Wellesley Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Wellesley

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

Downtown Richmond

3 out of top 10 points of interest in this area
4/5(13 area reviews)

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

Top hotels in Wellesley

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 7.750.240 ₫ per night from 1 Feb to 2 Feb
7.750.240 ₫
9.011.821 ₫ total
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 2.888.777 ₫ per night from 28 Jan to 29 Jan
2.888.777 ₫
3.359.165 ₫ total
28 Jan - 29 Jan
includes taxes & fees
9.6/10 Exceptional! (2,881 reviews)
Very comfortable hotel with extra perks. Especially love the indoor hot tub.

Reviewed on 15 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 1.655.136 ₫ per night from 21 Jan to 22 Jan
1.655.136 ₫
1.924.687 ₫ total
21 Jan - 22 Jan
includes taxes & fees
7.6/10 Good! (1,169 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 851 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.

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 1null000null000 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.

Popular places to visit

Richmond_GreaterRichmondConventionCenter_6083623_05

Greater Richmond Convention Center

Learn about the events happening in Greater Richmond Convention Center during your trip to Richmond. Wander around the area's picturesque gardens or experience its great live music.

Greater Richmond Convention Center
Richmond_KingsDominion_6083631_06

Kings Dominion

Bring your family to Kings Dominion and enjoy the excitement of this theme park in Doswell. Experience the festivals or attend a sporting event in this family-friendly area.

Kings Dominion
G5KT01 Egyptian building historic college Richmond Virginia

Virginia Commonwealth University

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

Virginia Commonwealth University