Willow Oaks Vacations from $344

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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.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $488, price is now $344 per person
$344
per person
Dec 26 - Dec 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.6/10 Exceptional! (93 reviews)
Clean, fun. and very kind and responsive owner.

Reviewed on Oct 11, 2025

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $662, price is now $484 per person
$484
per person
Dec 26 - Dec 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,278 reviews)
Difficult to get parking. Suite style nice but a bit too much living space vs bedroom space. AC loud

Reviewed on Oct 9, 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Price was $692, price is now $509 per person
$509
per person
Dec 26 - Dec 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.2/10 Wonderful! (1,189 reviews)
Excellent customer service (Ryan at the front desk was amazing)

Reviewed on Oct 13, 2025

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was $603, price is now $445 per person
$445
per person
Dec 26 - Dec 30
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.4/10 Very Good! (1,347 reviews)
Be aware that with construction in the parking deck, there is not enough valet parking for the hotel (which was an unpleasant surprise arriving back at the hotel late at night!) We mentioned that we would be parking when we checked in and there was no warning, just “you’ll deal with parking attendants to arrange that.”

Reviewed on Oct 12, 2025

The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $644, price is now $478 per person
$478
per person
Dec 17 - Dec 20
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9/10 Wonderful! (1,002 reviews)
Vacuum cleaner in condo would be nice

Reviewed on Oct 13, 2025

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
Virginia featuring a sunset

Downtown Richmond

3 out of top 10 points of interest in this area
4/5(1,138 area reviews)

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.

Find hotels in Downtown Richmond

Willow Oaks Hotel Deals

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
301 West Franklin Street, Richmond, VA
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $190 total per night from Oct 20 to Oct 21
$190 total
Oct 20 - Oct 21
Total with taxes and fees
8.2/10 Very Good! (1,368 reviews)
"I stay at The Graduate Richmond once or twice a month, and have stayed in several different rooms over the past 2 years. They're very clean, and most of the rooms are comfortable. But for the room price, hotel age, and location, I haven't seen much consistency in the condition of the room I have ..."

Reviewed on Oct 10, 2025

Graduate by Hilton Richmond
The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street, Richmond, VA
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $331 total per night from Nov 2 to Nov 3
$331 total
Nov 2 - Nov 3
Total with taxes and fees
9.8/10 Exceptional! (1,003 reviews)
"N/A"

Reviewed on Oct 4, 2025

The Jefferson Hotel
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St, Richmond, VA
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $176 total per night from Nov 9 to Nov 10
$176 total
Nov 9 - Nov 10
Total with taxes and fees
9/10 Wonderful! (1,203 reviews)
"The staff was very nice and the property was very clean. Would stay there again"

Reviewed on Oct 9, 2025

Omni Richmond Hotel
See all 848 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Willow Oaks

Virginia Commonwealth University

Virginia Commonwealth University

Explore the campus of Virginia Commonwealth University during your stay in Richmond. Stroll along the area's riverfront or experience its great live music.

Virginia Commonwealth University
Game of checkers anyone

University of Richmond

Take a campus tour or just explore the area of University of Richmond, during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.

University of Richmond
Richmond

Broad Street

During your trip to Richmond, you can find the perfect gifts to bring home at Broad Street. While you're here, you can savor the top-notch restaurants.

Broad Street

Things to do

Historic Trolley Tour

Historic Trolley Tour

$42
per adult
100% of travellers recommend
Historic Trolley Tour
Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

$35
per adult
100% of travellers recommend
Richmond: Guided Hike in James River Park
See all activities in Richmond
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.