Five Unexpected Places to Stop on a Drive from Brentwood, New Hampshire to Gloucester, Massachusetts

If you’re planning a road trip and looking for new adventures, consider a drive from Brentwood, New Hampshire to Gloucester, Massachusetts. This charming route will take you through small towns, lush forests, and stunning coastal views. The drive takes approximately an hour and a half, but you’ll want to take time to explore the hidden gems along the way. Here are five unexpected places to stop on your journey.

Halfway Point: Rowley, MA

Before we dive into the other five spots, it’s worth noting that the midpoint of this drive is a destination of its own. Rowley, MA is the epitome of a quintessential New England town, with its historic architecture, rolling hills, and friendly community. Visitors can take a stroll through the heart of town and explore local shops, museums, and restaurants.

Fun fact: Rowley is home to the famous giant milk bottle, which has been standing tall since the 1920s, and is a popular spot for photos.

1. Jewell Towne Vineyards, South Hampton, NH

Less than 10 minutes off the main route, you can experience a little bit of Tuscany in New Hampshire. Jewell Towne Vineyards is a boutique winery nestled in the rolling hills of South Hampton. The tasting room is situated in a restored 18th-century barn, providing rustic charm with modern amenities. Visitors can sample a range of wines, from dry whites to sweet dessert wines, and enjoy snacks on the outdoor patio.

Must-try: The winery’s signature red wine, Jacob’s Heritage Red, is a blend of Cabernet Franc, Cabernet Sauvignon, and Merlot and pairs perfectly with a charcuterie board.

2. Blue Ocean Discovery Center, Salisbury, MA

Located on the beach in Salisbury, the Blue Ocean Discovery Center is an educational marine life facility that is perfect for families or anyone interested in ocean conservation. The center offers hands-on exhibits that teach visitors about marine life in the Gulf of Maine, focusing on sustainable practices that keep our oceans healthy and thriving.

Must try: After a day of exploring, grab a classic New England lobster roll at the nearby Seaglass Restaurant, located inside the Blue Ocean Event Center.

3. Wine, Dine & Play, Ipswich, MA

Wine, Dine & Play is a one-stop-shop for entertainment in Ipswich. The venue offers bocce ball, an outdoor bar and lounge, and live music. Visitors can play games, enjoy local cuisine, and sip on signature cocktails while lounging on the spacious outdoor patio.

Must-try: The Ipswich Clams are a local specialty - enjoy them fried or steamed with lemon and butter.

4. Halibut Point State Park, Rockport, MA

Halibut Point State Park is a hidden gem located on a stunning coastline in Rockport, MA. The park is perfect for hiking, picnicking, or simply enjoying the serene views of the Atlantic. Visitors can explore the abandoned granite quarry and learn about the park’s history, or take a walk on the lengthy rocky beach.

Must-try: Seafood lovers should check out Roy Moore Lobster Co. in Rockport, where they can indulge in fresh-caught lobster, clam chowder, and fried seafood.

5. Addison Choate Inn, Rockport, MA

End your journey with a relaxing stay at the historic Addison Choate Inn. Built in 1851, the Inn has been beautifully restored and offers four charming rooms to choose from, each with its unique character. Guests can enjoy a complimentary breakfast, relax in the central courtyard, or take a walk to the beach just steps away.

Must-try: The Inn’s signature breakfast dish is the lobster omelet, made with fresh-caught lobster from the nearby docks.

Take the trip!

A drive from Brentwood, NH, to Gloucester, MA offers a unique blend of New England charm, coastal scenery, and hidden gems. From quaint wineries and educational marine centers to local seafood joints and historic inns, there is something for everyone along this route. So pack your bags, hit the open road, and embark on an adventure that’s sure to leave you with lasting memories.