Aerial view of Jamestown, Rhode Island.

6 Whimsical Towns To Visit In Rhode Island

Rhode Island is a gorgeous little New England state that tourists flock to each year, especially in autumn when the leaves are at their peak. In fact, in 2022, some 27.7 million tourists visited this little state, which covers only 1,545 square miles. Rhode Island’s charm was immediately noticeable, with early explorers naming the land after the stunning Isle of Rhodes despite it not being an island.

Its whimsical nature is best exhibited in the small towns cascading through its borders. These towns hold the history and cultures of the Native tribes who once lived there and bear the marks of the early settlers who came to the land in search of better lives and religious freedom. Tourists to these communities can check out the well-preserved homes of the early settlers and view the artifacts left behind by Native tribes, all while being immersed in the natural beauty of its landscape.

Bristol

 Historic Blithewold Mansion, Gardens and Arboretum in Bristol, Rhode Island.
Historic Blithewold Mansion, Gardens and Arboretum in Bristol, Rhode Island. Editorial credit: Faina Gurevich / Shutterstock.com.

Bristol is a stunning city located along the Atlantic Ocean's coast. Its roots are in fishing, boating, and other manufacturing industries. Before European settlers arrived, the region was inhabited by two different Native American tribes: the Narragansett and the Wampanoags. Chief Massasoit was the leader of the Wampanoags when English pilgrims came to the area, and sadly, many of the natives died because of the diseases brought to the area after their arrival.

Guests to town can learn more about the history of the community by exploring the many monuments and sites dedicated to the city’s past. The monument at Mt. Hope commemorates the fight and eventual death of Metacomet, known as King Philip to the English, which ended King Philip’s War. The Soldiers' and Sailors' Monument at the Bristol Memorial Building commemorates the soldiers and sailors who gave their lives or served the community during the American Civil War. Those who wish to see the community and indulge in its charming weather should consider cycling the 14-and-a-half-mile-long trail situated along the Bristol railroad and the historic Providence route.

Those seeking to understand the town’s stunning nautical past should check out the Herreshoff Marine Museum. The museum charges $18.00 for adults to attend a tour, but it’s worth the price since visitors will be able to not only learn about the town’s connection to the sea but witness the history in the many exhibits, including the Hall of Boats and the model room. The Lobster Pot is the best place to get a delicious meal while immersed in a waterfront environment, enjoying all the gorgeous natural beauty of the town. Last, visitors should plan a trip to the Bristol Ferry Lighthouse, one of the town's most aesthetically pleasing structures with its charming white exterior and classic-looking design.

Narragansett

Picturesque view of the Point Judith Lighthouse in Narragansett, Rhode Island
Picturesque view of the Point Judith Lighthouse in Narragansett, Rhode Island.

Narragansett gets its name from the dominant Native American Tribe by the same name who called the area home for centuries before European arrival. It is approximately an hour southwest of Bristol, located along the water of Point Judith Harbor of Refugee, with Narragansett Bay located just to the north. Roger Williams, a prominent leader of the Massachusetts Bay Colony, was forced to leave the colony and sought refuge in the area he later called “Providence.” The lands were purchased from the tribal members in 1658-59, which later led to the creation of the community.

The city not only has a vibrant history but an equally vibrant natural landscape. There are several wonderful nature trails including the Black Point Trail, which stretches for 2.11 miles and is fairly mild and suitable for all ages. There is also the Canonchet Farm Trail, Whale Rock Trail, and the Point Judith Spit. Point Judith is an amazing place to explore, with its breathtaking lighthouse, pristine green fields, and lovely view of the ocean. The lighthouse goes all the way back to 1816, when it was originally built, and it has served to save many sailors’ lives as they navigated the treacherous waters around the land.

The area known as Galilee is the ideal spot to book a ferry to Block Island, which is about an hour out from the mainland. It is also home to the Gail Frances, which is the only whale-watching excursion in Rhode Island. Visitors can enjoy viewing Humpback Whales, False Killer Whales, and Sperm Whales. Not to mention, there is plenty of other beautiful ocean life to view from the decks, including Portuguese Man of War, sharks, and turtles. Those looking to stay a few nights in this whimsical community, which is certainly recommended, should stay at the Atlantic House, a beautiful site with a view of the natural charm of Narragansett.

Jamestown

Aerial view of Beavertail Lighthouse in Jamestown, Rhode Island
Aerial view of Beavertail Lighthouse in Jamestown, Rhode Island.

Jamestown is a small community on Conanicut Island in Narragansett Bay, the second largest island in the bay after Prudence Island. The area where the town is today was once home to Native Americans, who first made contact with European explorers in 1514 when Giovanni da Verrazano made contact with them while passing through the area. However, a permanent European settlement did not arrive in the area until approximately 100 years later when Dutch traders came to the region and set up a point for their trade.

The Windmill Hill Historic District is a beautiful spot to visit and enjoy while exploring the island and the small town. It is located just a few minutes outside the main borders of the community and is a stunning example of the town's early days. The windmill dates back to its initial construction in 1787 and was in operation until 1896 and is now a local landmark. Not far away from the gorgeous site is another lovely historical location known simply as the Meetinghouse. This small wooden structure goes all the way back to the early 1700s, with the original construction date estimated as either 1709 or 1710.

