New England

How to Have a Perfect Fall Weekend Getaway in Vermont 2023

Sep 17, 2023

New England

How to Have a Perfect Fall Weekend Getaway in Vermont 2023

Sep 17, 2023

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Nestled in New England’s heart, Vermont’s fall landscape bursts with fiery reds, sunlit yellows, and deep oranges. 

Beyond the visual spectacle, the state promises crisp mornings, the scent of warm apple cider, and towns rich in autumnal vibes. 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 into Vermont’s enchanting fall embrace and let each day be a new adventure.

đź“Ś Save this to Pinterest!

Disclaimer: Hey explorer! This post contains affiliate links which means I earn a small percentage of each purchase made through my links. I only ever recommend products I believe in and appreciate your support if you decide to use my links—thank you!

FREE Coming Soon: Steal My ChatGPT Travel Prompts

Join my email list and be the first to get access to my new freebie: ChatGPT Prompts for trip planning! You’ll get my best tips for using AI to plan custom trips for you.

Day 1: Arrival in Vermont

Morning

For those flying in, Boston and Burlington serve as your gateway to Vermont’s enchantment.

Rent a car and relish the scenic drive toward Stowe, our weekend’s idyllic base.

Along the way, you’ll be treated to views of rolling hills and quaint farms, setting the tone for the journey ahead.

Wanderer Tip: You can also fly into Connecticut if Burlington or Boston are a no-go!

Afternoon

As you edge closer to Stowe, pause at Cold Hollow Cider Mill.

The aroma of fresh apple cider donuts wafting in the air is irresistible. 

Nearby, the Ben & Jerry’s factory is not just for kids.

Dive into the story of this iconic brand, take the factory tour, and pay humorous respects at the Flavor Graveyard.

Wanderer Tip: See more things to do in Stowe!

Evening

Upon arriving in Stowe, you’ll want to head to Main Street.

Wander its length, discover artisan boutiques, taste local delicacies, and immerse yourself in the town’s charm.

The iconic Stowe Church is a photographer’s dream, especially when backlit by the evening sun.

Wanderer Tip: Want more to see? Check out my guide on Stowe, Vermont.

Day Two: Deep Dive into Stowe

Morning

Begin your day soaring above the trees on the Stowe Gondola.

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, each offering unique vistas.

Afternoon to Evening

History and music enthusiasts will adore the Von Trapp Lodge.

Dive into the tale of the family that inspired The Sound of Music and perhaps 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 a visual treat.

For those seeking relaxation, the local breweries offer a cozy ambiance where you can sip craft beers and share stories.

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”, blends heritage and natural beauty.

As you walk its streets, the ambiance feels almost cinematic.

Before diving into the town’s charm, fuel up with a fresh brew at a local coffee shop.

Afternoon to Evening

The Middle Covered Bridge and the endearing pumpkin fence offer postcard-worthy shots.

Dining in Woodstock is a gourmet’s delight.

Mon Verre CafĂ© serves dishes infused with local ingredients, reflecting Vermont’s rich culinary heritage. 

Concluding the day, Sugarbush Farm invites you to a sensory experience.

The sweet aroma of maple, the tangy taste of their cheeses, and a tranquil walk amidst the sugarbush trees—it’s a fitting finale to your Vermont escapade.

Alternative

As an alternative or quick day trip, head to Montpelier. 

Venture to Montpelier, Vermont’s charming capital, for a quick immersion into its rich history.

Marvel at the iconic gold-domed Vermont State House, stroll through the quaint downtown streets lined with independent shops, and savor a meal at a local café.

This compact city offers a delightful detour, seamlessly blending historical allure with modern-day Vermont culture.

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. 

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 an unparalleled luxury experience.

This upscale resort provides sweeping vistas of the surrounding mountain range, especially stunning amidst the fall foliage.

Within the lodge, guests can indulge in world-class spa treatments, dine at gourmet restaurants, and relax in spacious rooms adorned with modern amenities and rustic Vermont 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 cafĂ©, 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

  • 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 CafĂ©.
    • 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 journey through time, a sensory celebration, and a reminder of nature’s grandeur.

So, as the leaves turn and the air gets crisper, let Vermont be your haven.

