Nestled in New England’s heart, Vermont’s fall landscape bursts with fiery reds, sunlit yellows, and deep oranges.
Beyond the colors, the state promises crisp mornings, the scent of warm apple cider, and towns rich in autumnal vibes, which is EXACTLY why I know for a fact a weekend in Vermont in the fall is a must for your bucket list. If you yearn for nature’s beauty combined with seasonal coziness, this itinerary is your guide.
Here is where we’ll cover how to have the perfect fall weekend getaway in Vermont.
I’m pulling from my personal experience visiting Vermont a handful of times during previous New England fall road trips.
Ready?
Let’s dive in!
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Day 1: Arrival in Vermont
Morning
For those flying in, a flight to Boston (~3-hour drive from Stowe) or a flight to Burlington (43-minute drive to Stowe) will serve as your gateway to Vermont’s fall activities.
So to really squeeze the most out of your weekend, I recommend you fly into these cities!
When you land, rent a car to really relish the scenic drive toward Stowe, our base where you’ll want to book your stay for the weekend.
Along the way, you’ll be treated to views of rolling hills and quaint farms, setting the tone for the Gilmore Girls-esque journey ahead — trust me it’ll be magical.
Wanderer Tip: You can also fly into Connecticut if Burlington or Boston are a no-go!
Afternoon
As you edge closer to Stowe, make sure you make a stop at Cold Hollow Cider Mill.
Believe me when I say the aroma of fresh apple cider donuts wafting in the air is gonna make you hungry.
If you’re anything like me, you’ll walk out of there with a quart of apple cider for absolutely no reason, LOL.
Nearby, you can explore the Ben & Jerry’s factory (it’s not just for kids).
While you’re here, you can dive into the brand’s iconic story, take the factory tour, and pay humorous respects at the Flavor Graveyard (my personal fave).
Wanderer Tip: See more things to do in Stowe!
Evening
Upon arriving in downtown Stowe, you’ll want to head to Main Street.
I recommend wandering around as much as possible, discover artisan boutiques, taste local treats (like the chocolate), and immerse yourself in the town’s charm because it doesn’t get much better for ultimate fall vibes.
The iconic Stowe Church is a photographer’s dream, especially when backlit by the evening sun.
You can always see it all and then some on a small group tour to Stowe, Vermont like this one!
Wanderer Tip: Want more to see? Check out my guide on Stowe, Vermont.
Day Two: Deep Dive into Stowe
Morning
You’ll have to take my word for it, but beginning your day soaring above the trees on the Stowe Gondola is going to be a major highlight of your fall weekend getaway in Vermont.
At the summit, soak in a 360-degree view of Vermont’s legendary foliage.
For the active traveler, consider hiking one of the many trails here, each offering unique vistas.
Afternoon to Evening
You can opt to stay here, but if you are into history and music and want to explore more of that, you will adore the Von Trapp Lodge.
Here, you can dive into the tale of the family that inspired The Sound of Music and indulge in a traditional Austrian lunch.
The afternoon is best spent in Smuggler’s Notch State Park, a haven for leaf-peepers.
The winding roads, lined with maples and birches, are absolutely stunning from my experience.
For those seeking relaxation, the local breweries offer a cozy ambiance where you can sip craft beers.
Alternatively, you can book a spa appointment at one of the local resorts and cap the day off that way.
Wanderer Tip: You’d also like things to do in New Hampshire White Mountains in fall.
Day Three: Wandering in Woodstock
Morning
Woodstock, Vermont, often dubbed “The Prettiest Small Town in America” and just an hour from Stowe, blends heritage and natural beauty.
As you walk its streets, the ambiance feels almost cinematic with its brick buildings, cobblestone, and foliage.
Before diving into the town’s charm, fuel up with a fresh brew at a local coffee shop.
Afternoon to Evening
After coffee, head to the Middle Covered Bridge.
This is where you’ll find the popular pumpkin fence offer postcard-worthy shots.
You can use this as an excuse to continue meandering around the town, stopping at local shops as you go.
When you’re ready for some food, Mon Verre Café serves dishes infused with local ingredients — think sandwiches, wraps, etc.
Concluding the day, Sugarbush Farm is going to be your best bet.
The sweet aroma of maple, the tangy taste of their cheeses, and a walk amidst the sugarbush trees — it’s nothing short of magical.
Alternative
As an alternative or quick day trip, head to Montpelier, Vermont, a 28-minute drive from Stowe.
While there, you can visit the iconic gold-domed Vermont State House, stroll through the quaint downtown streets lined with independent shops, and enjoy a local café.
This city is a great little escape and perfect end to your fall weekend getaway in Vermont..