The Conanicut Island Sanctuary is another pretty space worth exploring, especially for those who like to bird-watch. The area is perfect for bird watching, hiking, and exploring the lovely natural landscapes of the island. Some of the best spots are the three overlook spots that grant viewers an amazing glimpse of the salt groves of Marsh Meadows. Other sites worth checking out are Beavertail State Park and the Beavertail Lighthouse Museum to the south. If guests hope to spread the magic of the island out over a few days, the Club Wyndham Bay Voyage Inn is conveniently located near the town’s center and the beach.

New Shoreham

New Shoreham, Rhode Island
A lighthouse in New Shoreham, Rhode Island.

New Shoreham is a charming community on Block Island with some of the oldest, well-preserved historical sites for tourists to view and even buy a drink. The island has a vibrant history, with the first European traveler to note its existence being Giovanni da Verrazano in 1524. In 1614, the island was rediscovered by Adrian Block, a Dutch navigator. The island was named Block Island after this navigator, and permanent residents came to the island from the Massachusetts Bay Colony to the north in 1661 and 1664.

Over the following decades, the island saw a lot of action from privateers who visited the island about four times. One of the most notable is the infamous Captain Kidd, who visited briefly before he was captured in nearby Boston. One of the oldest sites in town is the 1661 Inn, which is still in operation and serving visitors as it did hundreds of years ago. The 1661 Inn is home to adorable rooms that give their guests a relaxing time, are immersed in the natural surroundings, and include stunning gardens and an exotic animal farm.

Staying a few days at one of New Shoreham’s many hotels is certainly a good idea because there is so much to see and enjoy on this small island. The North Light and Southeast Light are stunning lighthouses located on the northern and southern points of the island. They are worth visiting since they provide an amazing scenic view with the ocean as a backdrop. Not far from the Southeast Light is the Mohegan Bluffs, which is one of the island’s most beautiful beaches. The Mohegan Bluffs reach up to nearly 200 feet and cascade to the shoreline, which is a great place for beachcombing and appreciating the island’s scenery.

Westerly

Luxury waterfront houses in Watch Hill Westerly
Luxury waterfront houses in Watch Hill, Westerly, Rhode Island.

Traveling back to the mainland of Rhode Island is the whimsical town of Westerly, located along the coast of the Atlantic Ocean, sharing a border with Connecticut. It is approximately two hours north of New Shoreham and has a history that dates back to before the arrival of Europeans, with the English creating an outpost in the area in 1637. The Narragansett Native Americans lived in the region and continued living there for years after the establishment of European outposts.

Settlers later split, with some traveling to the western parts of the settlement, which later gave the town its name of “Westerly.” There are plenty of nature sites in town, making Westerly the ideal place to visit for those hoping to spend lots of time exploring the great outdoors. Grills Preserve in the northwestern part of the town is perfect for a nice walk in the forest. The preserve is 482 acres of protected land that has lots of hiking and cycling trails, which are especially stunning during the autumn months. To the south is another must-see nature preserve called the Woody Hill Management Area.

This site is a favorite of cyclists but is equally suitable for those who like enjoy trekking on foot. The Woody Hill Loop and the North Main Street and Wood Hill Road trails are both pretty suitable for hikers of all levels of expertise, although Woody Hill Loop is a bit shorter. The Watch Hill Conservancy, listed as Napatree Point in the southern point of town on Google Maps, is a charming place to sight-see local wildlife. Lastly, the Villa is the best place to stay for those hoping to spend the weekend in town. The Mediterranean-style villa dates back to the 1850s and is a restful place to recharge after a long day outside.

East Greenwich

Waterfront scenes in East Greenwich, Rhode Island.
Waterfront scenes in East Greenwich, Rhode Island.

East Greenwich is not the first place many history lovers think of when planning a trip to Rhode Island, but that is a mistake. This stunning small town, located approximately 40 minutes northeast of Westerly, is the eighth-oldest town in Rhode Island, with its official incorporation date going back to October 31st, 1677. It sits along Greenwich Bay, which connects to the larger body of Narragansett Bay and is an ideal blend of suburban charm with pristine natural landscapes. The community served as an important part of the American Revolutionary War, with Governor William Greene’s home serving as the capitol.

Several historic sites in town are still well-preserved and perfect for exploring the community’s unique history. The Kentish Guards Armory, built in 1843, still stands on Pierce Street and is a symbol of the town’s resilience and independence. The guard actually predates the building of the armory, going back to 1774, when they were organized to fight off the British invasion. The East Greenwich Historic District is a part of town dedicated to preserving the history of the community. It is home to The Brick House, the Old Kent County Jail, and much more, which visitors can enjoy while strolling through the neighborhood.

The Frenchtown Park, Laurel Wood, and Fry Family Preserve Trails perfectly showcase the town’s natural beauty. The region consists of three separate parcels that stretch together to make a total of 125 acres of hiking trails and natural splendor. Hikers will not only be able to view the local flora and fauna but may also catch glimpses of the old relics of town, like the ruins of the old Tillinghast cotton mill factory. There are lots of excellent spots to grab a bite to eat, like Union and Main or the Tavern in the Square. Both are ideal for not only mingling with locals but also grabbing a great meal and a nice drink with friends.

Rhode Island is a commonly overlooked state in New England because of its diminutive size. But those overlooking this state are missing out on a truly unique and exciting place to explore. Hidden within its borders are 22 major sites controlled by the Rhode Island State Park system, which include numerous beaches and parks that are lovely locations to visit. Some of the most notable are Beavertail State Park and Rocky Point State Park. Regardless of what a tourist is seeking, this charming and whimsical state is not going to disappoint guests of all ages.

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