Best Fall Breaks to Book Now

Fall is typically the time when kids go back to school and the grown-ups get back to work, meaning that now is actually the time to visit a few popular summer destinations, since their prices, crowds and temperatures have dropped. Yet parent or not, should you be looking to lock in a vacation for the long Rosh Hashanah and Columbus day weekends, these fall breaks might provide the answer!

“City Break”


Beautiful architecture, amazing comfort food and a distinct sense of Southern hospitality are Savannah’s major draws. Visit during fall to enjoy the season’s jazz and film festivals. This is also a great time to hunker down in a historic B&B.


The leaves and temps aren’t the only thing falling; Vancouver’s hotel rates also take a dive this season. In autumn, locals flock to the International Film Festival and Writer’s Fest. When you’re not getting your dose of culture, stroll through Stanley Park to spot the changing leaves.

Las Vegas 

Las Vegas is America’s playground every day of the year, but it is especially appealing in the fall. Temperatures are comfortable, airfare is affordable and rooms are downright cheap. You’ll often be able to save even more with package deals.

“Beach Break”

Cape Cod, Nantucket & Marthas Vineyard

Visitors flock to these regions for their quaint villages, stretch of beaches and salty air. However, as the summer crowds retreat these quintessential New England destinations become much cheaper to visit.

The Hamptons

The fifty miles of seashore and gorgeous sandy beaches, that make up The Hamptons, provide a range of activity for families, glamorous movie stars and beach bums alike. Early fall, the weather hits a glorious 60 degrees, making local hotels a real bargain. Beaches tend to empty and prices drop, while the weather remains clear and sunny.


While Hurricanes disrupt the western waters of the Caribbean, this southeastern island remains calm with temperatures in 80s and cool evening breezes. Book a fall weekend at a beachfront villa, and you could find savings of up to 40%

Some useful tips when booking:

– Don’t be afraid to lean on websites to find you weekend deals; Airfare Watchdog (that finds you deals based on your home airport) and Skyscanner both come in handy when looking for cheap deals!

– Choose your timing carefully; Friday’s and Sundays are the busiest and most expensive, so if you’re taking a long weekend, consider flying out on a Thursday or Saturday.

– Be open to trying new places; there are so many hidden gems within the USA alone that don’t have the pricetag of more popular destinations.

– Make light work; if you are only going away for a short period, make travel easy for yourself and try to book everything under one umbrella and without too many changes, stopovers or moving around, otherwise you won’t have an opportunity to appreciate the trip itself (and end up more stressed out that if you had just stayed home!)