Willow Oaks Vacation Packages 2026 from $324

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Your Willow Oaks Vacation

Make planning your travels easier by booking a vacation package to Willow Oaks. Let us handle the minutiae, so you can concentrate on soaking up everything this neighborhood can offer. Not sure what to do and see during your trip to Willow Oaks? Nearby attractions like Virginia Museum of Fine Arts, Science Museum of Virginia and Childrens Museum of Richmond are good places to begin. Whatever your travel plans or the size of your budget, booking a perfect Willow Oaks vacation has never been easier with Expedia.

The Latest Willow Oaks Vacation Packages

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

The Colonies at Williamsburg

$324

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Islip (ISP) to Richmond (RIC)

9/10 Wonderful! (1,026 reviews)

The location was great for our trip to Busch Gardens. The rooms were spacious and clean, the employees courteous and helpful. While we didn’t use the amenities to include the pool and the hot tub, they seemed well kept and clean.

Reviewed on Aug 25, 2026

Westgate Historic Williamsburg Resort

Midtown

Save 100% on your flight

$474

per person

Oct 6 - Oct 10

found 1 day ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

8.6/10 Excellent! (1,000 reviews)

Lovely spot that was very close to where I needed to be so could walk. Rooms were clean with a full kitchen. Comfortable beds, nice A/C, great fitness room. It's more of a "motel" so people are walking by your room so curtains can't be opened unless you want everybody to see in.

Reviewed on Aug 23, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$632

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

8.8/10 Excellent! (859 reviews)

Very spacious quiet clean rooms

Reviewed on Aug 24, 2026

The Commonwealth

Downtown Richmond

Save 100% on your flight

$888

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

8.8/10 Excellent! (1,386 reviews)

Wedmore Place

Save 100% on your flight

$522

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Islip (ISP) to Richmond (RIC)

9.4/10 Exceptional! (1,001 reviews)

Wedmore Place was an awesome place to stay. It gave you the sense of staying in a historic castle or inn. The grounds were lovely and felt removed and quiet. There was a great sense of peace here. Walking distance from the winery for a tasting and a tavern for a great elevated dining experience. Overall a great place. For people who like very hot showers or strong water pressure, my room did not have that. It wasn't bad for me but I know people like it more intense than me. Also, the thermostat was just kind of odd/confusing, but once we figured it out we were comfortable. Oh, and if you need air movement/noise, bring a fan. The bed was awesome. The atmosphere of the building was awesome. The breakfast was awesome. I would definitely stay here again.

Reviewed on Aug 23, 2026

Where to stay in Willow Oaks

Find the best Willow Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Willow Oaks

A city skyline at dusk with illuminated buildings, a river, and a bridge.

Downtown Richmond

3 out of top 10 points of interest in this area

Explore the central business district, home to Fortune 500 companies and architectural gems like the Virginia State Capitol. Discover vibrant nightlife in Shockoe Bottom and Shockoe Slip districts.

A bridge over a river with multiple arches, surrounded by trees and a railway track.

Short Pump

1 out of top 10 points of interest in this area

Boasting shopping centers like Short Pump Town Center and West Broad Village, this suburban area offers a variety of restaurants, a skating rink, and a bowling alley for entertainment.

A cityscape with a sunset, featuring a mix of historic and modern buildings, a prominent dome structure, and a wide street layout.

Fan District

Boasting a long stretch of Victorian architecture, this residential area is home to VCU's Monroe Park Campus, tree-lined avenues, and numerous parks. Explore local cafes, restaurants, and the nearby Virginia Center for Architecture at Branch House.

A cityscape with a prominent white building with columns, surrounded by lush green lawns and trees, under a partly cloudy sky.

North Chesterfield

While North Chesterfield might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Chesterfield Towne Center and River City Sportsplex.

A building with a tower, a sign reading "Greater Richmond Convention Center," and a street intersection with traffic lights.

Richmond City Center

If you're spending some time in Richmond City Center, Broad Street and Richmond Coliseum are top sights worth seeing.

Willow Oaks Hotel Deals

The Jefferson Hotel

101 West Franklin Street Richmond VA

Fully refundableReserve now, pay when you stay

$295 nightly

$343 total

Sep 7 - Sep 8

Total with taxes and fees

Omni Richmond Hotel

100 S 12th St Richmond VA

Fully refundableReserve now, pay when you stay

$199 nightly

$231 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,533 reviews)

"The hotel is well worth the price paid."

Reviewed on Aug 26, 2026

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA

Fully refundableReserve now, pay when you stay

$150 nightly

$171 total

Sep 1 - Sep 2

Total with taxes and fees

8.4/10 Very Good! (1,429 reviews)

"V. nice"

Reviewed on Aug 25, 2026

See all 971 properties in Willow Oaks

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.