Name: Fall for New England: A Leaf-Peeping Adventure
Start: 2026-10-14T00:00:00.000Z
End: 2026-10-18T00:00:00.000Z
Location: Portland, ME, USA

Chicas Abroad

Email address verified

37 reviews

Oct 14 - 18, 2026

Group size: 6 - 10

Fall for New England: A Leaf-Peeping Adventure

Portland, ME, USA

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Chicas Abroad

Email address verified

37 reviews

Oct 14 - 18, 2026

Group size: 6 - 10

Lodging
2 nights at a seaside hotel in Belfast, Maine and 2 nights at a mountain lodge in Stowe, Vermont.
Ground Transportation
The trip will begin in Portland, ME and end in Boston, MA. All ground transportation included throughout the trip from airport to airport.
Tips for Local Guides
Generous tips are provided for all LOCAL guides and drivers. Tips for the Chicas Abroad tour leader are optional and at your discretion.
Meals
All meals included (4 breakfasts, 3 lunches, and 4 dinners)
Excursions
Hiking & Leaf-Peeping
Chicas Abroad Swag
Commemorative Chicas Abroad swag included for you to enjoy during and after the adventure
Lifelong Memories
Freedom to enjoy your vacation and mindlessly wander, as well as make lifelong memories and new friends!

Flights
Arrive in Portland, ME (PWM) on Wednesday, Oct 14 by 1:00pm; depart Boston, MA (BOS) on Sunday, October 18 after 2:00pm
Travel Insurance
Travel insurance is highly recommend to cover any unforeseen events. Chicas Abroad will provide you with a link to our recommended carrier upon booking, but you may choose any carrier.
Alcoholic Beverages
Alcoholic drinks are at your own expense.
Chicas Abroad Leader Tip
If you’ve had an exceptional experience, a typical gratuity for a trip of this length ranges from $200–$250.

Single Occupancy

$700

Available until September 14, 2026Only 2 left

Day 1-Arrive in Portland
Day 1-Arrive in Portland
Oct 14 - Arrive in Portland and transfer to Belfast
Arrive in Portland, Maine by 1:00 PM and meet your fellow travelers as we head up the scenic coast to the harbor town of Belfast. Check in to our seaside hotel, where we can smell the salty air — and maybe even a porch swing to soak it in. We’ll kick off our journey with a cozy welcome dinner overlooking the bay, sharing stories and laughter while the sun sets over Penobscot Bay. Feel the pace slow, your shoulders drop, and the adventure begin.

Included Meals: Welcome Dinner
Accommodation: Hotel in Belfast

Note: The Chicas Abroad team can help you book a hotel if you would like to arrive in Portland the day before the adventure.
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Day 2-Mountains & Sea
Day 2-Mountains & Sea
Oct 15 - Mountain hike and harbor town stroll
After breakfast, we’ll head to Camden Hills State Park for a longer scenic hike combining the Mount Megunticook Tablelands Trail with a summit stop at Mt. Battie. This 5-mile route offers serene forest trails, rocky ledges, and jaw-dropping views of Camden Harbor and the Atlantic.

After our hike, enjoy a well-earned lunch in the postcard-perfect town of Camden, then spend the afternoon exploring its boutique shops, lighthouse views, or relaxing by the sea. Tonight, we’ll return to Belfast for a casual group dinner with time to share stories and soak in small-town Maine vibes.

Included Meals: Breakfast, Lunch, Dinner, Snacks
Accommodation: Hotel in Belfast

Activity: Hiking 5 miles with approximately 1000' elevation gain
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Day 3 - Drive to Stowe
Day 3 - Drive to Stowe
Oct 16 - Belfast Stroll, Scenic Drive & Summit Views
This morning we’ll enjoy a leisurely stroll through Belfast, with stops at local shops, historic homes, and the waterfront harbor walk. Afterward, we’ll load up for our journey west to Vermont.

On our way into Stowe, we’ll stop for an optional afternoon hike on the Stowe Pinnacle Trail — a moderately challenging 3.7-mile out-and-back with one of the best panoramic foliage views in the region.

We’ll arrive at our mountain accommodations in time to check in, refresh, and enjoy a cozy dinner with mountain views.

Included Meals: Breakfast, Lunch, Dinner, Snacks
Accommodation: Mountain resort in Stowe, VT

Activity: Optional 3.7 mile hike with around 1,600' elevation
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Day 4 - Woodstock
Day 4 - Woodstock
Oct 17 - Village Vibes & Mountaintop Moments in Woodstock
Today we head to Woodstock, one of Vermont’s most charming and walkable towns. We’ll begin with a walking tour through covered bridges, quaint shops, and colonial architecture.
After lunch, we’ll hit the Faulkner Trail to Mount Tom, this time completing the North Peak Loop (about 4 miles total), which offers extended ridge views and peaceful forest paths.

After returning to Stowe, the evening is yours to relax by the fire, take a hot tub soak, or join the group for a farewell dinner and cider toast to close the adventure.

