Lakeside Vacations from $382

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Your Lakeside Vacation

Say goodbye to planning worries and hello to a Lakeside vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Downtown Richmond, which is good for nightlife, cafes and festivals. If your trip to Lakeside includes some sightseeing, drop by major attractions such as Lewis Ginter Botanical Garden, Virginia Museum of Fine Arts and Richmond Raceway. No matter your travel plans or budget, putting together the ultimate tailored Lakeside vacation is simple with Expedia.

The Latest Lakeside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $553, price is now $382 per person
$382
per person
Feb 24 - Feb 28
found 2 days ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.8/10 Excellent! (765 reviews)
Super courteous staff

Reviewed on Jan 20, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

5 out of 5
Colonial Williamsburg
Save 100% on your flight
Price was $1,146, price is now $760 per person
$760
per person
Feb 24 - Feb 28
found 2 days ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.8/10 Exceptional! (322 reviews)
Everything was perfect; very nice.

Reviewed on Jan 11, 2026

Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
Price was $616, price is now $455 per person
$455
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.4/10 Very Good! (1,004 reviews)
In the room, it only had eight channels for the TV with no premium channels. It had very minimal cooking equipment. The frying pan was missing. It didn't have a spatula to cook with. While it looked neat and clean. It was still very minimalistic. The small things such as the utensils and the TV and no DVD player made it a three star

Reviewed on Jan 21, 2026

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Save 100% on your flight
Price was $791, price is now $586 per person
$586
per person
Mar 19 - Mar 22
found 2 days ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.2/10 Wonderful! (1,253 reviews)
Charming and well maintained hotel in great location for downtown events.

Reviewed on Jan 22, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Price was $684, price is now $509 per person
$509
per person
Feb 24 - Feb 28
found 2 days ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.4/10 Exceptional! (1,002 reviews)
Beautiful property tucked away.

Reviewed on Jan 22, 2026

Where to stay in Lakeside

Find the best Lakeside areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside
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(1,138 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

Lakeside 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
$295 nightly
The price is $343 total per night from Feb 1 to Feb 2
$343 total
Feb 1 - Feb 2
Total with taxes and fees
9.8/10 Exceptional! (1,000 reviews)
Great hotel ideally located.

Reviewed on Jan 14, 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
$110 nightly
The price is $128 total per night from Jan 27 to Jan 28
$128 total
Jan 27 - Jan 28
Total with taxes and fees
9.6/10 Exceptional! (2,895 reviews)
The breakfast menu was fresh. The room was clean.

Reviewed on Jan 18, 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
$61 nightly
The price is $71 total per night from Jan 24 to Jan 25
$71 total
Jan 24 - Jan 25
Total with taxes and fees
7.6/10 Good! (1,176 reviews)
Staff and room was good. Hot water was luke warm to take a bath.

Reviewed on Jan 16, 2026

Regency Inn Richmond
See all 894 properties in Lakeside
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Lakeside

Lewis Ginter Botanical Garden which includes a park

Lewis Ginter Botanical Garden

4.5/5(129 reviews)

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
Richmond_ShortPumpTownCenter_6083667_05

Short Pump Town Center

4.5/5(464 reviews)

During your trip to Richmond, you can do some window-shopping at Short Pump Town Center. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.

Short Pump Town Center
Richmond_GreaterRichmondConventionCenter_6083623_05

Greater Richmond Convention Center

4/5(209 reviews)

Learn about the events happening at 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

Things to do

Historic Trolley Tour

Historic Trolley Tour

$42
per adult
100% of travellers recommend
Historic Trolley Tour
Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

$35
per adult
100% of travellers recommend
Richmond: Guided Hike in James River Park
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.