Vermont’s small towns are famous for their peaceful beauty and tight-knit communities.
When December arrives, many of these villages host Christmas fairs that attract thousands of visitors from across New England and beyond.
While these events bring holiday cheer and support local businesses, they also create challenges for residents who live there year-round.
Parking becomes impossible, quiet streets turn into gridlock, and simple errands take twice as long.
What once felt like a neighborly celebration now resembles a crowded shopping mall.
Local resources get stretched thin, and the charm that made these towns special in the first place gets buried under tour buses and long lines.
For many Vermonters, the holidays mean dealing with crowds instead of enjoying the season.
These ten towns experience this tension every winter, as Christmas fairs transform their communities in ways that quietly frustrate those who call these places home.
1. Woodstock

Woodstock hosts the famous Wassail Weekend, an event that draws visitors by the thousands.
The town square transforms into a bustling marketplace filled with vendors, carolers, and families seeking that perfect holiday experience.
Locals often find themselves unable to park near their own homes during this time.
Main Street becomes a slow-moving parade of cars circling for spots that simply don’t exist.
Residents who need to pick up groceries or visit the post office face long waits and crowded sidewalks.
The storybook charm that defines Woodstock gets overwhelmed by the sheer volume of tourists.
Many longtime residents appreciate the economic boost but quietly wish for a return to simpler celebrations.
Coffee shops run out of supplies by noon, and local bakeries struggle to serve their regular customers.
The influx tests the town’s small infrastructure in ways that become more noticeable each year.
Vermont’s natural beauty shines brightest when experienced without the crowds, something Woodstock residents remember fondly from decades past.
Despite the frustrations, most locals remain polite and welcoming, embodying the Vermont spirit even when patience wears thin.
Address: Woodstock Town Green, 31 The Green, Woodstock, VT 05091.
2. Stowe

Stowe attracts skiers and holiday enthusiasts throughout December with its Traditional Christmas events.
The resort area swells with visitors, creating traffic jams that extend for miles along Mountain Road.
Locals trying to commute to work or school find themselves stuck behind rental cars and tour buses.
What should be a ten-minute drive turns into a half-hour ordeal during peak season.
Grocery stores become packed with tourists stocking vacation rentals, making quick shopping trips nearly impossible.
The town’s charm comes from its mountain setting and small-town feel, both of which get buried under the holiday rush.
Residents who grew up here remember when Stowe felt like a community rather than a destination.
Restaurants fill up quickly, leaving locals waiting for tables at their favorite spots.
Even finding a quiet trail for a winter walk becomes challenging as visitors explore every corner of the area.
The economic benefits are undeniable, but so is the strain on daily life.
Many residents plan their errands for early morning hours to avoid the worst of the crowds.
Address: Stowe Recreation Path, 39 Main Street, Stowe, VT 05672.
3. Grafton

Grafton’s colonial architecture makes it one of Vermont’s most photographed villages.
During the holiday festival, this pristine beauty attracts visitors who overwhelm the town’s narrow roads.
The village was designed for horses and carriages, not modern traffic.
Cars line both sides of every street, creating bottlenecks that frustrate residents trying to navigate their own neighborhood.
The quiet atmosphere that defines Grafton disappears beneath the noise of tour groups and idling vehicles.
Locals often avoid the village center entirely during festival weekends, choosing to stay home rather than fight the crowds.
The historic inn gets booked solid, and day-trippers fill the streets from morning until evening.
Residents who value privacy find themselves sharing their peaceful village with hundreds of strangers.
The festival brings attention to Grafton’s beauty, but that attention comes with a price.
Many longtime residents worry that the town’s character is slowly changing as tourism grows.
Simple pleasures like walking to the general store become obstacle courses during peak times.
Address: Grafton Village Green, Main Street, Grafton, VT 05146.
4. Manchester

Manchester combines natural beauty with high-end shopping, making it a popular holiday destination.
The town’s outlet stores and boutiques draw shoppers from across the Northeast during December.
Holiday events add even more visitors to an already busy commercial area.
The town’s infrastructure, built for a smaller population, struggles to accommodate the influx.
Parking lots overflow, forcing visitors to park in residential neighborhoods.
Locals returning home from work find unfamiliar cars blocking their driveways.
The volume of commercial activity transforms Manchester from a charming town into a shopping district.
Residents who cherish the mountain views and quiet streets feel disconnected from their own community during the rush.
Traffic lights stay red longer, and crosswalks become crowded with shoppers carrying bags.
Local restaurants get packed with tourists, pushing out regulars who used to enjoy casual dinners.
The balance between supporting local business and maintaining quality of life becomes harder to achieve each season.
Many Manchester residents love their town but quietly wish for more control over its growth.
Address: Manchester Town Center, 6039 Main Street, Manchester, VT 05254.
5. Brattleboro

Brattleboro’s holiday markets bring a festive atmosphere to Main Street each December.
The town’s artistic community creates beautiful displays and handmade goods that attract shoppers from neighboring states.
While the markets celebrate local talent, they also create logistical headaches for residents.
Running simple errands becomes complicated when streets are closed for vendor tents.
The post office, bank, and pharmacy all become harder to reach during market days.
Locals find themselves rerouting their daily commutes to avoid blocked roads.
Parking meters fill up early, leaving residents circling for spots far from their destinations.
The charm of browsing handmade crafts is lost on those who just need to pick up prescriptions or mail packages.
Brattleboro residents take pride in their creative community, but the practical challenges add stress to an already busy season.
Coffee shops and cafes overflow with visitors, making it hard for regulars to find their usual seats.
The town’s laid-back vibe shifts into something more hectic and commercial during the holidays.
Address: Brattleboro Main Street, 230 Main Street, Brattleboro, VT 05301.
6. Weston

