Valentines Vacations from $500

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The Latest Valentines vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $698, price is now $500 per person
$500
per person
Apr 16 - Apr 21
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.4/10 Exceptional! (310 reviews)
Spacious, clean, except under the night tables beside the bed.

Reviewed on Jan 13, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Save 100% on your flight
Price was $900, price is now $595 per person
$595
per person
Apr 16 - Apr 21
found 15 hours ago
Roundtrip flight included
Boston (BOS) 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 $718, price is now $513 per person
$513
per person
Apr 16 - Apr 21
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (427 reviews)
Staff was very helpful and friendly. The room was very clean and comfortable. My kids loved the game room and pool! We would absolutely stay here again.

Reviewed on Feb 8, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Save 100% on your flight
Price was $904, price is now $663 per person
$663
per person
Apr 16 - Apr 21
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.4/10 Exceptional! (1,002 reviews)
beautiful property and room, will be back!

Reviewed on Feb 17, 2026

Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $732, price is now $541 per person
$541
per person
Apr 16 - Apr 21
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,000 reviews)
The overall room and staff were excellent. I understand the winter strom can effect some activities. Only thing that really bother us was that there was no more treating of the sidewalks. When we checked in the ice melt was down and when we checked out it was all iced over and nothing else had been done since Saturday.

Reviewed on Jan 28, 2026

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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
$113 nightly
The price is $128 total per night from Mar 18 to Mar 19
$128 total
Mar 18 - Mar 19
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Good location. Friendly staff. Comfortable accommodations

Reviewed on Feb 18, 2026

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
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
$103 nightly
The price is $117 total per night from Mar 18 to Mar 19
$117 total
Mar 18 - Mar 19
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Clean room and helpful staff front desk and dining

Reviewed on Feb 9, 2026

Hilton Garden Inn Roanoke Rapids
Comfort Inn Emporia

Comfort Inn Emporia

2.5 out of 5
899 Wiggins Road Emporia VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $109 total per night from Mar 1 to Mar 2
$109 total
Mar 1 - Mar 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
It was great

Reviewed on Feb 18, 2026

Comfort Inn Emporia
See all 484 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 $500 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.