Round Hill Vacation Packages 2026

Top Round Hill hotels deals

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

Free Cancellation

Reserve now, pay when you stay

$245 nightly

$280 total

Nov 1 - Nov 2

Total with taxes and fees

This smoke-free resort features a golf course, 3 outdoor tennis courts, and a restaurant. There's fun for all ages with a waterslide and a playground, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle.

Pool

Pet friendly

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$148 total

Oct 28 - Oct 29

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and concierge services.

Pool

Spa

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$95 total

Nov 1 - Nov 2

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 appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$96 total

Nov 8 - Nov 9

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 full breakfast and free self parking.

Pool

Breakfast included

Salamander Resort And Spa

500 North Pendleton Street Middleburg VA

Free Cancellation

Reserve now, pay when you stay

$616 nightly

$702 total

Nov 8 - Nov 9

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, and arcade/game room. Enjoy the gym and perks like free WiFi.

Pool

Spa

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

Free Cancellation

$89 nightly

$100 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features a gym and in-room fitness. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Breakfast included

Parking included

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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.

Stay near popular Round Hill attractions

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.

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Frequently asked questions

How much are vacation packages to Round Hill?

is all you need to spend for an unforgettable break in Round Hill. Bundle your flights and hotel into a Travelocity vacation package and see how much the savings start to pile up. With prices as good as these, there's never been a better time to travel.

How long should my Round Hill vacation be?

Your Round Hill trip can be as short or as long as you want it to be, but most travelers stay roughly 2 nights. Like to get out and discover some hidden treasures? Stay a couple of extra nights and see a different side of this place.

Where can I get the best vacation package deals for Round Hill?

Travelocity has everything you need to score an incredible Round Hill package deal. Select from as many as 400 airlines and 1,000,000 properties all over the world and put together a travel itinerary that's right for you. With so much choice, you'll have plenty of inspiration for your next big adventure.

Why should I purchase my Round Hill vacation package with Travelocity?

We've got round-the-clock support, high-quality service and a Price Match Guarantee. Life's a great big journey — and we have enticing destinations for you to journey to all across the globe. Roam with us and your bank balance will thank you for it.

Will I save money on my Round Hill car rental if I book it with hotels and flights?

You most certainly can — combine your car, hotel and flight into a Round Hill vacation package and you'll save a tidy sum. With so many places to explore in and around Round Hill, having your own ride will make exploring a breeze. Once you're behind the wheel, turn up the tunes and make your way to White House, a renowned attraction roughly 45 mi from Round Hill.

Which airport is best for Round Hill?

Ronald Reagan Washington National Airport (DCA), located around 45 mi southeast of downtown Round Hill, is likely to be where you'll fly into. Your other choices are Washington Dulles Intl. Airport (IAD) (20 mi away from central Round Hill) and Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (60 mi away from central Round Hill).

What is there to do in Round Hill?

While getting off the beaten track is no doubt rewarding, you shouldn't miss the well-known sights that make a place famous. Round Hill Arts Center and Stoneleigh Golf and Country Club are just two of them in Round Hill.

Where should I stay when visiting Round Hill?

If you're looking for somewhere to base yourself, check out the Historic Farmhouse, Fully Renovated in Fall 2023. It's the top pick for many visitors.