Name: New England Fall Colors Guided Car Caravan
Location: York, ME, USA

Two Lane America

Email address verified

46 reviews

Duration: 7 days

Group size: 10 - 37

New England Fall Colors Guided Car Caravan

York, ME, USA

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Two Lane America

Email address verified

46 reviews

Duration: 7 days

Group size: 10 - 37

Join us for a 7 day guided car caravan tour of New England's fall foliage!

Immerse yourself in history, stunning scenery, and all the "lobsta" rolls you can eat on our 7-day caravans through New England's beautiful fall foliage. See beautiful lighthouses, Acadia National Park, and charming historic towns on this adventure of New England.

Like some of our other tours, this trip is done in a “car caravan” style… Guests bring whatever they’d like to drive to the starting point (car, truck, SUV, rental, etc.) and travel in a caravan of no more than 15 cars from destination to destination.

2025 Dates:

October 15-21 (75% full)
October 22-28 (75% full)

2025 Pricing Per Peron:

$2400 per person for dual occupancy ($4800 total), $3200 per person for single occupancy

2026 Dates:

October 14-20
October 21-27

2026 Pricing Per Peron:

$2500 per person for dual occupancy ($5000 total), $3300 per person for single occupancy

Have questions? Click here for FAQ about this tour!

We're also always available via [email protected] for any other questions you may have! If you have a custom situation that doesn't fit the standard solo or dual occupancy packages, please let us know.

Trip Start: Manchester, NH

Trip End: York, ME

States: 3 (NH, VT, ME)

Mileage: Approx. 900

Day 1: Manchester, NH, Day 2: Manchester, NH to Burlington, VT, Day 3: Burlington to North Conway, NH, Day 4: North Conway, NH to Bar Harbor, ME, Day 5: Bar Harbor, ME, Day 6: Bar Harbor, ME to Freeport, ME, Day 7: Freeport, ME to York, ME

Guided Route 66 Car Caravans

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Day 1
Day 1
Manchester, NH
Enjoy a welcome dinner with your travel director and fellow adventurers as we prepare to leaf-peep our way through New England!

Hotel: DoubleTree or similar

Featured Stops: none

Included Meals: Dinner
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Day 2
Day 2
Manchester to Burlington, VT
Today is all about the rolling hills, covered bridges, and quaint towns of New Hampshire and Vermont. We'll hit the highway to get to the fun, winding roads of the country. Enjoy views of the Queeche Gorge before continuing through the small town of Woodstock. (with some covered bridges along the way) From Woodstock, we'll head to the world-class Shellbourne Museum before

Hotel: Best Western Plus Windjammer or similar
Featured Stops: Queeche Gorge, Shellbourne Museum
Included Meals: Breakfast
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Day 3
Day 3
Burlington to North Conway, NH
Day 3 starts with a little sweet stop at Ben & Jerry's factory then time exploring the fun ski town of Stowe, VT. After Stowe, you'll take a stunning drive along the Kancamagus Highway, a beautiful drive with forests and awe-inspiring vistas. End the day with free time to wander the mountain town of North Conway.

Hotel: Residence Inn or Similar
Featured Stops: Ben & Jerrys Factory, Stowe VT, Kancamagus Highway
Included Meals: Breakfast, lunch
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Day 4
Day 4
North Conway to Bar Harbor, ME
All-aboard for Day 4! Today, we make the beautiful trek to the base of Mt. Washington and board the Mt. Washington Cog Railway for an informative and breathtaking journey to the summit (weather permitting) of the mountain! After coming off the mountain, we'll head northeast for Bar Harbor, a charming costal town full of local flavor.

Hotel: Bar Harbor Villager

Featured Stops: Mt. Washington Cog Railway

Included Meals: Breakfast
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Day 5
Day 5
Acadia Sightseeing
Day 5 starts with a move-at-your-own-pace driving tour of Acadia National Park before stopping at the hidden gem Seal Cove Auto Museum. After the museum, you'll grab an included box lunch and board our ship for a narrated-tour-at-sea of Bar Harbor. Then we'll return to the hotel for free time to explore the shops and restaurants of Bar Harbor.

