Valentines Vacations from $309

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The Latest Valentines vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
Price was $427, price is now $309 per person
$309
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Richmond (RIC)
9/10 Wonderful! (3,188 reviews)
The washer was broken, but the dryer worked. I also went to use one of the spare blankets they leave in the closet and once I unfolded it, a bunch of pieces of used up + bloody tissues came out. Other than those two things, it was a pretty nice stay.

Reviewed on Jan 30, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Save 100% on your flight
Price was $760, price is now $534 per person
$534
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Richmond (RIC)
9.4/10 Exceptional! (1,002 reviews)
Beautiful place inside and out!

Reviewed on Feb 3, 2026

Westgate Williamsburg

Westgate Williamsburg

2.5 out of 5
Midtown
Price was $761, price is now $545 per person
$545
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
4/10 (1 review)
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $523, price is now $379 per person
$379
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
8.8/10 Excellent! (765 reviews)
Great hotel, bathroom was was out dated

Reviewed on Feb 2, 2026

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

3 out of 5
Price was $622, price is now $458 per person
$458
per person
Apr 23 - Apr 26
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
8.8/10 Excellent! (427 reviews)
The layout of our room was great for a family vacation. The location is ideal for access to Colonial Williamsburg. My daughter loved the kid friendly amenities like the game room, pool and access to board games through the front desk. Most importantly, though, the staff was so welcoming and helpful. Every person we had contact with from house keeping to the front desk treated us with warmth and kindness.

Reviewed on Dec 29, 2025

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Valentines Hotel Deals

Holiday Inn Express & Suites Roanoke Rapids SE by IHG

Holiday Inn Express & Suites Roanoke Rapids SE by IHG

2.5 out of 5
74 Premier Blvd Roanoke Rapids NC
Fully refundable
$105 nightly
The price is $119 total per night from Feb 15 to Feb 16
$119 total
Feb 15 - Feb 16
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Met all our needs and expectations. Great Breakfast. Great Service. Convenient location. Several dining options.

Reviewed on Feb 5, 2026

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
Comfort Inn Emporia

Comfort Inn Emporia

2.5 out of 5
899 Wiggins Road Emporia VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Feb 22 to Feb 23
$108 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Room was clean and comfortable.

Reviewed on Feb 5, 2026

Comfort Inn Emporia
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
$98 nightly
The price is $110 total per night from Feb 15 to Feb 16
$110 total
Feb 15 - Feb 16
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Great hotel. Very clean and updated. Very friendly staff.

Reviewed on Feb 4, 2026

Hilton Garden Inn Roanoke Rapids
See all 483 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 $309 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.