Included Meals: Breakfast, Lunch, Dinner, Snacks
Accommodation: Mountain resort in Stowe, VT

Activity: Hiking 4 miles with about 850' elevation
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Day 5-Depart Boston
Day 5-Depart Boston
Farewell Breakfast and Drive to Boston
Enjoy one last breakfast together before our group transfer to Boston Logan Airport (about 3 hours). Plan your flights for after 2:00 PM to ensure smooth travels.
You'll head home filled with crisp mountain air, vibrant leaf memories, and the kind of connections only Chicas Abroad can create.

Included Meals: Breakfast
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Day 1-Arrive in Portland

Oct 14 - Arrive in Portland and transfer to Belfast

Kristi B.

Tina M.

This was one of my hiking trips of a lifetime! Peru is absolutely beautiful and Melanie with ChicasAbroad made sure everything was taken care of for a stupendous experience! The hiking was phenomenal albeit challenging. Just proved that you can do difficult things, especially with the support of Melanie and all the Chicas hiking with me. Daniel, our guide that Melanie found was THE BEST guide I have ever had on any previous trips on my own. Melanie does not miss a beat and I rest assured knowing that she takes care of everything. The hotels and lodges we stayed in were wonderful! If you are thinking about traveling to a destination, utilize ChicasAbroad to join a trip or plan a trip of your own! Top of the line service and experience!!!! Can't wait to go on another one. This was my third trip with ChicasAbroad!

By Patricia M for Peru: Cusco, Machu Picchu, & Inca Trail Adventure on Aug 25, 2025

Wow, thank you so much for this incredible review, Pat! 🌟 It means the world to know that your Peru adventure felt like a trip of a lifetime. The hiking there is definitely challenging, but you showed so much strength and determination—and I’m so glad you felt supported by me, our wonderful group of Chicas, and of course, Daniel (we agree, he’s truly the best!). It’s always my goal to make sure every detail is taken care of so you can focus on the experience itself, and I’m so happy that came through. Knowing this was your third trip with Chicas Abroad makes it even more special—we absolutely can’t wait to share another adventure with you soon! 💛✨ - Melanie

By Chicas Abroad on Aug 25, 2025

What an incredible amazing time I had with the women who guided and attended the San Juan Islands August 2025 trip. It was challenging to kayak and camp the way I did but I have immense gratitude for that experience. The women were all so wonderful and the trip was so well-organized. I 100% recommend Chicas Abroad plus also I will be looking at future trips. Thank you so much!

By Teresa (Terry) F for San Juan Islands Sea Kayaking Adventure on Aug 25, 2025

Thank you so much for sharing this beautiful feedback, Terry! We’re thrilled to hear you enjoyed the San Juan Islands adventure and embraced both the challenge and the joy of kayaking and camping. The community of amazing women is truly what makes these trips so special, and we’re grateful you were part of it. We can’t wait to welcome you on another Chicas Abroad journey soon!

By Chicas Abroad on Aug 25, 2025

The Apostle Islands Kayak Camping trip is definitely for folks who can appreciate a physical/ mental challenge in the outdoors and are prepared to expect the unexpected from Mother Nature. I am new to camping and had limited paddling experience, but found my stride while experiencing an epic adventure with a great group of friendly and supportive woman, all unknown to me prior to enrolling. The trip was enhanced by the excellent , professional and experienced guides who prioritized the group’s safety and well-being, prepared delish snacks and meals, and taught many newbies like myself how to navigate a persnickety but beautiful Lake Superior. I learned quite a lot about backcountry camping fundamentals that I will carry with me on my next outing, and I returned home feeling so much gratitude and respect for these women, the water, and the wilds of this rotating rock we call Earth. Thank you Maddy, Abby, Gitchie Gumee, and the Chicas Team, for the opportunity to have this once-in-a-lifetime experience and education.

By Peggy K for Apostle Islands National Lakeshore Sea Kayaking Adventure on Jul 08, 2025

Thank you for your review, Peggy. We are glad you enjoyed your time in the Apostle Islands and learned new skills.

By Chicas Abroad on Aug 25, 2025

An amazing trip with amazing women! Melanie and Tygra provided us with a great experience, taking care of the details so we could absorb and enjoy the wonderful scenery. This trip has been on my bucket list and thanks to Chicas Abroad, I can now cross it off! So glad I did it!

By Desiree W for Zion and Bryce Canyon Hiking on May 20, 2025

We loved showing you one of our favorite places on earth! Thank you for trusting Chicas Abroad with your adventure travel!

By Chicas Abroad on May 20, 2025

What a treat to just show up and enjoy a fun filled weekend in Walla Walla! This was my first trip with Chicas Abroad and it did not disappoint. Melanie created an itinerary that provided opportunities to be active as well as some down time. We rode bikes to the wineries with a guide, attended the balloon stampede, hiked, ate delicious meals, and enjoyed each other's company. I am already looking forward to my next Chicas Abroad trip.