In my view, Vermont is essentially the most picturesque of the New England states. I’m undoubtedly biased by my a few years of childhood reminiscences exploring the Inexperienced Mountain state. However on each Vermont highway journey you’ll cross by quaint coated bridges, roadside rivers dashing over rocks, basic crimson barns sitting subsequent to fields dotted with black and white dairy cows, and small villages with church steeples standing tall over the city inexperienced.
Whether or not you’re visiting Vermont on a romantic getaway, a lady’s weekend, or a household trip, there’s a lot to see on this small state. Fortunately, the state caters to vacationers, providing roadside indicators for points of interest and Vermont Tourism makes it straightforward to discover a enjoyable strategy to discover, with maps of scenic byways and all types of maker trails from craft beer to artisan cheese. However what in order for you a little bit of every little thing?
I lately requested a good friend to affix me for a Vermont highway journey over an extended weekend. Since she is a instructor and has sufficient on her plate, she was glad to place the planning into my knowledgeable palms and let me shock her with Vermont delights.
3-Day Vermont Street Journey Itinerary
I sat down with a want record of scenic byways, coated bridges, waterfalls, native outlets, Vermont cheese, maple syrup, and possibly some native craft beer or spirits. After poring over all of the maps, blogs, and experiences from earlier journeys, I got here up with the next three-day Vermont highway journey itinerary.
Notice: This submit might include affiliate hyperlinks. Should you click on a hyperlink and make a purchase order, I’ll obtain a small fee. All opinions are my very own.
Brattleboro

The primary cease after our two-hour drive up from Rhode Island was in Brattleboro, Vermont. This hip and progressive, lesser-visited city in Southern Vermont has been heralded as among the best small cities in America. If you wish to lengthen this itinerary and spend a day in every vacation spot, there may be actually a lot to do in Brattleboro from a circus class on the New England Heart for Circus Arts, a romantic dinner in a prepare caboose at T.J. Buckley’s, a chocolate charcuterie pairing at Tavernier Chocolate, or fruit and veggie choosing at Wild Carrot Farm.
However for a brief keep, downtown, you are able to do some purchasing (cease at Sam’s Outside Outfitters should you want any out of doors gear!), go to the Brattleboro Museum and Artwork Heart (you too can be a part of a gallery stroll on the primary Friday of each month in season), or seize some lunch at Yalla, that includes recent, selfmade, Center Jap meals.
Should you do plan to remain in a single day, The Inn at Putney Street is a superb choice with a wide range of rooms and suites, 15 miles of mountain climbing trails close by, and a multi-course breakfast within the morning. After exploring downtown, we stopped by the Grafton Village Cheese Store simply exterior of city.
Professional tip: carry a cooler and a few ice packs for all of the cheese you’ll need to carry dwelling!) This basic nation retailer has a fantastically curated choice of Vermont-made merchandise and an unlimited cheese show. You can even discover many Vermont craft beers on the market.
Molly Stark Byway

From Brattleboro, we headed west alongside the Molly Stark Byway in the direction of Bennington. The byway is known as after the spouse of Common John Stark, who led the Colonial militia to a victory on the Battle of Bennington on August 16, 1777. This byway hyperlinks historic Bennington within the west to arts-oriented Brattleboro within the east and passes by way of Woodford, the very best village in Vermont, and sections of the Inexperienced Mountain Nationwide Forest.
The drive takes about an hour, with out stops, however our plan was to benefit from the drive. Our first cease was simply exterior of Brattleboro on the Creamery Lined Bridge. This well-kept coated bridge is simply off the highway and has a pleasant car parking zone and picnic space, making it a straightforward vacationer vacation spot.
Should you get pleasure from handicrafts, make a cease at Vermont Bowl Firm in Wilmington, about midway by way of your drive. You should purchase fantastically crafted salad bowls, reducing boards, serving trays, and different merchandise constituted of native wooden.
Bennington

