Valentines Vacations from $398

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The Latest Valentines vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Price was $591, price is now $398 per person
$398
per person
Jul 21 - Jul 23
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.6/10 Excellent! (1,000 reviews)
Very clean and newly refurbished.

Reviewed on May 31, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $600, price is now $471 per person
$471
per person
Aug 14 - Aug 17
found 11 hours ago
Roundtrip flight included
New York (NYC) 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

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $548, price is now $454 per person
$454
per person
Aug 14 - Aug 17
found 10 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.4/10 Very Good! (1,860 reviews)
Only one elevator working and very slow. Kind of old looking but room was nice. Air conditioner was so loud it woke me up a few times. Place needs a little work.

Reviewed on Jun 11, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was $544, price is now $451 per person
$451
per person
Jul 21 - Jul 23
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,009 reviews)
There was a pool adjacent to our room which was a huge bonus arriving on hot day!! Wish we could have stayed longer!!

Reviewed on Jun 7, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Price was $523, price is now $444 per person
$444
per person
Jul 21 - Jul 23
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.4/10 Exceptional! (1,003 reviews)
Warm was a bit warm, pillows just okay, and we could hear the people in the room above us walking at each step

Reviewed on Jun 10, 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
$84 nightly
The price is $94 total per night from Jul 10 to Jul 11
$94 total
Jul 10 - Jul 11
Total with taxes and fees
8.8/10 Excellent! (247 reviews)
"Convenient to shops nearby, clean room, staff very friendly,"

Reviewed on Jun 10, 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 21 to Jun 22
$108 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (1,008 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 14 to Jun 15
$78 total
Jun 14 - Jun 15
Total with taxes and fees
7.8/10 Good! (266 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 $398 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.