Vermont’s small towns are the heartbeat of the state. They’re where you’ll find old stone houses, family-run diners, quirky art galleries, and streets that look like they belong in a postcard.
And the best part? Many of these gems are tucked right along the state’s scenic train routes.
If you’re planning to hop on one of Vermont’s iconic railways, here are the small towns you absolutely shouldn’t miss.
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Why Stop at Vermont’s Small Towns Along Train Routes?
Sure, the ride itself is breathtaking—but hopping off the train adds a whole new layer to the experience. These towns give you a glimpse of Vermont beyond the tourist brochures:
- History on display: From marble quarries to old mill towns, every stop has a story.
- Walkable main streets: Perfect for a casual stroll, antique browsing, or grabbing coffee.
- Local flavors: Craft beer, maple treats, and farm-to-table menus are the norm.
- Authentic charm: Less polished than big cities, but that’s the appeal.
In short, the train is your gateway, and the towns are the treasures waiting at the end of the line.
Must-Visit Small Towns on Vermont Scenic Train Routes
1. Chester
Tucked along the Green Mountain Railroad line, Chester is one of Vermont’s most charming small towns.
Known for its historic stone houses and antique shops, this place feels like stepping back into a 19th-century storybook.
Stroll along its village green, where local events and fairs often pop up, or browse through quirky boutiques filled with vintage finds.
Best For: History lovers, architecture fans, and antique hunters.
Time Needed: 2–3 hours for shops and lunch.
Accessibility: The station is close to town and easily walkable.
Nearby Attraction: Lovers Lane Bridge, a classic covered bridge just outside town.
Cost Factor: Antique shops can be pricey, but cafés and casual diners are budget-friendly.
Overnight Option: Small inns and B&Bs make Chester a cozy overnight stop.
Pro Tip: Plan your stop in Chester during a fall foliage weekend.
2. Ludlow
If you’re riding near the Okemo Mountain area, Ludlow is a fantastic stop. It has that classic small-town feel but with the bonus of being surrounded by outdoor adventure.
In winter, it’s a hub for skiing, but the warmer months are equally special with farmers’ markets, hiking trails, and cozy cafés.
Best For: Outdoor adventurers and families.
Time Needed: Half a day, especially if you’re exploring Okemo Mountain.
Accessibility: The town is slightly spread out, but the main street is very walkable.
Nearby Attraction: Okemo State Forest for hiking in summer.
Cost Factor: Ski season can be pricey, but summer visits are easier on the wallet.
Overnight Option: Great for longer stays with ski lodges and family-friendly rentals.
Insider Tip: If you’re not skiing, visit in summer—local shops and restaurants are quieter, and prices are far more budget-friendly.
3. Bellows Falls
Bellows Falls is a town with grit and history. Once a thriving industrial hub, it has reinvented itself as a haven for artists and history buffs.
The old railroad station still stands as a reminder of its deep railway heritage, and the town is dotted with murals, galleries, and historic brick buildings.
Best For: Heritage buffs, artsy travelers, and those who love offbeat charm.
Time Needed: 1–2 hours, perfect for a short stop.
Accessibility: The train station is right in town—easy to explore on foot.
Nearby Attraction: Bellows Falls Canal, one of America’s oldest canals.
Cost Factor: Very budget-friendly with affordable cafés and art shops.
Overnight Option: Better as a day stop, limited overnight stays.
Pro Tip: Don’t miss the Bellows Falls Canal—one of the oldest canals in America, it’s a piece of history often overlooked by tourists.
4. White River Junction
Once a bustling railroad crossroads, White River Junction has transformed into one of Vermont’s coolest arts towns.
Today it’s filled with art galleries, indie theaters, coffee shops, and craft breweries. It still has that authentic railroad feel, but with a trendy twist.
And since it’s a departure point for the White River Flyer, it’s a great starting or ending stop for your train adventure.
Best For: Culture seekers, foodies, and anyone who loves a lively town vibe.
Time Needed: 2–4 hours depending on galleries and dining.
Accessibility: Very walkable—most attractions are within a 10-minute stroll of the station.
Nearby Attraction: Main Street Museum, a quirky collection of Vermont oddities.