The following cease on our Vermont highway journey was the historic city of Bennington, additionally dwelling to Bennington School. Downtown Bennington remains to be recovering from the drop in tourism, but when open, you’ll want to take a look at the Bennington Bookshop, The Village Chocolate Store, Vermont Confectionery, and Bennington Potters.
There are any variety of locations to seize a chew to eat on the town, however we had a full of life lunch and good native beer at Madison Brewing Firm (tried the fried Brussels sprouts!)
Historical past and literature followers may additionally need to see Robert Frost’s grave on the Previous First Church or cease into the Robert Frost Stone Home Museum. After all one of many fundamental points of interest is the Bennington Battle Monument. This 306-foot limestone obelisk was constructed to commemorate the Battle of Bennington, which occurred on August 16, 1777, and is taken into account to be the turning level within the Revolutionary Struggle.
If you want to spend the evening in Bennington, The 4 Chimneys Inn blends a standard Vermont inn and a boutique resort in a beautiful location. Should you spent a full day right here, you’d even have a while for close by mountain climbing, just like the one-mile hike to Everett Cave (simply carry a flashlight!) Then in your approach out of city, you’ll be able to cease on the Apple Barn & Nation Bake Store for some treats for the highway.
Shires of Vermont Scenic Byway

Proceed your Vermont highway journey by heading north on Historic Route 7A, or the Shires of Vermont Scenic Byway, in the direction of Manchester. The drive solely takes half-hour, however plan on a minimum of an hour with varied stops. Should you like coated bridges, there are fairly just a few on this space price testing. Nevertheless, remember that cell service could be very spotty so chances are you’ll need to pre-save them in your GPS or Google Maps.
First up is the Silk Street Lined Bridge. In-built 1840, this lattice-truss bridge crosses the Walloomsac River between downtown Bennington, Vermont, and the village of North Bennington. The close by Paper Mill Bridge, or Bennington Falls Lined Bridge, is analogous however not fairly as scenic since fencing from the close by paper mill obstructs the photograph alternative. The Henry Bridge additionally has an analogous design, however a town-constructed picnic space presents a pleasant side-angle view, which isn’t at all times so available at different bridges.
Additional up the byway, make a cease on the Chocolate Barn for handcrafted chocolate treats. Then should you aren’t bored with bridges, you’ll be able to go slightly off the trail to see Arlington Lined Bridge. However this one isn’t as fairly as a few of the others which can be extra simply accessible. We had been planning to cease at Chiselville Lined Bridge as properly however a GPS failure meant we needed to skip it.
Whether it is open, your final cease earlier than arriving in Manchester needs to be the Sugar Shack and Norman Rockwell exhibit (one can find Norman Rockwell is large round these components.) Whether it is closed, don’t fear, you’ll have loads of different alternatives to buy maple syrup merchandise. And a fast pitstop at Mom Myrick’s Confectionery in Manchester will fulfill your candy tooth (well-known for her butter crunch toffee!)
Manchester

There are sufficient issues to do in Manchester that you might simply spend your entire weekend right here, however for our functions, we targeted on the highlights. Downtown Manchester is legendary for its purchasing. First, it’s dwelling to the flagship retailer for Orvis, the fly fishing and out of doors outfitters model.
Additionally, you will discover designer outlet outlets clustered round Manchester. However my private favourite is a go to to the independently-owned Northshire Books.
There are a wealth of lodging choices in and round Manchester, from the romantic Reluctant Panther to the luxe Equinox Resort & Spa, and the hip Kimpton Taconic. Nevertheless, we had been simply two mothers on a price range so the conveniently-located, recent, and clear Hampton Inn & Suites Manchester labored out completely for us.
For dinner, in case you are within the temper for an eclectic menu and high quality eating, guide a desk at Silver Fork. Set inside an previous library, this lovely restaurant presents terrific service and scrumptious menu objects that felt like such a pleasant change from household dinner across the kitchen desk.
Lye Brook Falls, Manchester

The following morning, we loved the free breakfast included at our resort, however you might additionally simply stroll to the Little Rooster Cafe in downtown Manchester for a home-cooked breakfast.
Simply exterior of Manchester, it’s time to step into the woods and luxuriate in Vermont’s pure points of interest. A five-mile average out-and-back hike will carry you to the bottom of Lye Brook Falls, one of many tallest waterfalls in Vermont. Plan to put on your waterproof mountain climbing boots and produce alongside a trekking pole or strolling stick as a result of you will have to cross a few small streams. If you will get there within the morning earlier than shifting on, the path received’t be crowded and you may have slightly time to your self to benefit from the falls.
Hildene, Manchester

