Wellesley Vacation Packages

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Top Holiday Package Deals in Wellesley

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was CA $732, price is now CA $628 per person
CA $628
per person
May 26 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.4/10 Very Good! (1,358 reviews)
Everything was great! The staff were friendly and helpful, the room was clean and had very comfortable beds, and it was conveniently close to the town square!

Reviewed on Apr 20, 2026

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $777, price is now CA $644 per person
CA $644
per person
May 26 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (1,374 reviews)
The staff was extremely welcoming and friendly. The foyer was open, airy, and light. The connecting restaurant was convenient, though we had already eaten. The room was spacious and the beds comfortable. While the building seems industrial, the look was modern and had a cool vibe. There were some eareas of the room that seemed like it could use an updated paint job. Overall it was a lovely hotel and wonderful experience.

Reviewed on Apr 16, 2026

Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
Price was CA $766, price is now CA $662 per person
CA $662
per person
May 26 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.2/10 Very Good! (1,000 reviews)
Not a good breakfast selection for the price of $40 Only breakfast item that was good was the grits.

Reviewed on Apr 18, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,443, price is now CA $1,261 per person
CA $1,261
per person
May 28 - Jun 1
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
8.8/10 Excellent! (1,010 reviews)
Fabulous resort - we stay there every chance we get!

Reviewed on Apr 13, 2026

The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Price was CA $761, price is now CA $675 per person
CA $675
per person
May 26 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (1,491 reviews)
They didn’t give us new towels.

Reviewed on Apr 20, 2026

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(18 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

Wellesley 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
The price is CA $225 per night from Apr 30 to May 1
CA $225
CA $261 total
Apr 30 - May 1
includes taxes & fees
8.4/10 Very Good! (1,367 reviews)
Everything was great! The staff were friendly and helpful, the room was clean and had very comfortable beds, and it was conveniently close to the town square!

Reviewed on Apr 20, 2026

Graduate by Hilton Richmond
Studio 6 Richmond Airport

Studio 6 Richmond Airport

2 out of 5
580 Trampton Road Sandston VA
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Apr 27 to Apr 28
CA $119
CA $138 total
Apr 27 - Apr 28
includes taxes & fees
8.6/10 Excellent! (609 reviews)
Nice place

Reviewed on Apr 20, 2026

Studio 6 Richmond Airport
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St Richmond VA
The price is CA $271 per night from May 3 to May 4
CA $271
CA $316 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (1,398 reviews)
Amazing stay! Really convenient, went for a conference and they offered free shuttle service that was convenient for my stay! Clean rooms, good staff!

Reviewed on Apr 20, 2026

Omni Richmond Hotel
See all 939 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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Wellesley vacation package cost?
Discover the best of Wellesley from as little as CA $628. 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 vacation 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 vacation package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia makes traveling 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 Center 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 vacation?
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 vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Wellesley

Maymont Park

Maymont Park

5/5(2 reviews)

This grand estate is a family favorite with a petting zoo, native wildlife and a preserved 19th-century mansion.

Maymont Park
Lewis Ginter Botanical Garden

Lewis Ginter Botanical Garden

Spend some time admiring the beautiful and diverse floral displays featured in this superb botanical garden, one of the finest in the country.

Lewis Ginter Botanical Garden
Virginia Museum of Fine Arts

Virginia Museum of Fine Arts

4.5/5(3 reviews)

This museum houses Russian jewels, impressionist masters and ancient relics in its vast and varied collection.

Virginia Museum of Fine Arts

Things to do

Historic Trolley Tour

Historic Trolley Tour

CA $58
per adult
100% of travellers recommend
Historic Trolley Tour
Richmond Landmark Segway Tour

Richmond Landmark Segway Tour

CA $76
per adult
Richmond Landmark Segway 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.