In our opinion, October is underrated. USA October holidays – even more so. If you’re ready to commit to winter, the dramatic Kenai fjords of Alaska and snowy slopes of Colorado’s Rocky Mountains National Park have you covered during this secret season. However, if sun-soaked beaches and balmy breezes are still calling, a road trip down the famous Route One in California (the so-called Golden State), through the quirky coastal towns of Monterey and Santa Barbara to the modern metropolis of Los Angeles, is guaranteed to leave you feeling categorically cool (just not in temperature). The East Coast will also be waiting with open arms if an autumnal October is what you’re after. Think crisp walks through New York’s Central Park, ice skating under the Rockefeller Center, and parading through the West Village with their annual Halloween Parade. Treat youngsters to the Meatpacking District’s ‘Treats in the Streets’ or venture out of the city to Pennings Orchard to turn your handpicked apples into cider. Beyond the bright lights of NYC, there’s historic Boston and the scenic hinterland of New England, where the extensive forests boast spectacular kaleidoscopes of crimsons, coppers and deep yellows during the autumn months. With so many diverse landscapes to choose from, USA October holidays are sure to become a break you never tire of.

USA October Half Term Holiday Ideas

A few suggestions to get the holiday planning process started

Our USA holiday collections

Discover different ways to explore USA

USA October Holidays Guide

Practical advice and inspiration to help you prepare for your holiday

USA Testimonials

24 reviews
4.9 / 5
"We recently returned from an incredible adventure, and it was truly the trip of a lifetime! Original Travel listened carefully to what we wanted and created a perfectly balanced itinerary that went above and beyond our expectations. Their Concierge service also took any stress out of the holiday - we were completely at ease, knowing someone was on hand if we had questions. We came home with amazing memories and can’t thank you enough for planning such a fantastic, seamless trip."
J - UK
Published on 10th November 2025
"Booking our honeymoon was an outstanding experience from start to finish. David was incredibly attentive, and his knowledge about every aspect of our trip made us feel completely at ease. Everything felt effortless. Overall, the trip was amazing, and we cannot thank David and the Original Travel team enough. We were overwhelmed with how fantastic the customer service has been throughout the whole process, and will 100% be using Original Travel again."
A - UK
Published on 21st August 2025
"David took plenty of time to really bring the trip to life, and his offer to discuss the trip before we left was very helpful, as was contact during the trip. His service was completely first class from end to end - I could not have been more impressed with his communication, thoughtfulness and planning. Our trip was so much better than if we’d organised it ourselves, thanks to David and his team."
B - UK
Published on 15th August 2025

The beauty of America (aside from its invention of the cheeseburger) is its size and diversity. The charming yet energetic East Coast cities of Boston and New York make for the perfect long weekend, while the dramatic plains of the American West promise to impress on an unforgettable two-week adventure as you cavort with cowboys and run wild through Yellowstone National Park.


If you need to be further convinced why USA October holidays remain a best-kept secret, look no further than California’s Napa Valley, one of the world’s premier wine regions. Bathe yourself in the Golden State’s glow as you tour the region’s myriad vineyards. Sample the finest wines in the company of their producers, cycle along the Vine Trail (we suggest doing this before the wine tasting begins) and treat your taste buds to a farm-to-fork feast overlooking the verdant vineyards. If adventure beckons, take advantage of the West Coast’s Mediterranean climate and feel the breeze in an off-road 4x4 drive across Death Valley. Capture the moment with one of our GoPros as you kayak along the waters of Mono Lake, whale watch off the coast of Monterey or try your luck spotting celebrities at their favourite haunts off Melrose Avenue.


Whether you’re hoping to steal a few more hazy days of summer in New Orleans’ French Quarter to a soundtrack of the city’s famous melodic jazz tones, chase the sun dappled surf of the Florida Keys or get to grips with the winter chill in Chicago (nicknamed the Windy City), USA October holidays have it all. And, with private transfers, a local Concierge service and a family activity pack from the aficionados of fun at Sharky and George, you are guaranteed a restful getaway before the coming Christmas months. What are y’all waiting for?

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