One in every of Manchester’s most well-known points of interest is Hildene, the previous Lincoln household dwelling. A self-guided tour of this historic dwelling, constructed by Abraham Lincoln’s son Robert as a summer season dwelling when he was President of the Pullman Firm, solely takes about an hour to discover each the house and a few of the grounds. You may actually take longer to benefit from the strolling trails, have a picnic, or go to the Sunbeam Pullman automotive or Hildene goat dairy.
Scenic Route 100 Byway

After touring Hildene, we turned our sights north, towards Killington and a scenic drive alongside Vermont’s well-known Route 100, previous Bromley, Stratton Mountain, and Okemo. You could possibly go for lunch at Goodman’s American Pie in Ludlow, or cease for burgers and lobster rolls at Honeypie in Jamaica, however we headed to Weston for a cease on the Vermont Nation Retailer.
It’s straightforward to lose your self for an hour on this common retailer/reward store turned vacationer attraction, ducking into totally different sections for a few of the finest Vermont-made merchandise from Darn Powerful socks to their very own syrup, cheeses, and cider. After poking round for a bit, you’ll be able to cease on the cafe and luxuriate in a picnic lunch or a maple creemee (maple-flavored gentle ice cream).
Our subsequent cease on the Route 100 Scenic Byway was going to be Buttermilk Falls, in Ludlow, however we had been working slightly behind and I’ve been there earlier than we so skipped it this time (no worries, we’d see loads of waterfalls the subsequent day!) As an alternative, we headed to Inexperienced Mountain Sugar Home as an alternative to refill on syrup and check out one in every of their well-known maple creemees. Set on a lake, it’s also a terrific place to take your ice cream and sit in an Adirondack chair close to the water to benefit from the view.
The following cease on my itinerary was Plymouth Artisan Cheese, in Plymouth, additionally the house to the historic web site the place President Calvin Coolidge was born and raised. Sadly we arrived simply 5 minutes earlier than the posted closing time and so they had been already gone for the day.
The Mountain Inn, Killington

We ended our day with a keep at The Mountain Inn, in Killington. This renovated inn can be dwelling to a distillery, providing a stylish and recent design and a enjoyable ambiance. Our mountain view room supplied a small balcony and lovely vistas. It was good for the 2 of us, however for households, I might remember that the rooms are small and the partitions are skinny. It wasn’t busy after we had been there so we beloved our expertise, however I think about it will really feel fairly totally different within the winter season.
For dinner, I had booked a particular pre-Mom’s Day deal with to get pleasure from eating in one in every of their two heated gondolas on the restaurant, Nonetheless on the Mountain (get it — nonetheless just like the one used within the distillery? Enjoyable play on phrases.) The meals was nice and the cocktail record was in depth (as you’ll be able to think about), but it surely was the ambiance that we actually beloved.
Thundering Brook Falls, Killington

We began our third and ultimate day on our Vermont highway journey with the primary of quite a lot of waterfalls. Only a brief drive from our resort in Killington, Thundering Brook Falls is off the primary highway and extra of a neighborhood gem. A brief stroll on a boardwalk by way of a marsh will carry you to the viewing platform on the base of the falls. You can even go off-path and climb as much as see the higher falls — maintain an in depth eye on kids!
Texas Falls Recreation Space, Hancock

From Thundering Falls, we continued up Vermont Route 100 in the direction of Granville, with a pitstop on the Texas Falls Recreation Space. That is properly definitely worth the brief detour off Route 100, between there and the Lake Champlain Byway. This space includes a one-mile nature hike by way of the woods, however you don’t even want to try this to see the gorgeous waterfalls which were carved by way of the rock over the generations. The very best views are proper in the beginning of the hike, simply previous the bridge that connects the path to the car parking zone. Relying in your day, there are additionally picnic grounds on-site and a bathroom (not really easy to search out in your drive!)
Moss Glen Falls, Granville