Cost Factor: Cafés and breweries are affordable; some restaurants can be mid-range.
Overnight Option: A few boutique inns and budget motels nearby.
Insider Tip: Check out the quirky Center for Cartoon Studies—it’s one of the only colleges in the U.S. dedicated to comics and graphic novels.
5. Rutland
Rutland may be one of Vermont’s larger towns along the train routes, but it still retains small-town charm.
It’s best known for its farmers’ market, one of the largest in the state, and its connection to Vermont’s marble industry.
Downtown Rutland has a growing arts scene with murals, live performances, and plenty of dining options. It’s a vibrant stop for travelers who want both convenience and authenticity.
Best For: Families, local events, and day-trippers.
Time Needed: Half a day or more if you want to explore markets and murals.
Accessibility: The train station is close to downtown, easily walkable.
Nearby Attraction: Pine Hill Park for hiking and biking.
Cost Factor: Very budget-friendly for dining and activities.
Overnight Option: Great hub for staying overnight with hotels and family-friendly options.
Pro Tip: Visit during one of Rutland’s summer festivals—live music, street food, and local art make the town buzz with energy.
Comparison Table: Vermont Train Towns at a Glance
| Town | Train Route | Highlights | Best For | Time Needed | Overnight Stay |
|---|---|---|---|---|---|
| Chester | Green Mountain Railroad | Stone houses, antiques | History lovers, architecture | 2–3 hrs | Yes |
| Ludlow | Green Mountain Railroad | Okemo Mountain, markets | Families, adventurers | Half day | Yes |
| Bellows Falls | Green Mountain Railroad | Murals, canal, history | Heritage buffs, art lovers | 1–2 hrs | Limited |
| White River Jct | White River Flyer | Arts, galleries, breweries | Culture seekers, foodies | 2–4 hrs | Yes |
| Rutland | Vermont Rail System | Farmers’ market, murals | Families, events, day trips | Half day | Yes |
How to Plan a Train + Town Itinerary
One of the easiest ways to explore these towns is to pair a scenic rail ride with a half-day stop. For example:
- Morning: Take the Green Mountain Railroad to Chester.
- Afternoon: Explore antique shops and enjoy lunch on the village green.
- Evening: Ride back in time to catch sunset views from the train window.
If you’re flexible, align your ride with local events. Small towns in Vermont are big on community fairs, farmers’ markets, and seasonal festivals that add even more charm to your journey.
Insider Tips for Exploring Vermont’s Train Towns
- Check schedules carefully: Some rides are seasonal and may have limited stops.
- Eat local: Skip the chain restaurants—Vermont towns thrive on small cafés, bakeries, and farm-to-table kitchens.
- Budget tip: Visiting in spring or late summer often means cheaper lodging and fewer crowds.
Best Time of Year to Visit
- Fall: The number one season—fall foliage and town festivals bring everything alive.
- Summer: Perfect for outdoor dining, markets, and mountain views.
- Winter: Think cozy cafés, holiday lights, and ski-town energy.
- Spring: A quieter season with blooming flowers and better deals.
FAQs About Vermont’s Train Towns
Q: Are these towns walkable from the train station?
Yes! Most towns like Bellows Falls, White River Junction, and Rutland have stations close to their downtown areas.
Q: How much time should I plan for each stop?
Small towns like Bellows Falls are perfect for a 1–2 hour stroll, while Rutland and Ludlow can easily fill half a day.
Q: Can I stay overnight in these towns?
Absolutely. Chester, Ludlow, White River Junction, and Rutland all have inns, motels, or boutique hotels. Bellows Falls is better suited for short visits.
Q: Which town is the most budget-friendly?
Bellows Falls and Rutland are great for affordable dining and activities, while Ludlow can be pricier during ski season.
Conclusion
Vermont’s scenic train rides are magical on their own, but pairing them with stops in small towns takes the journey to another level.
From the historic streets of Chester to the artsy corners of White River Junction, each town adds its own personality to the ride.
Read More: Vermont Scenic Train Rides: Year-Round Travel Guide
Read More: Budget-Friendly Train Rides in Vermont
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