Where to Stay in Stowe: Cozy Corners & Luxurious Retreats
As you know for this fall getaway you’ll stay in one of my favorite New England towns: Stowe, Vermont.
It’s the perfect mix of Gilmore Girls vibes and everything a person could want in a fall destination in addition to being an awesome hub for exploring more of the state.
Let’s quickly go over where to stay!
The Lodge at Spruce Peak (Luxury)
Situated at the base of Mount Mansfield, The Lodge at Spruce Peak offers its guests what I consider an unparalleled luxury experience.
This upscale resort provides sweeping vistas of the surrounding mountain range, especially stunning amidst the fall foliage.
Within the lodge, you can indulge in world-class spa treatments, dine at gourmet restaurants, and relax in spacious rooms adorned with modern amenities and rustic New England touches.
This is the place if you’re looking for a lavish retreat with every convenience at your fingertips.
Click here to check availability
Stone Hill Inn (Luxury)
Stone Hill Inn is known as a cozy and romantic destination for couples who decide to visit Stowe.
This quiet bed and breakfast is surrounded by gorgeous Vermont woods, which leaves you with tons of privacy.
It’s also 5 minutes away from restaurants and fun Stowe sights.
With double hot tubs and a fireplace in every room, you can enjoy a cozy night with your partner after spending the day in the Stowe, Vermont.
Click here to check availability
The Green Mountain Inn (Mid-Range)
A blend of history and comfort, The Green Mountain Inn is an emblem of Stowe’s rich heritage.
Dating back to 1833, the inn effortlessly merges classic New England aesthetics with contemporary comforts.
Guests can lounge by the heated outdoor pool, savor local delicacies at the Whip Bar & Grill, or simply unwind in their cozy room, complete with traditional wooden furnishings.
This inn offers a genuine Vermont experience without breaking the bank.
Click here to check availability
Tips for Your Vermont Fall Getaway
Layer Up — While fall in Vermont can be pleasantly warm during the day, temperatures can drop significantly in the evenings. Packing layers—like sweaters, light jackets, and scarves—will ensure you remain comfortable regardless of the weather.
Check Foliage Reports — Vermont’s foliage can vary based on elevation and region. Before heading out, check online foliage reports. These will guide you to areas where the colors are at their peak.
Book Early — Fall is one of Vermont’s peak tourist seasons. Accommodations, especially in popular spots like Stowe, can fill up fast. Booking your stay and any special tours or experiences in advance can save you from last-minute hitches.
Support Local — While renowned attractions have their charm, sometimes the best experiences come from small, local businesses. Whether it’s a family-owned café, a local craft store, or a farmer’s market, supporting local enterprises enriches your experience and contributes to the community.
Plan Some Downtime — While there’s a lot to see and do, remember to schedule some downtime. Vermont’s serene landscapes are perfect for relaxation, reflection, and simply soaking in the beauty of the season.
Stay Informed and Safe — Lastly, always stay updated with local news, especially if you plan on hiking or engaging in outdoor activities. Familiarize yourself with the local guidelines, especially if traveling during unusual times or conditions.
Perfect Vermont Fall Getaway + Map
Here’s a recap of the fall weekend getaway in Vermont you’re about to embark on!
- Arrival:
- Start from Boston, Burlington, or Connecticut.
- Scenic drive to Stowe, the weekend’s base.
- Stowe Exploration:
- Begin with apple cider donuts at Cold Hollow Cider Mill.
- Dive into the sweet world at the Ben & Jerry’s factory and its Flavor Graveyard.
- Stroll and shop along the quaint Main Street.
- Capture memories with the iconic Stowe Church.
- Day Two Highlights:
- Elevate your experience on the Stowe Gondola for panoramic fall views.
- Step into history at the Von Trapp Lodge.
- Embrace nature’s artistry at Smuggler’s Notch State Park.
- Indulge in local brews at Stowe’s breweries.
- Day Three in Woodstock:
- Wander the dreamy town of Woodstock, a hallmark movie setting.
- Snap photos at Middle Covered Bridge and the picturesque pumpkin fence.
- Delight in a meal at Mon Verre Café.
- Admire the Instagram-famous Sleepy Hollow Farm from a respectful distance.
- Savor Vermont’s flavors at Sugarbush Farm with maple syrup and cheese tastings.
Use this map for your trip! Click here for a live version.
Overall
A weekend in Vermont promises more than just a break.
It’s a an amazing opportunity to explore some of the prettiest fall destinations in the USA.
So if you’re short on time, as the leaves turn and the air gets crisper, let Vermont be your haven — you’ll love every minute of it.
I hope you enjoyed this post! Make sure you check out my other New England guides:
Things to do in New Hampshire’s White Mountains
