Wellesley Holidays

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Your Wellesley Holiday

Booking a tailor-made Wellesley holiday package is an excellent way to know the ins and outs of this neighbourhood. From its must-see spots to its little-known gems, you won't be short of new adventures. Squeeze in some sightseeing on your trip to Wellesley. You can't miss popular nearby attractions such as Short Pump Town Centre and Childrens Museum of Richmond. No matter what your dream Wellesley holiday may look like, you can make it a reality with Expedia.

Our guide on where to stay in Wellesley

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

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 Capitol Square or Canal Walk.

Find hotels in Downtown Richmond
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

Short Pump is popular for its ample dining options, and you might make a stop by Short Pump Town Center, a top place to visit in the area.

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

Fan District

You'll enjoy the live music and monuments in Fan District. You might want to make time for a stop at Monument Avenue or Jefferson Davis Monument.

Find hotels in Fan District
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 isn't home to many top sights, Chesterfield Towne Center and River City Sportsplex are some notable places to visit nearby.

Find hotels in North Chesterfield
A building with a tower, a sign reading "Greater Richmond Convention Center," and a street intersection with traffic lights.

Richmond City Center

While visiting Richmond City Center, you might make a stop by sights like Broad Street and Richmond Coliseum.

Find hotels in Richmond City Center

Our pick of the best Wellesley Hotel Deals

Omni Richmond Hotel

Omni Richmond Hotel

100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
AU$267
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,539 reviews)
"Very surprised at how nice this hotel was - great feeling in the lobby with the fireplace burning in the library area. Has a Restaurant/Bar, Starbucks and Chick-fil-a located inside the connected atrium great feeling to stay there and very convenient to downtown Richmond. They also have a shuttle ..."

Reviewed on 29 Aug 2026

Omni Richmond Hotel
The Jefferson Hotel

The Jefferson Hotel

101 West Franklin Street Richmond VA
AU$486
8 Sept - 9 Sept
includes taxes & fees
The Jefferson Hotel
Graduate by Hilton Richmond

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
AU$237
6 Sept - 7 Sept
includes taxes & fees
Graduate by Hilton Richmond
See all 932 properties in Wellesley
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
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Wellesley holiday package cost?
Discover the best of Wellesley from as little as . We offer a wonderful selection of rental cars, hotels and flights to suit your travel style. Land even more discounts when you add a couple of activities or tours to your holiday package.
How do I get a cheap travel package to Wellesley?
Secure flights that fit in with your schedule, add a hotel room to your booking and see how much you save with a Wellesley holiday package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1 000 000 properties worldwide to choose from, you won't be short of choice.
Where should I stay in Wellesley?
Most people who travel to Wellesley put both Greater Richmond Convention Centre and Richmond Raceway on their must-see lists. Why not consider a hotel within walking distance of these fantastic attractions?
How far in advance should I book my Wellesley holiday?
Browse Expedia to compare international airfares ASAP. You can generally purchase a ticket up to a year in advance. If you can't see your preferred carrier, or you have to book last minute, fear not. Cheap fares to Wellesley sometimes emerge within weeks of departure.
What does an Expedia Wellesley travel package include?
Expedia has all you need to plan your Wellesley escape, but what goes into your package is your call. Choose from any combination of rental cars, flights and hotels. Chasing some activities or tours to keep you on the go? Once you've made your booking, you can add them on too. No matter your style, there's a holiday package to meet your needs.
What should I know before booking a Wellesley travel package?
We already have low prices. However, you'll snap up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Wellesley Expedia holiday package?
Yes, and with over 550 airlines to choose from worldwide, you have plenty of choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Wellesley holiday package?
It is possible to cancel your Wellesley booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Activities

Historic Trolley Tour

Historic Trolley Tour

AU$63
per adult
100% of travellers recommend
Historic Trolley Tour
Down in the Shokoe Bottom, the most haunted neighborhood with 350+ years of history and hauntings!

The Haunted History of Richmond tour

AU$42
per adult
The Haunted History of Richmond tour
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

AU$15
per traveller
80% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio 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.