Highland Springs Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Highland Springs Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Highland Springs vacation package. Find a place to stay in Downtown Richmond, which is good for nightlife, cafes and festivals. Richmond Raceway, Edgar Allan Poe Museum and Virginia State Capitol are just a few of the many sights you'll want to check out during your trip to Highland Springs. Don't put off your visit to this destination any longer. Your perfect Highland Springs vacation is a couple of clicks away with Expedia.

Top Highland Springs Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

CA $1,125
per person
Nov 5 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
9/10 Wonderful! (1,103 reviews)
Under rated Gem

Reviewed on Oct 2, 2026

Kingsmill Resort

Kingsmill Resort

Kingsmill
CA $1,428
per person
Dec 20 - Dec 26
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.6/10 Excellent! (1,004 reviews)
Graduate by Hilton Richmond

Graduate by Hilton Richmond

Downtown Richmond
CA $1,243
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
8.4/10 Very good! (1,478 reviews)
This is a great hotel. Perfect location. Clean. Courteous staff. Beautiful rooftop bar. And quiet at night.

Reviewed on Sep 30, 2026

Kings Creek Plantation by TripForth

Kings Creek Plantation by TripForth

CA $2,160
per person
Dec 20 - Dec 26
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.6/10 Excellent! (44 reviews)
Beautiful property!!

Reviewed on Aug 2, 2026

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

CA $1,296
per person
Dec 20 - Dec 26
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.4/10 Exceptional! (396 reviews)
Lovely, clean spacious apartment. Close proximity to Busch gardens and Colonial Williamsburg

Reviewed on Sep 28, 2026

Ready to book your vacation to Highland Springs?

Choose your dates

Highland Springs Hotel Deals

Graduate by Hilton Richmond

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
CA $209
CA $243 total
Oct 11 - Oct 12
includes taxes & fees
8.4/10 Very good! (1,487 reviews)
"This is a great hotel. Perfect location. Clean. Courteous staff. Beautiful rooftop bar. And quiet at night."

Reviewed on Sep 30, 2026

Graduate by Hilton Richmond
Holiday Inn & Suites Richmond West End

Holiday Inn & Suites Richmond West End

8008 W. Broad St Richmond VA
Fully refundable
CA $147
CA $170 total
Nov 2 - Nov 3
includes taxes & fees
Holiday Inn & Suites Richmond West End
The Jefferson Hotel

The Jefferson Hotel

101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
CA $448
CA $521 total
Oct 4 - Oct 5
includes taxes & fees
9.8/10 Exceptional! (1,017 reviews)
"Great hotel and great service. Feels like stepping back in time in lobby in a good way!"

Reviewed on Oct 1, 2026

The Jefferson Hotel
See all 993 properties in Highland Springs
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.

What to do in Highland Springs

Historic Trolley Tour

Historic Trolley Tour

CA $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

CA $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

CA $14
per traveller
80% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour
See all activities in Highland Springs

Frequently asked questions

How much does a Highland Springs vacation package cost?
You'll find cheap prices from CA $1,125 on Expedia for your Highland Springs getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Highland Springs costs.
What are the cheapest months to go to Highland Springs?
You can usually find lower rates and greater availability in January, February and November. Take a look at our cheap Highland Springs vacation packages and you could land some great off-season discounts.
How many days is enough for Highland Springs?
Highland Springs vacations can be as short or long as you like, but to get a real feel for this destination, we'd say 2 days is a good ballpark. This will mean you can fit in headline attractions like Shockoe Slip and White Oak Village and seek out some underrated spots. Don't forget to visit neighbourhoods such as Downtown Richmond and Central Office either. If you're smart with your time, you can even schedule a day trip outside of Highland Springs too.
How to find the best Highland Springs package deals?
Bagging a cheap Highland Springs package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Highland Springs package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Highland Springs vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Highland Springs vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Highland Springs?
If you're considering an impromptu Highland Springs vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Highland Springs?
  1. Pick your travel dates: What you plan to do in Highland Springs and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: As well as the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Highland Springs.
  3. Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Highland Springs. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Highland Springs vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.