Hotel: Bar Harbor Villager

Featured Stops: Acadia National Park, Seal Cove Auto Museum, Bar Harbor Boat Tour

Included Meals: Breakfast, lunch
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Day 6
Day 6
Bar Harbor to Freeport, ME
Enjoy a coastal drive from Bar Harbor to the little seaside town of Camden, ME where you'll have free time for shopping and lunch. From Camden, we head down the coast to the truly impressive Owls Head Transportation Museum, a place packed full of cars, motorcycles, and even airplanes of the past. After Owls Head, you'll make your way to the fascinating Maine Maritime Museum before heading into the bustling little town of Freeport, home to LL Bean!

Hotel: Hilton Garden Inn or similar
Featured Stops: Camden ME, Owls Head Transportation Museum, Maine Maritime Museum, LL Bean
Included Meals: Breakfast
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Day 7
Day 7
Freeport, ME to York, ME
Our final day of our New England adventure takes you to the bustling city of Portland for free time and a boat tour of the harbor. Then we'll go to one of the best lighthouses of New England, the Portland Head Light, and then the famed town of Kennebunkport, ME, home of the Bush family summer estate. We'll end the day in the oceanside resort town of York and celebrate with a tasty farewell dinner by the sea.

Hotel: Anchorage Inn
Featured Stops: Portland, ME, Boat Tour, Portland Head Light, Kennebunkport
Included Meals: Breakfast, dinner
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Day 1

Manchester, NH

Enjoy a welcome dinner with your travel director and fellow adventurers as we prepare to leaf-peep our way through New England!

Hotel: DoubleTree or similar

Featured Stops: none

Included Meals: Dinner

Absolutely AWESOME!! The best guided road trip I’ve ever been on. Austin is extremely knowledgeable and had all the arrangements and accommodations scheduled in advance. I was planning on doing Rt 66 myself and came across his add. Glad I signed up, we stopped at places I wasn’t even considering. Big mistake on my part. This is a road trip everyone should take at least once. I would definitely use Two Lane America again.

By Tony M for Route 66 Guided Car Caravans on Jul 16, 2025

Austin makes the trip stress free and fun !!!

By Rick T for Route 66 Guided Car Caravans on Jul 14, 2025

Thoroughly enjoyed the entire adventure. From the initial start to the end of the tour. The places we saw and experienced to the new friends we made all added to lifelong memories we made along the way. Can’t say enough about our host Austin for all the planning he put into the day to day adventures. Would highly recommend the tour venue to any one looking for adventures. THANK YOU😎

By G Douglas W for Route 66 Guided Car Caravans on Jul 13, 2025

The trip was Fantastic! I was planning the trip myself until I ran across Two Lane America. Austin's knowledge of RT 66 added so much more than I could have planned myself. The accommodations were great and I look forward to booking another Caravan with Two Lane for the New England trip this fall. JT

By Joe T for Route 66 Guided Car Caravans on Jul 08, 2025

The wife and I, two high school buddies and their wives scheduled the west to east trip starting June 7th. We met up with Austin and two other couples that also joined the trip. From our first meeting with Austin the complete trip was executed flawlessly. Water and snacks were always at hand in the back of Austin’s van. The nightly accommodations were top notch, meals presented were excellent, and with the provided radios, communication between autos was never a problem. We were always to check on each others progress. Early on the trip Austin was able to accommodate special needs such as knowing if a wheel chair might help when visiting a sight. Devising the trip over thirteen days leaves plenty of time to visit many places but not spend a bunch of time driving. I enjoyed driving the actual old Route 66 pavement and visiting the sites along the way. Very much enjoyed the trip and kudos to Austin for making for an excellent trip. Jeff Thompson