Valentines Vacations from $479

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Save 100% on your flight
Price was $809, price is now $479 per person
$479
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $726, price is now $538 per person
$538
per person
Aug 13 - Aug 17
found 19 hours ago
Roundtrip flight included
Boston (BOS) 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 $711, price is now $545 per person
$545
per person
Aug 24 - Aug 28
found 1 day 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

Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

5 out of 5
Colonial Williamsburg
Price was $1,295, price is now $1,001 per person
$1,001
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.8/10 Exceptional! (364 reviews)
We are very picky about hotels. The Williamsburg Inn was so lovely that we ended up staying an extra night. It is a classic, luxurious Colonial hotel in a peaceful setting, just a block from the Main Street of Colonial Williamsburg. The rooms are elegant, the beds very comfortable and the staff incredibly professional and friendly. Staying in such a beautiful property so full of history was a true treat. We can't wait to go back.

Reviewed on May 24, 2026

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $900, price is now $696 per person
$696
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) 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

Don't see what you're looking for?
See all available trips from Columbus to Valentines
View all trips

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)
"Work perfect for a quick overnight stay."

Reviewed on Jun 8, 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! (1,007 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
$67 nightly
The price is $76 total per night from Jun 23 to Jun 24
$76 total
Jun 23 - Jun 24
Total with taxes and fees
7.8/10 Good! (265 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Valentines vacation package cost?
You can snap up a vacation package to this destination from $479 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.