Round Hill Vacation Packages 2026 from $589

Round Hill flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Phoenix Park Hotel

Northwest

$589

per person

Sep 2 - Sep 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and express check-out are also offered.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$1,188

per person

Oct 1 - Oct 5

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

Holiday Inn National Airport/Crystal City by IHG

Crystal City

Save 100% on your flight

$749

per person

Sep 12 - Sep 19

found 16 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Baltimore (BWI)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A free area shuttle is offered as well.

Lyle Washington D.C.

Northwest

Save 100% on your flight

$927

per person

Sep 12 - Sep 19

found 16 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a garden are also offered.

ROOST White House

Downtown Washington D.C.

Save 100% on your flight

$910

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Luggage storage and concierge services are also provided.

Top Round Hill hotels deals

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

Free Cancellation

Reserve now, pay when you stay

$275 nightly

$314 total

Jul 29 - Jul 30

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.

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Jul 19 - Jul 20

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.

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$79 total

Jul 26 - Jul 27

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 center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Salamander Resort And Spa

500 North Pendleton Street Middleburg VA

$638 nightly

$728 total

Jul 9 - Jul 10

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.

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$138 total

Jul 16 - Jul 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, express check-in, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Silo Tiny House Cabin

Harpers Ferry WV

$268 nightly

$298 total

Jul 15 - Jul 16

Total with taxes and fees

A sauna is available at this cabin.

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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.

See properties

Frequently asked questions

How much are vacation packages to Round Hill?

$589 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.