Lucky us that this year’s Valentine’s Day celebration falls on a three-day weekend, so if you haven’t taken any time off yet, this might be the right time to spend some time with your loved one. Here are some great deals that I’m sure will make you take a quick trip in a blink of an eye.

Williamsburg, Virginia

Kingsmill Resort

This AAA Four‐Diamond condominium resort along the James River has plenty of activities and history. With one-to-three bedroom accommodations and a golf course that was once the original Kingsmill Plantation—can be just the beginning of a perfect getaway.

Suites Valentine’s Day Weekend Book here
$299/two people/night

  • Two nights accommodations in a resort one-bedroom condo with fireplace
  • Daily breakfast for two
  • Pre-Fixe Valentine’s Day Menu for two at Elements 1010 on February 14th

Cabo San Lucas, Mexico

The Cape in Cabo San Lucas (Thompson Hotels)

This luxurious resort just might be what you’re looking for to break away from all the winter weather and enjoy the sea and a cool drink by the pool.

Run away Romance Book here

  • Dinner for 2 at Manta – 4 course menu
  • Romantic cabana dinner
  • 60 minute couples massage by the sea in spa cabanas
  • 2 p.m. late check out
  • Minimum 3 night stay (Who wants to stay less than that anyways?)

Chicago, Illinois

Enjoy this warm winter while it lasts and make a great stay walking on Michigan Ave. and enjoying top dining experiences.

Talbott Hotel

“Loves Me, Loves Me Not” book here
$270 – $300/night

“Loves Me”:

  • Overnight stay in a one-bedroom suite
  • Molton Brown amenities
  • Champagne toast for two
  • Rose petal turn-down service
  • 30-minute carriage ride for two
  • Late checkout of 3:00 p.m.

“Loves Me Not”:

  • Overnight stay in a one-bedroom suite
  • Molton Brown amenities
  • In-room foot massage
  • In-room DIY ice cream sundae bar
  • Companion pillow
  • Late checkout of 3:00 p.m.

Fairmont Chicago

Romantic Escape Package Book here
Starting $189/night

  • The Chocolate Bar: decadent in-room experience with too many options for Chocolate lovers (Strawberry Tuxedos, Dark Chocolate, Pistachio and Mascarpone Cannolis, Chunky Double Chocolate Chip Cookies, Cinnamon Brioche Bun Stuffed with Bananas and Nutella and Chocolate and Lavender Éclairs).

South Beach, Florida

Sagamore Hotel

Book here

Stay in the heart of South Beach’s Art Deco District at this oceanfront property where morning beach walks are a must with hot Latin nights.

  • Save 15% when you reserve a suite

About The Author

Henrique Kerch

I'm a Caracas native, living in Chicago. I have a passion for travel, culture, food, adventure and discovering new places off the beaten path. I still remember the first trip I took internationally as a child and the excitement that it was to know that everyone will speak another language. Traveling was cool—waking up early to make the trip to the airport, packing too much and then realizing it’s much better to pack light. Now a travel writer, I get to see new places continually, check out new restaurants, and talk about my experiences. Just as I’m about to be done with a trip, I see myself at the airport daydreaming while staring at the departure board thinking about my next destination.

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