Valentines Vacations from $529

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The Latest Valentines vacation packages

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

The Colonies at Williamsburg

3 out of 5
Price was $681, price is now $529 per person
$529
per person
Aug 24 - Aug 28
found 7 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9/10 Wonderful! (1,011 reviews)
Parking was tight and sometimes a short walk, but everything else was beautiful. Staff quickly resolved issues

Reviewed on Jun 6, 2026

Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Save 100% on your flight
Price was $1,021, price is now $631 per person
$631
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Richmond (RIC)
8.6/10 Excellent! (1,002 reviews)
Very clean and newly refurbished.

Reviewed on May 31, 2026

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $955, price is now $694 per person
$694
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (1,358 reviews)
Great location. You're an easy drive or walk to anything you want to do in Richmond. The suites are enormous and worked perfectly for our family of 3. Staff is friendly and easy to deal with. Valet parking is convenient and the overall stay was excellent. Will definitely stay here again Thanks!

Reviewed on Jun 5, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $835, price is now $643 per person
$643
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (820 reviews)
This hotel has absolutely massive rooms by today's standards and shares all amenities with the much more expensive Williamsburg Inn and Williamsburg lodge. The tradeoffs are that you will not have a front desk and the furniture and finishes are much older. The reality, however, is that the tradeoffs are 100% worth it. The cost is half that of the Lodge and half to 1/4 of the cost of the Inn. You can still use the pool, spa, tennis courts, fitness facilities, concierge, ticket discounts, and everything else that comes with a stay at the fancier neighboring hotels. I would recommend the Griffin. No notes.

Reviewed on May 29, 2026

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $1,125, price is now $883 per person
$883
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Richmond (RIC)
9.2/10 Wonderful! (251 reviews)
Wonderful experience once again. Indoor pool was ice cold due to a broken thermostat. Hopefully it will be fixed when we return.

Reviewed on May 5, 2026

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Valentines Hotel Deals

Best Western Plus South Hill Inn

Best Western Plus South Hill Inn

3 out of 5
101 Thompson St La Crosse VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jul 5 to Jul 6
$110 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (246 reviews)
"Pool was closed. Not much of a selection on the breakfast bar"

Reviewed on May 31, 2026

Best Western Plus South Hill Inn
Hilton Garden Inn Roanoke Rapids

Hilton Garden Inn Roanoke Rapids

3 out of 5
111 Carolina Crossroads Pkwy Roanoke Rapids NC
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $108 total per night from Jun 14 to Jun 15
$108 total
Jun 14 - Jun 15
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Un incontournable"

Reviewed on Jun 6, 2026

Hilton Garden Inn Roanoke Rapids
Brentwood Inn & Suites

Brentwood Inn & Suites

2 out of 5
101 Old Farm Rd S Roanoke Rapids NC
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Jun 8 to Jun 9
$78 total
Jun 8 - Jun 9
Total with taxes and fees
7.8/10 Good! (264 reviews)
"Yikes, this is the first hotel I have left in the middle of the night due to a bug infestation. The physical condition of the property inside and out is ok, not great, not horrible. The first indication of a problem was an odd odor. At first we thought they gave us a smoking room, so tried another ..."

Reviewed on Jun 2, 2026

Brentwood Inn & Suites
See all 476 properties in Valentines
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.

Find the Best Valentines Vacation Packages

Valentines Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Valentines vacation package cost?
You can snap up a vacation package to this destination from $529 on Expedia. However, how much your vacation to Valentines costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Valentines?
If you're looking to book a cheap Valentines vacation package, consider planning a trip in January, October and December. You'll generally find lower rates on flights and accommodations during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Valentines?
With a well-organized itinerary, you can easily tick off the most popular Valentines sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, consider booking your Valentines vacation for longer.
How to find the best Valentines package deals?
Bagging a cheap Valentines package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Valentines package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Valentines vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Valentines getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Valentines?
If you have your Valentines vacation dates locked in, book as early as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Valentines vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Valentines trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.