Planning a visit to Andover, Massachusetts—or just wondering what’s worth doing if you live nearby? This charming New England town has a mix of art, history, nature, and local flavor. Below are Top 5 Things to Do in Andover, MA, along with tips and links to help you get the most out of your time there.

Top 5 Things to Do in Andover, MA

1. Visit the Addison Gallery of American Art

Located on the Phillips Academy campus, the Addison Gallery of American Art boasts a notable collection of American paintings, sculptures, and photography.

• Admission is typically free (or modest) and it’s a culturally rich stop for art lovers.

• The gallery often holds rotating exhibitions, lectures, and special events.

It’s a perfect place to spend a peaceful morning or afternoon, especially if the weather outside is less than ideal.

2. Explore Ward Reservation & Holt Hill

For nature lovers and hiking enthusiasts, Ward Reservation is a must.

• The trails wind through rolling hills, woods, and include scenic overlooks.

• Holt Hill, within Ward Reservation, is particularly famous: it’s the highest point in Essex County and features “Solstice Stones” that line up with the sun at certain times of year.

• The Bay Circuit Trail also passes through this area, linking Andover to a broader network of trails.

Bring good walking shoes, water, and maybe a picnic—you’ll want to stay a while.

3. Relax or Swim at Pomps Pond

Pomps Pond is a local favorite spot for summertime recreation.

• There’s a beach area for swimming, a playground, and trails around the pond.

• It’s part of Andover’s larger recreation park complex.

It’s ideal for families or visitors wanting a laid-back, outdoorsy afternoon.

4. Sample Local Flavors at Oak & Iron Brewing Co.

For those who appreciate craft beverages, Oak & Iron Brewing Company is a top pick.

• This brewery is located along the Shawsheen River.

• They often have indoor and outdoor seating, a rotating selection of beers, and a relaxed, friendly atmosphere.

It’s a nice way to unwind after a day of exploring, especially if you enjoy local breweries.

5. Stroll Downtown Andover + Historic Landmarks

Downtown Andover offers a mix of shopping, dining, architecture, and small-town charm.

• Walk along Main Street (Elm Square), visit boutique shops, cafes, and restaurants.

• You can also explore historic spots like the Musgrove Block (built in 1895) and other older commercial buildings around Elm Square.

• Nearby, the Andover Historical Society helps preserve the town’s heritage via exhibits and programs.

Downtown offers a pleasant balance of cultural, culinary, and casual explorations.

Bonus Ideas & Nearby Options

• Harold Parker State Forest (just outside Andover) is great for more extensive hiking, nature immersion, and exploring more rugged trails.

• Andover Historical Society & Robert S. Peabody Museum of Archaeology for history buffs.

• Visit Harnden Farm (Infinity Farm) — a historic farmstead listed on the National Register.

• Haggetts Pond & newer rail trails around the pond for walking, biking, or fishing (permitted)

Tips for Visiting

• Check hours & seasons — Museums, breweries, and ponds often have seasonal schedules.

• Wear comfortable shoes — Especially for walking downtown or hiking trails.

• Bring a camera or binoculars — The scenic views from Holt Hill, river walks, and pond scenery are photogenic.

• Check event calendars — Andover hosts seasonal events, farmers’ markets, and concerts in the park.

Whether you're into art, nature, history, or relaxing with local flavors, Andover has a little something for everyone.

Matt Witte strives to be the best realtor in Andover, MA.

Any questions about real estate, reach out to Matt Witt,e Andover Realtor, MA