Fall for New England: A Leaf-Peeping Adventure
$3000
Deposit: $500
Interest-Free Monthly Payments Available
Why Travel with Chicas Abroad?
- Small, intimate groups (6-10 women)
- Perfect blend of adventure, culture, and relaxation
- Unique experiences best shared with a group of adventurous women
- Fun and experienced tour leaders who truly care about YOU
- A casual, judgment-free atmosphere
Who is Chicas Abroad?
We take women on small group adventures around the globe! We will take you out in nature to hike, kayak, bike, and do all the things with a fun group of adventure-seeking women! We also offer custom-curated adventures for you and your friends/family. Reach out to info@chicasabroad.com for more information. You can see all of our upcoming adventures and learn more about our company at chicasabroad.com
Oct 14 – 18, 2026
Group size: 6 – 10
Booking Deadline: September 14, 2026
About this trip
Experience the best of New England’s fall colors on this intimate, off-the-beaten-path adventure designed just for women. From the charming harbors of coastal Maine to the postcard-perfect villages of Vermont, we’ll immerse ourselves in vibrant foliage, local flavors, scenic hikes, and meaningful connection.
This 5-day getaway blends relaxed exploration with cozy charm—featuring historic towns, quiet trails, cider tastings, and boutique stays. If you love crisp air, golden leaves, and the kind of trip that feels like a warm sweater for the soul, this one’s for you.
Important Notes
Activity Level – Easy to Moderate
This Fall Foliage Escape is rated Easy to Moderate in activity level, making it ideal for women who enjoy gentle movement, scenic walks, and light hiking. We’ll explore charming New England towns on foot at a relaxed pace and enjoy a couple of moderately challenging but rewarding hikes that offer beautiful views without requiring technical skill or high endurance. The trip is designed to be active enough to feel invigorating, while still allowing plenty of time for rest, relaxation, and connection. Whether you’re strolling through vibrant fall-colored villages, hiking to sweeping viewpoints, or sipping cider on a cozy porch, this adventure strikes the perfect balance between exploration and ease.
Weather
October in New England—especially in coastal Maine and central Vermont—is one of the most beautiful times of the year, with crisp air, vibrant foliage, and the cozy feel of autumn setting in.
You can expect daytime highs in the upper 50s to mid 60s°F (15–18°C) and nighttime lows in the 30s to 40s°F (1–7°C). In other words, you’ll want to pack layers! Mornings may be chilly and foggy, but the sun often warms things up by mid-day. This time of year also brings brilliant fall colors, especially in mid-October, when the trees are typically at or just past peak in Vermont and still colorful along the Maine coast.
While October weather is generally dry, occasional rain showers or overcast days are possible—so a waterproof jacket and sturdy footwear are a must. Overall, it’s the perfect sweater-weather season: crisp, refreshing, and ideal for hiking, walking, and enjoying hot cider by a fire.
Are you ready to embark on a journey of a lifetime?
Sneak Peek Trip Details
Day 1-Arrive in Portland
Oct 14 – Arrive in Portland and transfer to Belfast
Day 2-Mountains & Sea
Oct 15 – Mountain hike and harbor town stroll
Day 3 - Drive to Stowe
Oct 16 – Belfast Stroll, Scenic Drive & Summit Views
Day 4 - Woodstock
Oct 17 – Village Vibes & Mountaintop Moments in Woodstock
Day 5-Depart Boston
Farewell Breakfast and Drive to Boston
Let’s Make This Journey Yours
What’s included
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!
What’s not included
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.