Middlebury

Day Trips

Make the most of your day with our curated plans, packed with Middlebury's hidden gems and unique experiences!

day 1
Exploring Middlebury
morning
:

Start your day with a visit to the Middlebury College campus, renowned for its stunning architecture and beautiful landscapes. Enjoy a coffee at a local café to fuel your exploration.

afternoon
:

Make your way to the Middlebury Natural Foods Co-op for lunch, where you can sample fresh local produce. Afterward, take a leisurely stroll along the Otter Creek.

evening
:

For dinner, choose from one of the cozy restaurants downtown. Wrap up your day with a local craft beer at a nearby brewery.

day 2
Scenic Drives and Views
morning
:

Launch your day with a scenic drive through the rural roads of Vermont, taking in the beautiful autumn foliage if it's the season. Stop for breakfast at a farm-to-table diner for a taste of local flavors.

afternoon
:

Head to Bread Loaf for a hike and enjoy the breathtaking views of the Green Mountains. Take a packed lunch with you to enjoy amidst nature.

evening
:

Return to town and enjoy dinner at a farm-to-table restaurant that features seasonal dishes. Consider attending a cultural event or concert if available.

day 3
History and Heritage
morning
:

Visit the Middlebury Historical Society to learn about the town's past. Spend the morning exploring artifacts and exhibits from the local area.

afternoon
:

Grab lunch at a nearby café before heading to the Henry Sheldon Museum to delve deeper into Vermont's history. Don't miss their impressive collection of local art and culture.

evening
:

Dinner at one of the local pubs will provide you with some hearty comfort food. If time permits, enjoy a night walk through a historic neighborhood.

day 4
Arts and Culture
morning
:

Kick off your day at the Middlebury College Museum of Art, appreciating diverse art collections. Plan for a light breakfast at the museum café.

afternoon
:

Attend a local art workshop or class during the afternoon to unleash your creativity. Enjoy lunch at one of the creative eateries nearby.

evening
:

Savor dinner at a bistro featuring locally inspired dishes. Finish your evening with a performance at the Town Hall Theater.

day 5
Outdoor Adventures
morning
:

Start your day with a hearty breakfast at a café that emphasizes local ingredients. Afterward, set off for a hike at the nearby Green Mountain National Forest.

afternoon
:

Pack a picnic lunch to enjoy amidst the scenic beauty of the forest. Consider trying riverside kayaking or a bike ride through the wooden trails.

evening
:

Return to Middlebury for dinner and share tales of your adventures. Wind down with some ice cream from a local shop.

day 6
Local Flavors and Markets
morning
:

Begin at the local farmers' market (if in season) to sample fresh produce and artisanal goods. It's a great place to grab a light breakfast of local pastries.

afternoon
:

Head to a local cheese factory to learn about Vermont's famous cheese-making process. Lunch at a food truck or eatery that highlights local dishes.

evening
:

Choose a fine dining restaurant to experience a culinary adventure with regional specialties. Enjoy some dessert from a local bakery to wrap up your meal.

day 7
Family Fun Day
morning
:

Start your family day with a visit to a local park for some outdoor fun and games. Enjoy breakfast at a kid-friendly café.

afternoon
:

Visit a local museum or entertainment center to engage the kids with interactive exhibits. Pack a fun picnic lunch to enjoy outside.

evening
:

Have dinner at a restaurant with a versatile menu to cater to all tastes. Spend the evening at a family-friendly movie or event.

day 8
Relax and Recharge
morning
:

Kick off with a yoga session or a visit to a local wellness center. Enjoy a wholesome breakfast that energizes your spirit.

afternoon
:

Take a leisurely walk through the town or a nearby nature trail to reflect and relax. Lunch at a health-conscious café will help continue this theme.

evening
:

For dinner, enjoy a soothing meal at a tranquil restaurant with calming decor. End your day with a spa treatment to recharge your energy.

day 9
Winter Wonderland
morning
:

If in winter, start your day with a trip to a local ski area. Enjoy breakfast at a mountain lodge for a warm start.

afternoon
:

Spend the day skiing or snowboarding, then have lunch on the slopes. Alternatively, try snowshoeing or ice skating based on your preference.

evening
:

Return to town to warm up with a hot drink and dinner at a rustic eatery. Round the day off with some cozy, warm pastries!

day 10
A Taste of Vermont
morning
:

Kick off with breakfast at a local diner, reveling in classic Vermont breakfast items. After breakfast, take a scenic drive to enjoy the fall foliage.

afternoon
:

Attend a local cooking class to learn how to prepare Vermont specialties. Enjoy the meal you prepare or head to a local restaurant afterward.

evening
:

Savor delicious Vermont craft beers at a brewery, and couple it with a hearty dinner. Conclude your evening chatting with locals and soaking up the atmosphere.

Discover Middlebury

Read more in our Middlebury 2024 Travel Guide.

Middlebury Travel Guide