6 Affordable Winter Vacations You Need to Book Now

Escape the cold of winter (or embrace it) with these affordable seasonal getaways.

For many travelers winter is prime vacation time. Those extra days off for the holidays mean that you can sneak in a week-long escape. Whether you’re looking for a warm-weather escapade (we’ve got our eye on you, Florida) or a chill Chicago getaway (bundle up!), we’ve got you covered with a few trips that won’t break the bank.

But remember, booking your flight and hotel arrangements early will have its benefits on your wallet. Plus, you’ll have more time to look forward to that dreamy winter getaway. And if post-holiday travel sounds like the right fit for your schedule, remember that flights and hotel prices start to drop the second week of January.

Chicago, Illinois

Chicago may not be your quintessential warm winter getaway, but the food, art and culture scene may sway you to escape there this winter. Plus flights and hotels are extremely inexpensive, for example room rates at the Godfrey Hotel Chicago can be booked for $89 per night from December to February. The best part? They have a rooftop winter wonderland with clear-domed, heated igloos for guests to cozy up and enjoy the fire pit and of course some gooey delicious s’mores.

You can’t go to Chicago without checking out the museum scene, catching an architecture tour by boat (don’t worry, you’ll be indoors) or heading to Millennium Park for a legendary snow-dusted selfie at Cloud Gate aka, “The Bean”.

There are endless food options, but we’d recommend Publican Quality Meats (a butcher shop, cafe and bakery), Frontera Grill for the best Mexican and Roister, a casual restaurant that’s made its way onto almost every “Best of” list. Lastly, since Chicago is a convention destination, make sure you check out this schedule to avoid higher price tags.

Rio de Janeiro, Brazil

Brazil is an ideal winter escape because their summer is our winter in the states. Bonus: Brazil has waived visa requirements for visiting citizens from the US, making travel to the country easier and more affordable.

And while you may think an international destination like this is going to cost big bucks, rooms at the Sheraton Grand Rio Hotel & Resort are well under $200 per night. Situated between the chic Barra da Tijuca neighborhood and famed Ipanema Beach, the resort is set above a white-sand beach looking out at the tropical South Atlantic.

You may want to lounge out after a busy year, but if you’d like to explore the city there are plenty of exciting options from local souvenir shopping to exploring the street food vendors (try the pão de queijo, aka cheese bread). Sugarloaf Mountain is a popular peak where you can take a cable car ride to catch some epic views. Or take a car for about ten minutes away to explore Copacabana Beach, a famous shoreline dotted with restaurants and bars and some of the best people watching out there.

Lake Chelan, Washington

Located three hours east of Seattle, Lake Chelan transforms into a snow-covered wonderland with seasonal recreation, award-winning wine country (sign us up), with festival fun and small town charm. Nestled among the snow-capped hilltops of the Northern Cascade Mountains, Lake Chelan celebrates 300 days of sunshine a year, making it a great retreat in the winter.

Also, because winter is during the off-season, the area is less expensive. For accommodations, the family owned and operated Campbell’s Resort offers story like lakeside guest rooms for $84 a night. The location is the perfect launch pad for area winter activities, including snow tubing and snowboarding at nearby Echo Valley, wine tasting at over 30 wineries and two fantastic winter festivals – Winterfest in January and Red, Wine and Chocolate in February.

Oranjestad, Aruba

Aruba’s calling our name! Take a quick and affordable flight to this sunny destination where everyone is welcoming. How can you go wrong with a place that’s dubbed “One Happy Island”?

This Caribbean escape is exactly what the doctor ordered. Let’s talk hotels. There are a variety of hotels at all price ranges throughout the isle, so finding reasonable lodging won’t be a problem. Oranjestad is the capital of the city and has a range of hotels close to the airport, but there are different neighborhoods to explore throughout the island.

Explore the Natural Pool (formed by rock and volcanic stone) and the Arikok National Park on a UTV or make a day of it and captain your own motor-powered boat on the open sea. Aruba is a big travel destination, so consider booking your trip as early as possible to secure the lowest rates.

Waterville Valley, New Hampshire

Waterville Valley is a resort community nestled in the heart of the White Mountain National Forest, just two hours north of Boston. The town is the epitome of what you think of when imagining the setting of an epic ski trip with friends. The good news is that skiing is actually made affordable here.

The Waterville Resort has a handful of lodging deals that run throughout the winter, like the “Ski & Stay” package that starts at $98 per night. This deal allows you to mix and match to get the lodging and tickets you need for a perfect ski adventure. The package also includes the Freedom Pass at no extra cost, which includes access to other activities like ice-skating, the White Mountain Athletic Club pools, saunas and hot tubs, indoor tennis and dare I say more?

Crystal River, Florida

While droves of people flock to Florida in the winter (hello, snowbirds), why not visit a city just off the beaten path this year? Considered to be the “Original Florida,” Crystal River is a coastal city located about 90 minutes from Tampa without the massive crowds.

Locals and tourists alike enjoy beach hopping, kayaking and just about any other warm weather activity. Stay at the Plantation hotel for as low as $119 a night. Onsite activities include boating, fishing and golfing. All of these physical activities will probably give you a big appetite, so check out the seafood options at local restaurants, some of it is so fresh that it’s coming right off of the boat!

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