Family Vacation in Vermont: The Complete Upper Valley Guide
Everything a family needs to plan a Vermont vacation — best activities by age, where to eat, where to stay, and week-by-week itineraries for every season.
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Stories from the Green Mountains
Seasonal guides, village spotlights, and insider notes from across Vermont and the Upper Valley — curated by the Stay Vermont team.
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The Best Restaurants in Woodstock and Quechee (2026)
A local guide to the best restaurants in Vermont's Upper Valley — from the legendary reservations-only spots to the coffee shops worth walking to.
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The Best Vermont Wedding Venues in the Upper Valley
A local's guide to the best wedding venues in Vermont's Upper Valley — barns, inns, river farms, and everything in between.
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The Covered Bridges Half Marathon: A Runner's Guide to Vermont's Most Scenic Race
The Covered Bridges Half Marathon sells out in minutes. Here's the runner's guide to Vermont's most beloved race — course, training, and logistics.
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Killington Cup 2026: Watching World Cup Skiing in Vermont
The World Cup returns to Killington November 28–29, 2026. Here's how to watch, where to stand, and where to stay for the biggest weekend in East Coast skiing.
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Vermont Maple Open House Weekend 2026: A Complete Sugaring Season Guide
A complete guide to Vermont's Maple Open House Weekend — best sugarhouses to visit, what to expect, and where to stay during peak sugaring season.
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Woodstock Wassail Weekend 2026: Your Guide to Vermont's Best Holiday Tradition
The 42nd annual Woodstock Wassail Weekend returns December 11–13, 2026 — here's what to see, where to stand for the parade, and where to stay.
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Quechee Hot Air Balloon Festival 2026: Complete Visitor's Guide
Your complete 2026 guide to New England's longest-running balloon festival — dates, schedule, flight tickets, parking tips, and where to stay nearby.
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Turn Your Vermont Second Home Into Rental Income: A Step-by-Step Guide
A practical path from quiet second home to working vacation rental — preparation, compliance, pricing, and what to expect in your first 12 months.
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Vermont Airbnb Taxes: What Short-Term Rental Owners Need to Know
Meals and rooms tax, local option tax, Schedule E vs. Schedule C, depreciation, and the deductions most Vermont Airbnb owners miss.
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How Much Can You Make Renting Your Vermont Home on Airbnb?
Real 2026 revenue data for Vermont Airbnb rentals — by town, by bedroom count, by season. No vague promises. Just numbers.
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Self-Managing vs. Hiring a Property Manager in Vermont: An Honest Comparison
A side-by-side comparison of self-managing a Vermont vacation rental vs. hiring a professional manager, with real numbers and honest tradeoffs.
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Should You Hire a Vermont Short-Term Rental Manager? A Homeowner's Guide
An honest decision framework — not a sales pitch — to help you figure out whether professional short-term rental management is right for your Vermont home.
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Vermont Short-Term Rental Regulations 2026: Licenses, Taxes & Town Rules
Vermont's short-term rental rules tightened again in 2026. Here's what owners in Quechee, Woodstock, Killington and beyond need to know to stay compliant.
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Vermont Short-Term Rental Management Fees: What to Expect in 2026
A clear, no-surprises breakdown of what a Vermont short-term rental manager charges in 2026 — and what you should actually get for the money.
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Quechee, Vermont: The Complete Guide to the Upper Valley's Hidden Gem
From the jaw-dropping Quechee Gorge to world-class golf and glassblowing studios, this guide covers everything to see, do, and stay in Vermont's most refined village.
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Woodstock, Vermont: A Weekend Guide to America's Prettiest Small Town
Covered bridges, artisan shops, and the iconic Billings Farm — here's how to spend a perfect weekend in the village that defined postcard New England.
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Killington: The Complete Guide to Skiing the Beast of the East
The largest ski resort in the Northeast offers more than just terrain. Here's how to plan a Killington trip that balances world-class skiing with off-mountain downtime.
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The Best Time to Visit Vermont: A Season-by-Season Guide for 2026
Vermont is a genuinely four-season destination, and each one rewards a different kind of traveler. Here's an honest guide to what to expect, month by month.
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The 7 Best Fall Foliage Drives in Vermont's Upper Valley
Skip the crowded Route 100 loop. These seven scenic drives — all anchored in the Upper Valley — are where locals go when they want the real thing.
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Okemo & Ludlow: A Four-Season Guide to Vermont's Most Welcoming Mountain Town
Often overlooked for Killington, Okemo delivers the family-friendly skiing, the walkable village, and the four-season charm that makes it one of Vermont's best bases.
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