Fun Fall Trip Ideas for Every Traveler

Before we know it, it will be that time of year when the leaves change colors, the temperatures begin to drop and Mother Nature starts to show off her wonderful fall colors. Fall is an incredible time of year for travel and we’ve put together some of our favorite options for great fall trips!

New Orleans:

New Orleans, aka the Big Easy, is known for its vibrant round the clock music scene, cuisine, and culture. This is a hot spot to visit in the fall. It’s football season, so be sure to catch a Saints game and also the time for festivals, now that Autumn offers a reprieve from the summer heat. If you are into the Southern Creole Cuisine, September hosts the Lousianna Seafood Festival that you won’t want to miss. October is a busy time in New Orleans too with The Voodoo Music + Arts Experience, The New Orleans Film Festival, and The Crescent City Blues & BBQ Festival all taking place.

There are a variety of events fun for all families alike during the Fall Season, but you will need lodging accommodations so you can stay in luxury. The Four Seasons New Orleans is expected to open this in the fall of 2020 and we could not be more excited! This luxury hotel has transformed a 33-story landmark at the foot of Canal Street on the Mississippi waterfront. From the Four Seasons, you will enjoy enviable views of the river, Garden District, and across to the French Quarter. Bask in the musical tunings of live jazz jam sessions or explore the history of the city through walking tours. After a long day of exciting adventures in the city, recharge at the spa or rooftop pool, then indulge your taste buds with a world-renowned cuisine at one of the four restaurants at the hotel.

As a Preferred Partner property and partner of Ourisman Travel, we are happy to extend the Preferred Partner amenities for your stay at the soon to be opened Four Seasons New Orleans.


Fall is a stunning season to visit Virginia. Experience seasonal foods, drinks, and special events that the entire family can enjoy. Whether you plan a romantic getaway to Virginia wine country, take the kids to a classic fall festival, or enjoy the great outdoors with a hike through one of the many parks there are countless options for a memorable autumn getaway.

For a luxury stay in Middleburg, Virginia book a room at Salamander Resort & Spa, a peaceful resort in the foothills of the Blue Ridge Mountains. Create a personalized wine experience at one of the 50 wineries within drivings distance, experience hands-on cooking classes, go ziplining, or relax at the luxurious spa.

As a Virtuoso property and partner of Ourisman Travel, we are happy to extend the following Virtuoso amenities for your stay at Salamander Resort & Spa:

  • Upgrade on arrival, subject to availability
  • Complimentary Full American Breakfast for two guests per bedroom daily (Breakfast is up to $30 per person per night. Brunch total cost is not inclusive, but $30 per person can be applied.)
  • $100 USD Resort/Hotel credit, to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in fulll, excludes cooking studio, valet)
  • Early check-in/late check-out, subject to availability
  • Complimentary Wi-Fi


Fall in Napa Valley is one of the most exciting times of year to visit. Harvest season in wine country takes place from August to October, bringing with it interesting ways to engage with the winetasting experience. Though it is the busiest time of year to visit, mid-October is a time you won’t want to miss, when you can watch the colorful fall foliage transform the vineyards. For the adults, this the time to celebrate the Harvest at what many call, Harvest Parties; vineyard events where you can wine and dine (pun intended) and celebrate the season!

This fall, the anticipated Four Seasons Napa is set to open its doors! Set among the rolling hills of Napa Valley, with a Cabernet Sauvignon vineyard and on-site winery, this resort captures the imagination of even the most seasoned wine aficionado. An aesthetic of farmhouse chic, the 85 villas all include a fireplace and private terrace. With views of the vineyard and mountains, there’s a good view regardless of where you are in the resort.

As a Preferred Partner property and partner of Ourisman Travel, we are happy to extend the following amenities for your stay at Four Seasons Napa:

  • Daily full American breakfast for two people per bedroom, served through In-Room Dining or in the hotel restaurant (including buffets)
  • USD 100 Resort credit (not applicable to food and beverage)
  • Upgrade of one category, based on availability at time of check-in (excluding signature suites, villas, and private residences)

Another favorite hotel of ours in Wine Country is, Auberge du Soleil. An Auberge Resorts Collection, this resort showcases breathtaking views (the most famous panoramic views in Napa Valley) and is an infusion of Southern France Charm and Californian Soul. “Each of the 50 guestrooms and suites, housed in maisons named for towns in the south of France, evoke the stylish sophistication of Provence and extend a seamless connection between the luxurious residential interiors and the natural beauty outside.” There are unique experiences guests are able to have, from custom wine tours and tastings to cycling through the never-ending beauty of wine country, the options are limitless.


