August 12, 2022

The Best Fall Family Travel Destinations For Making Memories

FILED IN: Family Travel


Grab a great big mug, and a cozy sweater, and take a little mental vacation with me. When I think of fall my mind instantly sees the leaves falling on the misty streets of Edinburgh. I picture the vibrant colors of fall mixed with the ancient castles and cathedrals.  Cozy pubs, crisp hikes, and the unreal beauty of the highlands. Sounds magical huh?

Oh, and when it comes to food, there’s plenty to choose from in Scotland. If you’re looking for a quick bite, Scottish salmon and haggis are both popular options. And of course, you can’t go to Scotland without trying a wee dram of whisky! Did you know there are over 130 distilleries dotted all along Scotland’s gorgeous landscape? My goal is to one day say I’ve tasted them all (Scotch girl here!)

Finally, be sure to brush up on your Scottish history before you go. From William Wallace to Robert the Bruce, there are plenty of fascinating stories to discover. Exploring Edinburgh Caste where Mary Queen of Scots resided, and the gorgeous Highlands where the Highlanders ruled for centuries.

Just a note! The weather in Scotland can be unpredictable, so be sure to pack a few warm layers. It’s also a good idea to bring comfortable walking shoes, as you’ll likely be doing a lot of exploring. But I think that is part of the joy of Scotland in the fall. Embrace the unpredictability and you will find the beauty of a place like the locals do.

The Balmoral – Swanky, yes…but I can’t think of a more quintessential stay while in Edinburgh. Plus, what’s better than a fancy hotel that LOVES kids? The Balmoral has a swimming pool, large rooms to accommodate families, and a Michelin Star restaurant for Mom and Dad’s tastes as well.

Gearrannan Blackhouse Village -Talk about traveling back in time, what about a centuries-old blackhouse in the Outer Hebrides? These picturesque cottages set amongst the seaside are not to be missed.

New England

When it comes to fall travel in the U.S., there’s no place like New England. The region is absolutely stunning this time of year, with the leaves changing color and the air feeling crisp and fresh. Plus, there are tons of fun activities for families to enjoy, from apple picking and pumpkin carving to hayrides and corn mazes.

Be sure to check out all of the fun activities that are happening in virtually every town in the area, they really embrace this time of year. A few of my favorites are going Hot Air Ballooning to really take in all of the colors the region is known for. It’s a great place for a budding photographer to get some noteworthy images. Or what about a stroll through the streets of Salem, MA to hear all about the famous Witch Trails or get spooked by the endless costume parade going on in its downtown streets? Visit the Cranberry Bogs, sail along the coast in a schooner, or sip wine at a local vineyard. The sky is really the limit.

If you’re looking for a beautiful and fun-filled destination for your next family vacation, consider New England. You won’t be disappointed!


The Woodstock Inn and Resort – Woodstock, VT – Located right amongst the beautiful Woodstock streets this Inn and Resort is a truly authentic experience in New England. Golf, Spa, Fishing, Tennis, even a local farm to explore…there is something for everyone.

The Gurney’s Newport Resort – Newport, RI – A gorgeous resort ON the water in the fall?! Perfection. The Gurney has daily events and activities for families to enjoy the property and an amazing spa for the much-needed break you need.


Ok, I know the sandy beaches are not exactly what you were expecting when you think FALL travel but hear me out.  With its beautiful beaches and stunning scenery, Hawaii is the perfect place to relax and spend time with loved ones. And there’s no shortage of things to do, from hiking and biking to exploring the local culture.
Plus, fall is a great time to visit Hawaii. In fact, many people claim early October is the best time to visit the Islands. While you can experience the occasional rainstorm (the Rainy season is October through April) you get the benefit of decreased crowds (compared to summer)  and ideal water temperatures!

Listen, I know finding a gorgeous spot on the beach and staying put sounds great but you simply must get out and experience all that Hawaii has to offer this fall. Take a drive down the famous Road to Hana and make a pit stop at a local produce stand along the way. Also, watch the sunrise at the top of Mount Haleakala, it a once in a lifetime experience! And don’t forget there are a ton of local festivals and events to celebrate the season…especially the Hawaii Food and Wine Festival bringing together chefs and foodies from all over the Islands to not only sample the delicious offerings but also celebrate such a vibrant culture. 

I also think a trip to see Pearl Harbor and teach our children about its history can be so moving. I always recommend a stop on our trips to really ground our kids and remind them how blessed we are to be able to travel and explore as we do!


Mauna Lani Resort – Waimea, HI – This property truly sets the standard for me in Hawaii. Why go anywhere else? Combining luxury and authenticity the Mauna Lani celebrates its culture all while being perfectly placed on the Kohala Coast. With two bedroom suites and activities to keep them engaged it truly is the perfect family resort. Oh, and don’t forget to take the sunrise canoe paddle. 

The Great Smoky Mountains

The Smoky Mountains are a beautiful place to visit in the fall. The leaves start to change color and the air gets crisp and cool. It’s the perfect time to go for a hike or explore the many small towns in the area.

If you’re planning a trip to the Smoky Mountains this fall, here are a few things you should know. First, the best time to visit is typically October, when the leaves are at their peak color. Second, there are a ton of great places to stay in the area, from cozy cabins to luxury hotels. And finally, there are plenty of activities to keep you busy, from hiking and biking to visiting local distilleries and exploring the Great Smoky Mountains National Park.
When we head to the Smokies we love to grab some friends and rent a big cabin together, really staying out in the mountains is so special and makes you feel at home. The options are endless for activities and events in the local towns, especially around Halloween. But I think the highlight really is the Great Smoky Mountain National Park.

When you aren’t hiking the trails or exploring the rivers a day at Dollywood really is amazing. Tucked in a holler the park really doesn’t have your typical theme park feel and there is plenty of fun for thrill seekers and more tame guests alike! We also love to walk the downtown area of Gatlinburg and stop at the candy store or car museum. Our favorite has to be Annakeesta though. It’s a fun chairlift up the mountain to a small village with restaurants, shops, and gardens. Plan to spend a few hours at least here and check their schedule for events!

Dolly’s DreamMore Resort. Pigeon Forge, TN – DreamMore is the only home to consider if you are planning to head to Dollywood Theme Park. With shuttles to the park, fabulous dining on-site, and special deals to “Stay and Play” you will be well taken care of with Dolly’s famous hospitality.

A private villa or cabin rental is really the way to go when you head to this area. Reach out to find the perfect space to fit your family’s needs.

Well, Friends, there are so many great places to travel to in the fall! The cooler weather is perfect for exploring all the outdoor activities that many destinations have to offer. Plus, the foliage is gorgeous this time of year. If you are thinking about planning a fall getaway, contact me as soon as possible to get started. Dates are already booking up for some of these popular destinations.

Ready to book one of these fabulous destinations? Fill out our inquiry form and we will be in touch soon!

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