Downtown Middlebury, Vermont

Discover shopping, dining, and accommodation in downtown Middlebury.

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ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Middlebury Inn

14 Court Square

Middlebury, Vermont

Courtyard Middlebury

309 Court Street

Middlebury, Vermont

SWIFT HOUSE INN

25 Stewart Lane

Middlebury, Vermont

Hotel Tips

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.

Things To Do

Middlebury has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.

Middlebury has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.

Middlebury makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Why Do You Love Downtown?

Mary Morales

DO NOT KNOW IT YET, NEW TO THE AREA

Mary Loar

There are so many cute stores in Silverton. We are going on Thursday to shop and dine.

Robert Drennan

Planning a trip and want to visit after reading all the reviews

Tracy Friend

It's adorable and friendly. Love to visit all the shops.

Sharon Skipton

Will be there in a week. Looks like a great town!

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