Head again to Scenic Route 100 and proceed north in the direction of Granville. Likelihood is you received’t have any mobile phone protection, so regulate the left for Moss Glen Falls. There’s a small parking space and the falls are simply seen proper from the highway. There are mountain climbing trails close by however you’ll be able to take a fast photograph and proceed on to different points of interest.
Warren Falls, Warren

Even in case you are getting bored with waterfalls, you shouldn’t skip stopping at Warren Falls. The car parking zone can get slightly crowded on a busy day as a result of this can be a well-liked spot for households, picnickers, and hikers. However a brief stroll in the direction of the cascades will carry you to a wonderful view of the water dashing by way of rocks. Stake out a spot on the rocks and sit and luxuriate in a picnic or simply take within the view.
Waitsfield
The lovable, artsy city of Waitsfield, close to Mad River Glen Ski Space, is the start of the Mad River Scenic Byway. This can be a great place to cease for lunch, and even keep the evening in case you have extra time on your Vermont highway journey itinerary. You can find artwork galleries in addition to pottery and glass artisans. Waitsfield can be dwelling to Mad River Distillers and some craft breweries. You may seize lunch on the Three Mountain Cafe or Mad Taco, or deal with your self to a maple ice cream cone at Canteen Creemee. Should you did need to keep the evening, The Inn at Spherical Barn Farm is a superb alternative.
Waterbury

Should you don’t cease in Waitsfield, the bigger city of Waterbury presents loads of choices for lunch or dinner, together with Prohibition Pig or Hen of the Wooden. On our journey, a few of these weren’t open for lunch so as an alternative, we opted for a late brunch at Maxi’s, a neighborhood favourite for breakfast and brunch.
After all, the explanation many individuals cease in Waterbury is the Ben & Jerry’s Manufacturing unit ice cream retailer simply exterior of city. We had each visited earlier than and didn’t need to cease for a tour or ice cream, however should you haven’t been — even a fast cease for a stroll by way of the flavour graveyard is enjoyable for B&J’s followers.
Should you head slightly additional north towards the Stowe space, it’s properly price a cease on the Chilly Hole Cider Mill, one in every of my favourite issues to do in Vermont. We first stopped right here after going to Smugglers’ Notch just a few years in the past and I fell in love with their apple cider donuts. My advice is to cease in on the laborious cider tasting room first and check out a flight (they might provide you with a coupon for six free donuts subsequent door!) There may be additionally a restaurant serving up tasty sandwiches and salads. Subsequent, head over to the primary retailer and refill on cider, donuts, pies, and different Vermont specialties to carry dwelling to get pleasure from!
Morse Farm Sugarworks, Montpelier
By this time, we wanted to start out turning south to make our approach dwelling on the finish of an exquisite lengthy weekend. However earlier than we hit the freeway, we had yet another cease simply exterior the state capital of Montpelier on the Morse Farm Sugarworks. At this maple producer and nation retailer, you’ll be able to pattern all their flavors of maple syrup — from gentle and delicate to darkish and sturdy. We additionally discovered the pricing right here decrease than somewhere else, so if you wish to refill on syrup, that is the place! You can even buy maple sugar merchandise and, after all, get pleasure from a maple creemee — some swear it’s the finest round!
Quechee Gorge, Hartford

In case you are on the lookout for one ultimate cease in your VT highway journey, Quechee Gorge is positioned simply a few minutes off Interstate 89 and 91. This “Vermont’s Little Grand Canyon” is seen from the bridge on Route 4. Simply park on the Customer Heart and stroll over, or you’ll be able to spend time studying concerning the geology and historical past of the world and take a hike on the path alongside the river.
When you’ve got slightly extra time to spend, I might suggest visiting the Simon Pearce glassware retailer and restaurant close by and spending the evening within the charming village of Woodstock on the Woodstock Inn.
After all, there are such a lot of scenic drives and cute cities to discover on a Vermont highway journey which you can’t match every little thing into one weekend. In case you are on the lookout for extra concepts, take a look at one in every of these New England highway journeys, that are nice for fall foliage drives. I hope you fall in love with the Inexperienced Mountains of Vermont and maintain going again simply the way in which I’ve!
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