booking a holiday package to Round Hill?
It's no wonder a Round Hill holiday is on the to-do list of many travellers. Top attractions like Round Hill Arts Centre are just the start of things to see and do here.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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 accommodation, 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 holiday. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: Once you've nailed down your dates and duration, book the right Round Hill holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.