Area Attractions

The beach in the summer at a beach hotel near Boston, MA

Take a drive through charming towns and discover the area’s unique treasures, from small estate wineries and roadside farmers’ markets to museums and family-friendly destinations.

Situated on the outskirts of Westerly, Rhode Island, Weekapaug Inn is located on the southern end of the Rhode Island coastline, just miles away from the Connecticut border. Take a drive through charming towns and discover the area’s unique treasures, from small estate wineries and roadside farmers’ markets to museums and family-friendly destinations. The Inn also organizes tours to many points of interest: Sachuest Point, Block Island, Wickford Harbor, Hazard Rocks, Point Judith and Mystic. Trips meet up at the Inn and travel in our custom shuttles.

Ocean House

Perched high on the bluffs of Watch Hill, Rhode Island, the Ocean House is an iconic New England seaside resort, and the first and only AAA Five Diamond and Forbes Five-Star hotel in the state.

The Ocean House was meticulously reconstructed to pay tribute to its storied past and offer exceptional personal experiences for guests, members and residents. Open year-round, the Ocean House’s celebrated hotel, uncompromising service, beachfront location and world-class amenities pay homage to New England’s golden age of hospitality with timeless elegance and renewed civility.

Westerly

A world unto itself, Westerly is a coastal gem on Rhode Island’s glittering shoreline. Made up of twelve unique villages, this distinctive town has something for everyone. A vibrant downtown teeming with eclectic restaurants, bars and shopping, offers culture in spades. From a thriving arts community to the Summer Pops Concert and Shakespeare in the Park, Downtown Westerly is full of Rhode Island points of interest.

Watch Hill

The 1856 Lighthouse shapes the skyline; inviting streets are lined with boutiques and galleries, antique shops and restaurants. The famed Flying Horse Carousel is the oldest continuously operating carousel in the country; the hand-carved horses have leather saddles and vibrant eyes, and riders reach for a brass ring in hopes of winning another ride. Ocean air and sunlight billow through scenic parks, and fleets of sailboats nod in the bay. Visit Village of Watch Hill for more information for things to do with kids in Rhode Island.

Mystic

Mystic was founded in 1654 and quickly rose to prominence as a shipbuilding center during the clipper ship era. The quaint riverside town has become known for its quintessential New England charm, vibrant downtown, as well as its two world-class museums: the Mystic Seaport, the world’s largest maritime museum; and the Mystic Aquarium, featuring fascinating creatures from both sea and land.

Block Island

Block Island, just twelve miles from coastal Rhode Island, offers visitors what does not seem possible anymore – simple relaxation in a startling beautiful place. The Island is famous for its miles of free public beaches, sparkling clear waters, dramatic bluffs, preserved open spaces, and fun-filled activities for visitors of all ages. Block Island has long been a haven for residents and visitors who have found here a quality of life that recalls the pleasures of a life that is simpler, slower, and somehow, more carefree.

Stonington Borough

Just ten minutes from the Mystic drawbridge lies Stonington Borough, called “the most beautiful seaside village in New England.” Because the Borough is a narrow, mile-long peninsula pointing into Fisher’s Island Sound and Little Narragansett Bay, nothing is more than a short walk from your car or boat. The Borough is home to wonderful restaurants, sophisticated bistros, popular coffee and sandwich shops, delis, and many unique stores, boutiques and galleries.

Dining & Vineyards

Clyde’s Cider Mill in Mystic

Tucked away on a winding country road in Old Mystic, is the only remaining steam-powered cider mill in the United States, B.F. Clyde’s Cider Mill. The Clyde family has been making cider here since 1881, and the sixth generation of the family continues to produce cider at this National Historic Landmark that is truly an engineering marvel.

Jonathan Edwards Winery

Located in the quaint town of North Stonington, Jonathan Edwards Winery is situated on a beautiful 48-acre hilltop. Jonathan Edwards handcrafts both premium Napa Valley, California and Estate Connecticut wines to highlight each coasts’ unique climate. Visitors are encouraged to sample the wines in the tasting room set in the restored 1880 dairy barn and, gift shop and beautiful vineyard grounds.

Saltwater Farm Vineyard

Saltwater Farm is an award-winning vineyard set on more than 100 panoramic acres – fifteen of which are planted with six varieties of grapes – bordered by tidal marshes, a cove and vistas of Long Island Sound, near the historic New England coastal village of Stonington.

Stonington Vineyards

Stonington Vineyards, a founding member of the Connecticut Wine Trail, is best known for its barrel fermented Chardonnay and its proprietary blends Seaport White and Triad Rose. The Vineyards also produce Vidal Blanc, Gewürztraminer, Riesling and Cabernet Franc.

The icon of star fish in beach resort at Boston, MA

Outdoors & Nature

Watch Hill Lighthouse & Museum

The Watch Hill Light has served the seafaring community of Watch Hill and its neighbors for over 200 years. Within the museum, visitors have the opportunity to view letters, bills and journals that offer insight as to how the lighthouse keepers lived and worked in the facility.

Mystic Seaport

Mystic Seaport: The Museum of America and the Sea is the nation’s leading maritime museum. Explore American maritime history first-hand as you climb aboard historic tall ships, stroll through a re-created 19th-century coastal village or watch a working preservation shipyard in action.

Mystic Aquarium

As New England’s hands-on aquarium, Mystic Aquarium offers unforgettable animal encounters, fun interactive experiences and dynamic learning opportunities for people of all ages. Sea lion shows, beluga whales and African penguins make it a special place, while deep-sea exploration exhibits make it one of a kind.

Westerly Land Trust Hiking Trails

Westerly Land Trust has acquired over 1,500 acres of land around Westerly and offers a number of marked hiking trails, as well as guided hikes and walks throughout the year.

Miles of Beaches

Beaches include Napatree Point, East Beach, Fenway Beach and our own private beach just down the road.

Flying Horse Carousel

The oldest continuously operating carousel in the United States, children 12 and under can feel like they’re flying through the air while trying to grab the ever-elusive brass ring.

Entertainment & Arts

Shakespeare in the Park

Presented by Westerly’s Colonial Theatre, this popular event draws over 20,000 audience members each summer to historic Wilcox Park in downtown Westerly to experience the thrill of live, outdoor theater.

Salt Marsh Opera

Salt Marsh Opera fuses beloved music with merry scandals and romantic antics, sorrows and tragedies to create exhilarating Coastal Connecticut performances.

The Granite Theatre in Westerly, RI

The Granite Theatre, a handsomely restored Greek Revival Church that sits at the foot of Granite Street in downtown Westerly, stages various forms of entertainment including Broadway plays, children’s plays, lecture programs, cabaret acts, and more.

The Chorus of Westerly performances

The Chorus of Westerly is a 190-voice chorus based at the George Kent Performance Hall. It is one of the few choruses in the United States that has children singing alongside adults for every performance of its season, regardless of work or difficulty.

Mystic Arts Center

Located on the west bank of the scenic Mystic River, the gallery operates as an education center for the arts. The museum houses four art galleries, state of the art studio space, classrooms, and an art reference library.

The Mashantucket Pequot Museum & Research Center

The Mashantucket Pequot Museum & Research Center is a non-profit educational institution that seeks to further knowledge and understanding of the richness and diversity of the indigenous cultures and societies of the United States and Canada.

Foxwoods and Mohegan Sun Casinos

Located less than 30 minutes away, experience world class gambling and entertainment at Foxwoods and Mohegan Sun casinos.

ACTIVITIES