Canada is a great option for travelers wanting to explore the great outdoors and take advantage of a beautiful landscape. In Southern Alberta, autumn hits early and the low hanging, late afternoon sun makes for picture-perfect fall days. Fall is peak hiking season, a time when nature-loving locals and tourists alike flock to the Canadian Rockies and reconnect with nature.

The Fairmont Chateau Lake Louise is located in the heart of Banff National Park. Here you can enjoy a blend of chic sophistication for the luxury traveler, and rugged outdoor thrills for the adventurous type. Discover why snow worshippers, nature lovers, and world travelers continue to visit this resort for the best outdoor adventure and timeless luxury. There are activities great for all ages!

As a Virtuoso property and partner of Ourisman Travel, we are happy to extend the following Virtuoso amenities for your stay at The Fairmont Chateau Lake Louise:

  • Upgrade on arrival, subject to availability
  • Daily full breakfast for two guests per bedroom in restaurant
  • Welcome amenity
  • Souvenir personal portrait session with a professional photographer during their stay with picture frame
  • Early check-in/late check-out, subject to availability


Alaska is another great option for outdoorsy travelers. September can bring beautiful, mild days, perfect for long drives or short hikes in the mountains – plus: no mosquitos! Autumn is a time for this State to literally glow, with the autumn leaves and the aurora borealis. Fall is also the time for great for cruises along the Alaskan coast with changes to spot whales! Our Tailored Luxury team is happy to help plan cruises and itineraries to remote Alaskan lodges. Don’t forget to pick up a fishing license –the silver salmon are still running, rainbow and steelhead trout are swimming and the lakes are open for business!

If you want that “in the wild” Alaskan experience, but still get the luxury treatment, stay at Tutka Bay Lodge, a resort that sits at the entrance to a splendidly rugged seven-mile fjord at the southern end of Kachemak Bay, near Homer, Alaska. Get the mix of seaside tranquility and high energy adventures at Tutka!

As a Virtuoso property and partner of Ourisman Travel, we are happy to extend the following Virtuoso amenities for your stay at Tutka Bay Lodge:

  • Complimentary Breakfast daily (included in rate)
  • $100 gift card towards gift shop merchandise

We also recommend Alaskan Cruises if you want to “see it all”. Our favorite high end cruises include: Sliver Sea, Regent, Crystal, and Oceania. Contact us if you are interested in arranging an Alaskan Cruise!


After the rush of summer vacation has subsided, the islands of Hawaii exude a laid-back vibe but continue to offer a wealth of opportunities to visitors with deals, fun events, and unique festivals. The Hawaii Food and Wine Festival (for adults 21 and older) is perfect if you want a taste of the islands’ cultural cuisines. But if you’ve got more of a coffee palate, get a ticket to the Kona Coffee Cultural Festival which takes place in November. In 2020, it will be the 50th celebration and is the oldest food festival in the Hawaiian Islands and, in addition to coffee, features cultural exchanges, music, dance, art and more!

Montage Kapalua Bay is situated within the world-renowned Kapalua Resort and is steps from Kapalua Bay, voted one of America’s favorite beaches and we think it should be on your bucket list of hotels! Montage is also a golfer’s heaven, so be sure to contact the concierge to set up tee times during your stay! Pro Tip: We can initiate this conversation with the concierge for you.

As a Virtuoso property and partner of Ourisman Travel, we are happy to extend the following Virtuoso amenities for your stay at Montage Kapalua Bay:

  • One view category upgrade upon check-in, subject to availability
  • Welcome amenity
  • $60 Daily breakfast credit per bedroom
  • $150 Spa Montage Kapalua Bay Spa Service Credit
  • Early check-in/late check-out, subject to availability
  • Complimentary Wi-Fi

This property really is a perfect place for family getaways! So miss the crowds and take a vacation to relax after the bustle of school back in session.

To kick off the planning of your next fall trip, reach out to us at or submit a Travel Request Form!

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