Valentines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Valentines Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $1,045, price is now CA $961 per person
CA $961
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (2,038 reviews)

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,588, price is now CA $1,270 per person
CA $1,270
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.6/10 Excellent! (1,006 reviews)

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was CA $1,180, price is now CA $1,013 per person
CA $1,013
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.4/10 Exceptional! (413 reviews)

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was CA $1,344, price is now CA $1,176 per person
CA $1,176
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9/10 Wonderful! (328 reviews)
Immediately upon check in they try to pressure you into a time share meeting. After driving all day and just wanting to settle, I did not appreciate.

Reviewed on Oct 27, 2026

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

2.5 out of 5
Price was CA $1,185, price is now CA $1,044 per person
CA $1,044
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.2/10 Wonderful! (1,311 reviews)
Clean rooms. Breakfast included.

Reviewed on Oct 27, 2026

Ready to book your vacation to Valentines?

 

Choose your dates

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
The price is CA $146 per night from Nov 8 to Nov 9
CA $146
CA $165 total
Nov 8 - Nov 9
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Dirty bathroom and beds had blood stains! Couldn’t use the shower since it was dirty and they didn’t have anything I liked for breakfast! Turkey bacon like come on not everyone eats that"

Reviewed on Oct 27, 2026

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
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
The price is CA $87 per night from Oct 29 to Oct 30
CA $87
CA $98 total
Oct 29 - Oct 30
includes taxes & fees
Brentwood Inn & Suites
Baymont By Wyndham Emporia Va

Baymont By Wyndham Emporia Va

2.5 out of 5
921B West Atlantic St Emporia VA
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Nov 15 to Nov 16
CA $107
CA $124 total
Nov 15 - Nov 16
includes taxes & fees
7.6/10 Good! (515 reviews)
"The bed was comfortable, the ice machine worked. Staff was extremely friendly. Only stayed one night. Would stay again."

Reviewed on Oct 27, 2026

Baymont By Wyndham Emporia Va
See all 517 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Valentines vacation package cost?
You'll find cheap prices from CA $961 on Expedia for your Valentines break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Valentines costs.
What are the cheapest months to go to Valentines?
If you're looking to book a cheap Valentines vacation package, consider travelling in January, February and November. You'll usually find lower rates on hotels and flights during these months — ideal for travellers wishing to save money.
How many days is enough for Valentines?
The ideal length for your Valentines vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to go to all the leading sights and discover some hidden gems along the way.
How to find the best Valentines package deals?
Use Expedia's handy filters to find some unbeatable Valentines package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Valentines package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Valentines vacation as a package?
You can enjoy significant savings on your Valentines escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Valentines?
If you're considering a spontaneous Valentines adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Valentines?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Valentines.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Valentines.
  3. Decide how long to go away for: Now that you're up to speed on Valentines, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Valentines vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.