Round Hill Vacation Packages 2026 from $274

Round Hill flight + hotel vacation packages

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

The Potomac Hotel, Autograph Collection

Southwest

Save 100% on your flight

$274

per person

Jan 8 - Jan 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

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 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Kimpton Hotel Monaco Washington DC by IHG

Downtown Washington D.C.

$440

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-out, and valet parking. A lobby fireplace, WiFi in public areas, and dry cleaning are also on offer.

Graves Mountain Farm & Lodges

$667

per person

Dec 1 - Dec 4

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Baltimore (BWI)

A restaurant and a seasonal outdoor pool are featured at this lodge. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Guests will appreciate free perks like free self parking and WiFi in public areas.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$562

per person

Dec 30 - Jan 5

just found

Roundtrip flight included

Tampa (TPA) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, a lobby fireplace, and a computer station are also on offer.

Kent Island Resort

$620

per person

Dec 2 - Dec 7

found 2 hours ago

Roundtrip flight included

Dallas (DAL) to Baltimore (BWI)

An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.

Top Round Hill hotels deals

Fairfield Inn & Suites by Marriott at Dulles Airport

23000 Indian Creek Dr Sterling VA

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$118 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free airport shuttle

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

Free Cancellation

Reserve now, pay when you stay

$215 nightly

$245 total

Nov 22 - Nov 23

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

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$78 total

Oct 27 - Oct 28

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock assistance.

Pet friendly

Parking included

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

Nov 1 - Nov 2

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

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$93 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

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

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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?

$274 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.