Embrace the Magic of Autumn: Our Best Fall Trips per State
With the summer heat in the rear view, there's no better time to hit the open road and embark on a memorable journey. Fall road trips offer a unique opportunity to witness the natural world transform into a tapestry of fiery reds, vibrant yellows, and rich oranges. The season's colours, combined with milder weather and fewer crowds, create the perfect conditions for exploring new destinations and rediscovering old favourites.
Florida
Mysterious Gems
Truly extraordinary destinations with strange stories and history. Cemeteries, abandoned ruins, historic homes and so much more await on this mysterious road trip!
Highlights
- A haunted cemetery with an interesting connection
- Abandoned ruins with a fascinating story
- Ghost stories galore
- A eerily unusual town packed with history
- A number of local spots to eat and recover from your spooky day
Available to depart
This trip can be done year-round and on any day of the week from the Orlando area.
Suggested for
- Paranormal Seekers
- Adventurous Families
- History Buffs
Old Florida Trail
Go back in time and visit old Florida. You'll visit delightful small towns, dig into local fare and have a few outdoor adventures.
Highlights
- Visit 'blink-and-you'll-miss-it' charming, small towns
- Delightful local sweets & eats
- A number of short picturesque trails
- A botanical garden that dreams are made of
Available to depart
This trip is available year-round and can be done on any day. A couple suggestions are closed on Sunday, but we always suggest an alternative option. This is a great trip from the Orlando, Jacksonville or Tallahassee areas.
Suggested for
- Families
- History Buffs
- Couples
- Active Seniors
Georgia
Wacky Wonders
Head into an iconic area of Georgia but on a lesser-known path. We've found some of the wackiest and most wonderful things to do.
Highlights
- Feed some furry friends at a local farm stop
- Picturesque views throughout the day
- One of the coolest roadside stops we've ever found
- An outdoor art experience you'll never forget
Available to depart
This trip is available year-round and is best done Friday to Monday from the Atlanta area.
Suggested for
- Outdoor Adventurers
- Weekends Away
- Couples
North Carolina
Sandhills Sauntering
Picturesque drives beneath towering trees make this an incredibly scenic trip. Sandhills Sauntering is full of epic places to eat, tons of photo-worthy moments and a hidden gem that will leave you speechless.
Highlights
- Truly unique spots to grab a bite to eat
- A few optional trails to stretch your legs
- One of the coolest photo-worthy abandoned buildings
- A little local art crawl
- Charming small towns you'll want to return to
Available to depart
This trip is available year-round from Thursday to Monday from the Raleigh area.
Suggested for
- Families
- Foodies
- History Buffs
Picture Perfect Discoveries
Ready for a little mountain meandering? Picturesque historic spots, unique destinations to grab a bite to eat, and a couple charming towns are on your to-do list.
Highlights
- Historic sites & fun facts galore
- A moderate waterfall trail
- Local breweries for a flight
- Easy-to-explore outdoor destinations
- A unique pit stop that holds a world record
Available to depart
This trip can be done any day throughout the year from the Charlotte area.
Suggested for
- Photographers
- Active Families
- Weekend Getaways
DC and Maryland
Tiny Town Tour
Meander along scenic roads while stumbling upon charming tiny towns! This trip has endless photo opportunities, easy outdoor adventures, and plenty of fantastic spots to shop, drink and eat.
Highlights
- Tons of photo-worthy historic spots
- Epic local eateries & food shops
- Easy road tripping
- Charming small towns to explore
- A few unique wineries and breweries (optional)
Available to depart
This trip can be done any day throughout the year from the Washington DC area.
Suggested for
- Leisurely road trippers
- Foodies
- History Buffs
Haunts, Hikes & History
From haunted happenings to easy strolls and historic hot spots, this trip has a little bit of everything for everyone!
Highlights
- A haunted museum & trail
- Short hikes with vast views
- Tons of pup-friendly activities
- Independent shops, eateries and spots for a drink
Available to depart
This trip is available any day throughout the year from the Washington DC or Baltimore areas.
Suggested for
- Outdoor Adventurers
- History Buffs
New Jersey
Along the River
Meander through tiny towns along the river that are brimming with hidden gems. There are countless photo-worthy moments and memories to make on this easygoing scenic road trip.Highlights
- Charming riverside towns
- Photo-worthy covered bridges
- Fantastic local eateries & shops
- An easy trail with a unique surprise
- A speakeasy-style bar inside a garden centre
Available to depart
This trip can be done Wednesday to Sunday, year round.
Suggested for
- Couples
- Girlfriend getaways
- Leisurely road trippers
- Photographers
- Families of all ages
New York
Hudson River Hideaways
An iconic road trip route with a twist! We've found countless hidden hideaways along the Hudson including; crumbling ruins, quaint towns, spooky cemeteries and more.Highlights
- A wooded hike to crumbling mansion ruins
- A one-of-a-kind waterfall
- An iconic cemetery
- Local shops, cafes and breweries
- Scenic drives and overlooks
Available to depart
This trip can be done any day throughout the year.
Suggested for
- Families with older kids
- Spooky spot enthusiasts
- Weekend getaways
- Couples
Pensylvannia
Covered Bridges & Baked Goods
This trip is like taking a step back in time! Wind your way through the peaceful countryside to a number of quaint covered bridges and locally owned bakeries, farmers markets, and shops.
Highlights
- Winding backroad drives to scenic covered bridges
- A historic town dating back to the 18th century
- Tons of tasty places to grab baked goods, chocolates, bread and more
- A sunflower field if the time is right
Available to depart
This trip can be done Monday to Saturday, year round.
Suggested for
- Families
- Photographers
- Leisurely road trippers
- History buffs
Massachusetts
Funky Farms & Storybook Trails
It's no wonder authors flocked to this area of Massachusetts for inspiration! Head out on a picturesque drive and discover farms, boardwalk trails, lots of quirky history and so much more.
Highlights
- A few spots to see farm animals
- Easy & picturesque trails
- Snap a photo at a funky roadside stop
- Charming small towns
- A schoolhouse that inspired an iconic children's poem
Available to depart
This trip can be done any day throughout the year. A couple recommendations are closed on Monday, but we have provided alternatives.
Suggested for
- Families
- History buffs
- Photographers
- Seniors
Connecticut
Vibrant Vistas & Picturesque Towns
Hit the road and explore easy outdoor adventures, outstanding views and small towns that inspired Stars Hollow in Gilmore Girls.
Highlights
- A few small towns that inspired Stars Hollow, CT
- Grab a beer in a truly unique (and spooky) destination
- Lots of lookouts and easy outdoor adventures
- Picturesque bridges and towers
Available to depart
This trip can be done Thursday to Sunday, year round.
Suggested for
- Families with older kids
- Outdoor Adventurers
- Couples
- Photographers
