Autumn in Woodstock, Vermont

I’ve dreamed of going to New England in the fall since my first of many watchings of Gilmore Girls. I loved the look of the quaint towns and the vibrant colored leaves and wanted to feel fall weather, instead of the still 90-degree weather we’re having in Texas. We just got back from a magical week exploring New England, and I’m happy to report that it’s just as magical people think, and there are diners that look just like Lukes, where you can have the best pancakes of your life. Today, I’m sharing my best picks for having the best trip to Vermont in the autumn. 

-Apple-picking at Shelburne Orchards

Apple-picking was just as magical as I thought it would be, and there’s nowhere that we found with better apples than Shelburne Orchards. Even though it was near the end of the season, they have great varieties and really fair prices. The orchard is so big that you felt like you were there alone, even if there were a lot of other families. Make sure to pick up some apple cider donuts, and apple cider from the store on your way out. 

-Lunch at Worthy Kitchen

Worthy Kitchen had a giant wait out the door, and after we tasted the chicken & waffles, we understood exactly why. 

-Exploring Downtown

Downtown is a Stars Hollow lover’s dream – you’ll feel like you’ve fallen back in time (partly because there isn’t cell phone service anywhere in town). Spend some time walking past the beautiful historic homes, and ducking into the charming stores on Main Street. 

-Dinner at The Woodstock Inn

The Woodstock Inn boasts one of the prettiest addresses in Woodstock, and stopping in for cozy dinner in their restaurant is a great date night. 

-Sleepy Hollow Farm

Sleepy Hollow Farm is one of the most magical places I’ve ever seen. You won’t be alone when you find it – we were greeted with a crowd!

-Quechee Gorge

The Gorge is beautiful, and you should at the very least, take a few minutes to walk either side of the observation bridge. 

-Explore Sugar Bush Farm

If you’re wanting beautiful views, delicious cheese, or the best Vermont Syrup, then this should be at the top of your list. 

-Middle Covered Bridge 

Is anything as quaint as a covered bridge? The one in Woodstock is perfect for photos and has been perfectly restored.