Wellesley Vacation Packages
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Top Holiday Package Deals in Wellesley
Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump
Short Pump
Price was CA $1,350, price is now CA $1,065 per person
CA $1,065
per person
May 19 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.4/10 Very Good! (1,832 reviews)
Breakfast were ok. Just basic stuff. Friday morning, some of the food were out. Staff added few foods.
Room was clean. One side of king size bed was not firm.
Reviewed on Apr 13, 2026
Graduate by Hilton Richmond
Downtown Richmond
Price was CA $1,693, price is now CA $1,257 per person
CA $1,257
per person
May 19 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.4/10 Very Good! (1,358 reviews)
Matthew from Plattsburgh, NY checked us in and was wonderful. Our room was wonderful. The valet staff were so friendly. In fact, every staff member we encountered was friendly.
Reviewed on Apr 18, 2026
Country Inn & Suites by Radisson, Ashland - Hanover, VA
Price was CA $1,431, price is now CA $1,111 per person
CA $1,111
per person
May 19 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (1,010 reviews)
location, staff and room is great. there is a resort fee despite not having a pool.
Reviewed on Apr 13, 2026
The Commonwealth
Downtown Richmond
Price was CA $1,680, price is now CA $1,333 per person
CA $1,333
per person
May 19 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,373 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
Where to stay in Wellesley
Find the best Wellesley areas and neighborhoods for the activities you enjoy most. Learn more about Wellesley
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.
Wellesley Hotel Deals
Omni Richmond Hotel
100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Apr 26 to Apr 27
CA $248
CA $288 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (1,393 reviews)
Very nice hotel
Reviewed on Apr 12, 2026
Graduate by Hilton Richmond
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 $262 total
Apr 30 - May 1
includes taxes & fees
8.4/10 Very Good! (1,361 reviews)
Excellent. Will definitely return.
Reviewed on Apr 18, 2026
Studio 6 Richmond Airport
580 Trampton Road Sandston VA
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Apr 20 to Apr 21
CA $113
CA $131 total
Apr 20 - Apr 21
includes taxes & fees
8.4/10 Very Good! (605 reviews)
Super clean, easy to check in , staff always available . Super nice stay for super nice price.
Reviewed on Apr 17, 2026
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
Discover the most popular places to visit in Wellesley
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.
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.
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.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.