Holliston
Day Plans

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

day 1

Explore Holliston's Trails

morning

:

Start your day with a refreshing walk at the Holliston Rail Trail, enjoying the natural scenery. Bring your camera to capture the beauty of the trails and the wildlife.

afternoon

:

Visit the Holliston Historical Society to learn about the town's rich heritage. Don't forget to check out the local shops for some unique finds.

evening

:

Savor dinner at a local restaurant offering classic American fare. End your day with a nice stroll around the neighborhood.

day 2

Nature's Wonders

morning

:

Head to the Greenway Conservation Area for a peaceful morning in nature. Hiking the trails will give you a break from the everyday hustle.

afternoon

:

Pack a picnic lunch and enjoy it at one of the scenic spots within the conservation area. Spend the afternoon birdwatching or reading a good book.

evening

:

Return home and unwind with a cozy evening in front of a bonfire, learning about the stars. Share stories with friends or family as you relax.

day 3

Arts and Crafts Day

morning

:

Visit local art studios or galleries to appreciate the talent in Holliston. Engage in a morning craft workshop to spark your creativity.

afternoon

:

Continue with hands-on activities at the local community center. Enjoy making pottery or painting ornaments.

evening

:

Showcase your art to family and friends over dinner. Create a mini art exhibit at home to celebrate your creativity.

day 4

Autumn Adventures

morning

:

Take a scenic drive to enjoy the beautiful fall foliage. Stop at local farms for fresh apple picking.

afternoon

:

Attend a local harvest festival for fun activities like hayrides and corn mazes. Enjoy some hot cider and seasonal treats.

evening

:

Wrap up the day with a cozy bonfire in your backyard. Toast marshmallows and enjoy the crisp autumn air.

day 5

Family Game Night

morning

:

Start your day with a pancake breakfast featuring fun toppings. After breakfast, gather family members to pick out board games for the night.

afternoon

:

Visit the library or bookstore to find new games and interesting reads. Don't forget to check out some classic board games from your childhood.

evening

:

Set up a cozy game night with snacks and drinks. Challenge one another in a friendly competition.

day 6

Springtime Strolls

morning

:

Take a leisurely stroll through local gardens to observe blooming flowers. Bring a notebook to jot down your favorite varieties.

afternoon

:

Visit a nearby farmers' market and support local vendors. Sample seasonal fruits and vegetables during your shopping.

evening

:

Enjoy a home-cooked meal featuring fresh produce. Reflect on your day while relaxing in your garden as the sun sets.

day 7

BBQ Bash

morning

:

Plan your BBQ menu and make a shopping list of all the ingredients you need. Wake up early to marinate meats and prep your sides.

afternoon

:

Set up your outdoor space with decorations and seating for guests. Fire up the grill and start cooking delicious BBQ.

evening

:

Invite friends and family over for a fun evening of grilling. Share stories and enjoy your meal under the stars.

day 8

Outdoor Sports Day

morning

:

Visit local parks for a morning of outdoor games such as frisbee or soccer. Engage in some fun exercise with friends or family.

afternoon

:

Grab lunch from a nearby café or pack a picnic to enjoy at the park. Spend the afternoon trying new sports and challenging each other.

evening

:

Cool down with an evening walk around the park, discussing favorite moments from the day. End the night with a movie featuring sports themes.

day 9

History and Culture Tour

morning

:

Start your day by visiting local historical landmarks including the old mill. Take a guided tour to understand the town's heritage.

afternoon

:

Explore the arts district and appreciate local public art installations. Visit small boutiques and cafes nestled along the way.

evening

:

Conclude the tour with a dinner at a restaurant known for its local cuisine. Share your insights about Holliston's history with friends.

day 10

At-Home Spa Day

morning

:

Treat yourself to a relaxing morning with a homemade smoothie and gentle yoga. Heavy on self-care, light on obligations.

afternoon

:

Create an at-home spa atmosphere with soothing music and pleasant scents. Indulge in a long bath or facial mask treatment.

evening

:

Wrap up your spa day with a wellness-oriented dinner, focusing on healthy foods. Calm your mind with a good book or meditation.

Discover Holliston

Read more in our Holliston 2024 Travel Guide.

Holliston Travel Guide