Oakwood Holidays

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Your Oakwood Holiday

Reserving a tailor-made Oakwood holiday package is a wonderful way to become acquainted with this unique neighbourhood. From its renowned sites to its lesser-known delights, you won't be short of new adventures. Your trip to Oakwood wouldn't be complete without seeing big-name attractions nearby such as Edgar Allan Poe Museum, Virginia State Capitol and White House of the Confederacy. Whatever your travel goals or the size of your budget, booking a perfect Oakwood holiday is simple with Expedia.

Our guide on where to stay in Oakwood

Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
Downtown Richmond, Virginia skyline and the James River at twilight.; Shutterstock ID 478364257

Downtown Richmond

2 out of top 10 points of interest in this area
4/5(1 area review)

Downtown Richmond is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Shockoe Slip or Capitol Square.

Find hotels in Downtown Richmond

Our pick of the best Oakwood Hotel Deals

The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
The price is AU$510 per night from 1 Feb to 2 Feb
AU$510
1 Feb - 2 Feb
includes taxes & fees
9.8/10 Exceptional! (1,000 reviews)
Great hotel ideally located.

Reviewed on 14 Jan 2026

The Jefferson Hotel
Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

3 out of 5
11049 West Broad St Glen Allen VA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 25 Jan to 26 Jan
AU$190
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (2,887 reviews)
The check in process was eaay and pleasant, the snacks provided when we checked in were a welcomed surprise and our room was spacious and clean.

Reviewed on 16 Jan 2026

Drury Plaza Hotel Richmond
Regency Inn Richmond

Regency Inn Richmond

2 out of 5
1500 Eastridge Road Richmond VA
Fully refundableReserve now, pay when you stay
The price is AU$97 per night from 23 Jan to 24 Jan
AU$97
23 Jan - 24 Jan
includes taxes & fees
7.6/10 Good! (1,173 reviews)
Staff and room was good. Hot water was luke warm to take a bath.

Reviewed on 16 Jan 2026

Regency Inn Richmond
See all 916 properties in Oakwood
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oakwood holiday package cost?
The cheapest Oakwood holiday package is , so your dream trip can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to create a package that matches your travel style.
How do I get a cheap travel package to Oakwood?
Book everything in the one place with our Oakwood holiday packages. We have incredible bargains on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurousness alive. And, with more than 550 partner airlines and 1 000 000 hotels around the globe to choose from, you'll have endless opportunities to mix and match.
Where should I stay in Oakwood?
Book yourself a room near St. Johns Episcopal Church, one of this neighbourhood's most famous attractions. It's the ideal place for eager sightseers.
How far in advance should I book my Oakwood holiday?
Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months prior to departure dates. This is typically the cheapest time to book. If circumstances have left you booking late, discount prices to Oakwood will sometimes occur just weeks before departure.
What does an Expedia Oakwood travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to build your perfect Oakwood travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Don't forget, the more you bundle, the more dollars you'll save!
What should I know before booking an Oakwood travel package?
A package can be easier on the wallet than separately booking all you need for your adventure. For example, combine your flights, hotels and rental cars and score big savings. No matter your holiday plans, there's sure to be a package that matches your budget.
Can I choose my airline with an Oakwood Expedia holiday package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines globally, so you can customize your Oakwood escape according to your needs and budget.
If I'm not able to travel, can I cancel my Oakwood holiday package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Oakwood holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.

Discover the most popular places to visit in Oakwood

Advertising from days gone by on the side of a building across from St Johns Church.

Broad Street

5/5(1 review)

During your trip to Richmond, you can search for that perfect souvenir at Broad Street. While you're here, you can savour the top-notch restaurants.

Broad Street
Virginia Museum of Fine Arts featuring art and a city

Virginia Museum of Fine Arts

Home to 22,000 works of art covering 5,000 years of history, this museum has something for everyone.

Virginia Museum of Fine Arts
Maymont Park featuring heritage architecture and a house

Maymont Park

There’s something for everyone at this estate, with plants, animals and a beautiful house to discover.

Maymont Park

Activities

Historic Trolley Tour

Historic Trolley Tour

AU$63
per adult
100% of travellers recommend
Historic Trolley Tour
Group Shot at the Virginia State Capitol!

Richmond Landmark Segway Tour

AU$82
per adult
Richmond Landmark Segway Tour
Stories at the Jefferson Hotel

Phantoms of Franklin Ghost Tour

AU$40
per adult
Phantoms of Franklin Ghost Tour
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.