A Quintessential New England Town: Woodstock Vermont

Hello friends!  If you’re a fan of charming small towns, I have a treat for you. Today, we’re going to take a walk through the picturesque New England town of Woodstock, Vermont.

Town of Woodstock Vermont:

Charming New England scenes…

Usually, when most people hear the name, “Woodstock”, they think of a huge music festival in the 1960’s. Well, that Woodstock is in New York State.  The Woodstock I am showing you is located in Vermont…in a whole different world!

Homes of Woodstock, VT

Woodstock, Vermont is an elegant New England town about a half hour east of the famous ski mountain, Killington.

Town of Woodstock, VT

The center of town is filled with restaurants, boutiques, book stores and art galleries.

Woodstock, VT - A charming New England town

Too bad I didn’t take enough pictures of this area known as The Green.  To the right (not pictured for some crazy reason) is the majestic Woodstock Inn and Resort.  Since we stay in Killington when we go to Vermont, I probably won’t ever get a chance to stay at the hotel.  Although, I guess I could just go to their spa next time.  Check their website out.  It’s quite impressive!

Woodstock, VT House - a beautiful New England town

Speaking of impressive…

Houses along the streets of Woodstock, VT

Part of the fun of Woodstock is walking down the streets and staring at the distinguished homes.


Brick general store - vermont

Woodstock is also known for its charming shops.

This is one of Vermont’s oldest general stores: F H Gillinghams and Sons.  They have seem to have everything in this store!  Why would anyone ever want to leave this town?

Town of Woodstock, VT

Here we are on our way to our favorite bookstore: The Yankee Bookshop. The kids love that place mostly because the owners keep their two Bernese Mountain dogs in the store.  Check them out on their website.

Woodstock, VT

How could you not be happy here?  It’s almost like time stood still..in a good way.

Homes of Woodstock, VT

So pretty.  Who wouldn’t love a house with a white fence?

Vermonts homes - Woodstock Vermont

Kids, I’m home!

White Home with Black Shutters - classic New England architecture

I have always been obsessed with white houses with black shutters.  I could stare at this house all day!

Have you ever visited the town of Woodstock, Vermont?

Exploring Woodstock, VT - A Quintessential New England Town


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  1. I didn't really think towns like this existed anymore! I want to move there… Love the homes! Thanks for sharing.xoxo,Clydiathreemangoseeds.blogspot.com

  2. This is the cutest picturesque town. I would love to visit it one day. I hope we will venture out in an RV some day.

  3. Thanks for the tour of the quaint town and beautiful homes! I could walk miles and stalk neighborhoods! 🙂

  4. What a wonderful place! I wish I was rich and had all sorts of homes in different parts of the country. I could live there for a little while, and then when the snow came I could go to my next beautiful home! Thanks for sharing!

  5. I used to vacation in Vermont as a kid. Haven't been there in years, so I really enjoyed your photos. Beautiful homes!!

  6. Wow, wow, and wow!!! It is a dream of mine to visit New England and surrounding area's some day. I could only imagine living in a town as beautiful as this. LOVE these old homes. Thanks for sharing such beauty.

  7. Unreal-we are staying in woodstock at the woodstock inn for Christmas-I love it there-need to feature the covered bridge next time.

  8. Linda – since I see you don't have a blog, please come back and comment on how your stay at the Woodstock Inn was! I am dying to hear about that place! Have a wonderful time!-Shelley

  9. Woodstock is our happy place. The Woodstock Inn is our number one favorite place to stay in the world. I hope you get to go back to Woodstock and stay there.

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