I hope you enjoyed this post! Make sure you check out my other New England guides:

Fall in Stowe, Vermont

Things to do in New Hampshire’s White Mountains

Things to do in New York Adirondacks

Things to do in Woodstock, Vermont

Nestled in New England’s heart, Vermont’s fall landscape bursts with fiery reds, sunlit yellows, and deep oranges. 

Beyond the visual spectacle, the state promises crisp mornings, the scent of warm apple cider, and towns rich in autumnal vibes. 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 into Vermont’s enchanting fall embrace and let each day be a new adventure.

đź“Ś Save this to Pinterest!

Disclaimer: Hey explorer! This post contains affiliate links which means I earn a small percentage of each purchase made through my links. I only ever recommend products I believe in and appreciate your support if you decide to use my links—thank you!

FREE Coming Soon: Steal My ChatGPT Travel Prompts

Join my email list and be the first to get access to my new freebie: ChatGPT Prompts for trip planning! You’ll get my best tips for using AI to plan custom trips for you.

Day 1: Arrival in Vermont

Morning

For those flying in, Boston and Burlington serve as your gateway to Vermont’s enchantment.

Rent a car and relish the scenic drive toward Stowe, our weekend’s idyllic base.

Along the way, you’ll be treated to views of rolling hills and quaint farms, setting the tone for the journey ahead.

Wanderer Tip: You can also fly into Connecticut if Burlington or Boston are a no-go!

Afternoon

As you edge closer to Stowe, pause at Cold Hollow Cider Mill.

The aroma of fresh apple cider donuts wafting in the air is irresistible. 

Nearby, the Ben & Jerry’s factory is not just for kids.

Dive into the story of this iconic brand, take the factory tour, and pay humorous respects at the Flavor Graveyard.

Wanderer Tip: See more things to do in Stowe!

Evening

Upon arriving in Stowe, you’ll want to head to Main Street.

Wander its length, discover artisan boutiques, taste local delicacies, and immerse yourself in the town’s charm.

The iconic Stowe Church is a photographer’s dream, especially when backlit by the evening sun.

Wanderer Tip: Want more to see? Check out my guide on Stowe, Vermont.

Day Two: Deep Dive into Stowe

Morning

Begin your day soaring above the trees on the Stowe Gondola.

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, each offering unique vistas.

Afternoon to Evening

History and music enthusiasts will adore the Von Trapp Lodge.

Dive into the tale of the family that inspired The Sound of Music and perhaps 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 a visual treat.

For those seeking relaxation, the local breweries offer a cozy ambiance where you can sip craft beers and share stories.

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”, blends heritage and natural beauty.

As you walk its streets, the ambiance feels almost cinematic.

Before diving into the town’s charm, fuel up with a fresh brew at a local coffee shop.

Afternoon to Evening

The Middle Covered Bridge and the endearing pumpkin fence offer postcard-worthy shots.

Dining in Woodstock is a gourmet’s delight.

Mon Verre CafĂ© serves dishes infused with local ingredients, reflecting Vermont’s rich culinary heritage. 

Concluding the day, Sugarbush Farm invites you to a sensory experience.

The sweet aroma of maple, the tangy taste of their cheeses, and a tranquil walk amidst the sugarbush trees—it’s a fitting finale to your Vermont escapade.

Alternative

As an alternative or quick day trip, head to Montpelier. 

Venture to Montpelier, Vermont’s charming capital, for a quick immersion into its rich history.

Marvel at the iconic gold-domed Vermont State House, stroll through the quaint downtown streets lined with independent shops, and savor a meal at a local café.

This compact city offers a delightful detour, seamlessly blending historical allure with modern-day Vermont culture.

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. 

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 an unparalleled luxury experience.

This upscale resort provides sweeping vistas of the surrounding mountain range, especially stunning amidst the fall foliage.

Within the lodge, guests can indulge in world-class spa treatments, dine at gourmet restaurants, and relax in spacious rooms adorned with modern amenities and rustic Vermont 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 cafĂ©, 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

  • 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 CafĂ©.
    • 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 journey through time, a sensory celebration, and a reminder of nature’s grandeur.

So, as the leaves turn and the air gets crisper, let Vermont be your haven.

I hope you enjoyed this post! Make sure you check out my other New England guides:

Fall in Stowe, Vermont

Things to do in New Hampshire’s White Mountains

Things to do in New York Adirondacks

Things to do in Woodstock, Vermont

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