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Vermont Travel Guide

New England + 36 Hours in Vermont Travel Guide

One of our biggest goals since moving to Boston has been to explore the New England area! With the wedding and needing to fly home so much, we haven’t really had the chance. Thankfully, we got to chance to go to Vermont for a “mini-moon” this past weekend. It was just a week after peak leaf time, but we had so much fun! Here’s a Vermont travel guide in case you ever get the chance to spend the weekend!

We spent the weekend in Waterbury, VT and definitely thought there was plenty to do! Also, I was a bad blogger and didn’t take that many photos. Spending time with Matt, unplugged, and being able to slow down after a really hectic couple of months was more important!

Vermont Travel Guide


Vermont Travel Guide

Woodstock, Vermont

Friday Night

If you’re leaving soon after work, I would definitely stop in Woodstock, VT! It was gorgeous at sunset, and we were able to walk around the square and take photos near the covered bridge.

We grabbed dinner at Bentleys near the covered bridge. It was really good and reasonably priced meal! I had the fish and chips, and Matt got the homemade sausages which were both really good.

After we finished our dinner, we drove up to Waterbury to stay at our AirBNB. It was a cute little place, and was perfect for what we wanted that weekend! It did have a kitchen, so if you wanted to do your own cooking you could!  It’s also really affordable, we paid $60 a night!

Woodstock, Vermont

Saturday Morning 

We slept in a bit on Saturday, but were able to get to breakfast around 9:00!

Breakfast was at Park Row Cafe, which was really good. It was a lot of food for a great price!

After breakfast we headed to the Stowe Pinnacle Trial. It’s a 3.6 mile hike up a side of a mountain (we think) that has gorgeous views at the top! A lot of people brought picnics with them, and had we not just eaten breakfast I think we would have too. It took us about two and a half hours to do this hike, but we were stopping a lot along the way!

Stowe, Vermont

Saturday Afternoon

Since hungry is almost always my permanent state, and we hadn’t really partaken in a lot of fall activities yet, we decided to find apple cider donuts! We ended up stopping at Cold Hollow Cider Mill, and it was really fun! It’s definitely made for tourists, but we picked up some donuts, apple cider, Vermont cheese, and Vermont maple syrup! It’s perfect because it’s on your way back to Waterbury from hiking.

For lunch, we went over to their restaurant/cider tasting room! It’s $2 per person to try all four of their ciders, and the lady that helped was great! We ended up splitting a lunch there, and got the Vermont Apple Grilled Panini which was delicious. The service there was AMAZING and I can’t recommend Cold Hollow Cider Mill enough!

After we ate there, we decided to try and get a tour in at the Ben & Jerry’s Factory, or basically the reason Matt wanted to go on this trip! Tickets are $4 for adults, and it was cool to see all of the grass-roots efforts they’re involved in!

At the end of the tour, you get to try some ice cream! We also ended up getting a hand-packed pint of coconut seven-layer bar!

Hiking in Vermont

Saturday Night

After we got back from Ben & Jerry’s, I showered and we literally watched an episode of Stranger Things, because why not? It’s our honeymoon.

For dinner we decided on The Blue Stone, which was delicious. We got one of their seasonal pizzas, and the poutine. You HAVE to get the poutine.

After dinner, we headed to Prohibition Pig Brewery for a couple of beers. I highly recommend it!

Vermont Visit

Sunday Morning 

We drove back early Sunday morning because we wanted to head to IKEA, and do some other errands because we had a car. If we hadn’t left early, we would have checked out our host’s restaurant, Zenbarn!

Vermont Travel Guide

For Your Own Trip



Park Row Cafe — Waterbury, VT

Zenbarn — Waterbury, VT


 Cold Hollow Cider Mill — Waterbury Center, VT


The Blue Stone — Waterbury, VT

Bentleys — Woodstock, VT


Prohibition Pig Brewery — Waterbury, VT


AirBNB — Waterbury, VT


Covered Bridge Photos — Woodstock, VT

Hiking Stowe’s Pinnacle –Stowe, VT

Ben & Jerry’s Factory Tour –Waterbury, VT

Cold Hollow Cider Mill — Waterbury Center, VT


This was a really fun weekend, and I highly recommend this to anyone who lives in Boston, New England, or is visiting to take a trip like this to Vermont! The best part about this state is all of it’s natural beauty, and the people are just really friendly!

Have you ever been to Vermont? We’re looking to go again soon, so please leave your recommendations in the comments below! If you have your own Vermont travel guide, please let for me to add to this post!



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  • I really need to plan a trip to Vermont! It looks like a fantastic place to visit – especially this time of year!

  • i’ve really been wanting to visit Vermont! Cant wait to go someday and use your tips!

  • mckenna bleu

    Vermont seems so cool! I need to travel there more. It looks like the perfect Fall location.

  • Vermont looks so cute! I can’t wait to be able to take a trip out there!

  • I’d love to see a covered bridge. Vermont screams fall!

  • Paige Rankin

    I have never thought about traveling to Vermont but it looks beautiful!

    xoxo, Paige

  • I really want to go to Vermont during peak foliage season. It looks so beautiful.

  • So beautiful. I would love to take a trip to explore Vermont and this time of year looks like a gorgeous time to make it out there. I will definitely keep these places you’ve listed out on hand. Thank you for sharing!


  • Ash Neverson

    Lovely post! I would love to visit America one day and this would be a city I’d love to check out. Great guide too!

  • Kaitlyn Fickle Killebrew

    I love this! Pinning for later! Hopefully I make it here someday!

  • Audrey Knizek

    I went to school in Burlington for a bit; Vermont is such a beautiful state! The coconut ice cream sounds like a dream. I’m practically drooling just thinking about it!

  • I live here in Vermont! There’s so many fun places to explore- come back soon!

  • Sydney Power

    Looks like such a beautiful place especially in the Fall. Thanks for sharing – Vermont is definitely on my travel list.