Weston is home to the Vermont Country Store, a destination that draws visitors year-round.
During the Christmas season, the store becomes even more popular, and the village center fills with cars and tour buses.
The small village green gets surrounded by vehicles looking for parking that doesn’t exist.
Residents who live on the main road deal with constant traffic and visitors turning around in their driveways.
The Christmas shop adds another layer of tourist activity, extending the busy season well into December.
What was once a quiet farming community now feels like a tourist attraction.
Locals appreciate the jobs and business the store provides, but they also miss the simplicity of earlier times.
Walking through the village center requires navigating crowds of shoppers loaded with bags.
The peaceful character that defines Weston gets buried under the weight of commercial success.
Residents often shop elsewhere to avoid the crowds, even though they live steps from the famous store.
The holiday season brings both pride and frustration to this tiny Vermont village.
Address: Weston Village Green, 657 Main Street, Weston, VT 05161.
7. Peacham

Peacham sits on a hilltop with views that have graced countless calendars and postcards.
During the holiday season, photographers and tourists arrive in droves seeking that perfect shot.
The influx creates problems for a village that has fewer than seven hundred residents.
Visitors park on narrow roads, blocking driveways and making it difficult for locals to pass.
Some tourists wander onto private property without asking, seeking better angles for their photos.
Residents who live in the iconic homes near the church deal with strangers peering through windows and walking across lawns.
The disregard for privacy frustrates Peacham’s tight-knit community.
What should be a source of pride becomes an invasion during peak tourist times.
Local families feel like they’re living in a museum rather than a neighborhood.
The town has limited resources to manage the crowds or enforce boundaries.
Residents long for the days when Peacham’s beauty was appreciated by those who understood Vermont’s culture of respect and quiet.
Address: Peacham Village Center, 365 Peacham Road, Peacham, VT 05862.
8. Chester

Chester’s Stone Village features unique architecture that dates back to the mid-nineteenth century.
The historic district becomes a magnet for holiday visitors who appreciate its unusual character.
Traffic increases dramatically during December, disrupting the quiet streets that residents cherish.
The town’s layout wasn’t designed for heavy vehicle flow, creating congestion at every intersection.
Locals who value Chester’s serenity find themselves stuck behind slow-moving tourist traffic.
The village green, usually a peaceful gathering spot, gets crowded with visitors taking photos and exploring.
Residents trying to enjoy a winter walk encounter groups of tourists blocking sidewalks.
The charm of living in a historic district comes with the burden of sharing it with strangers.
Many longtime residents remember when Chester felt like a secret, known only to those who lived nearby.
Now the town appears in travel guides and social media posts, attracting more attention each year.
The balance between welcoming visitors and preserving local life becomes harder to maintain.
Address: Chester Stone Village, 556 Elm Street, Chester, VT 05143.
9. Middlebury

Middlebury blends academic life with small-town charm along its beautiful Main Street.
Holiday markets bring additional crowds to a town already busy with college activities.
The combination creates a perfect storm of traffic and congestion during December.
Students, residents, and tourists all compete for parking and sidewalk space.
Local shops that normally serve the community get overwhelmed with holiday shoppers.
The calm academic atmosphere that defines Middlebury shifts into something more frantic.
Residents who enjoy the town’s cultural offerings find events sold out or too crowded to enjoy.
The holiday markets take over public spaces, limiting where locals can gather or relax.
Coffee shops near the college become standing-room-only, pushing out regulars who study or meet there.
The town’s infrastructure handles daily life well but struggles under the added pressure of seasonal events.
Many Middlebury residents appreciate the economic activity but quietly long for January’s return to normal.
Address: Middlebury Town Green, 77 Main Street, Middlebury, VT 05753.
10. Essex Junction

Essex Junction hosts the Vermont Holiday Market at the Champlain Valley Expo each December.
The event brings hundreds of vendors and thousands of shoppers to an area that’s usually much quieter.
The expo center sits in a neighborhood where residents expect peace most of the year.
During market weekends, traffic backs up for miles as visitors search for parking.
Local roads become clogged with cars, making it difficult for residents to enter or leave their own driveways.
The noise from the crowds and constant vehicle movement disrupts the calm that defines this part of Vermont.
Nearby restaurants and shops get overwhelmed, unable to serve both market-goers and regular customers.
Residents who live close to the expo center plan their weekends around avoiding the chaos.
The market supports local artisans and brings economic benefits, but those advantages come with significant inconvenience.
Many locals wish the event could be spread across multiple smaller venues to reduce the concentrated impact.
The contrast between market weekends and the rest of the year highlights how much the event changes the area.
Address: Champlain Valley Exposition, 105 Pearl Street, Essex Junction, VT 05452.
Dear Reader: This page may contain affiliate links which may earn a commission if you click through and make a purchase. Our independent journalism is not influenced by any advertiser or commercial initiative unless it is clearly marked as sponsored content. As travel products change, please be sure to reconfirm all details and stay up to date with current events to ensure a safe and successful trip.