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Massachusetts

Carmen Willings
​itinerantjoy.com
​April 25, 2025
​Massachusetts is known for its rich American history, world-class education, and vibrant culture. It’s home to significant Revolutionary War landmarks, prestigious universities like Harvard and MIT, and a strong maritime tradition. Visitors are drawn to its historic towns, scenic coastal areas like Cape Cod, and bustling cities like Boston. Massachusetts blends deep historical roots with innovation, arts, and natural beauty.
Painting of a colonial ship in a city harbor

National Historic Parks


Adams National Historical Park

135 Adams St, Quincy, MA 02169
Website: Adams National Historical Park 
Preserves the legacy of Presidents John Adams and John Quincy Adams. It includes their birthplaces, the family estate known as Peace field, and the nation’s first presidential library, the Stone Library, containing more than 14,000 volumes in 12 languages. Guided tours (available mid-April through early November) offer rich insights into the Adams family's enduring impact on American democracy.​
a two story colonial wooden brown house with a wooden fence and stone wall surrounded by trees
Adams NHP

Blackstone River Valley NHP

​65 Roosevelt Ave, Pawtucket, RI 02860
Website: Blackstone River Valley National Historical Park 
Often regarded as the birthplace of the American Industrial Revolution, this park showcases the transformative power of the Blackstone River in shaping 19th-century industry and society. Historic mill villages such as Slatersville and Whitinsville illustrate the development of early textile manufacturing through preserved mills, factory housing, and community structures.
A red four story mill with stone foundation next to a factory style chimney positioned beside a waterfall with houses and trees in the background
The Forge at Whitinsville

Boston National Historical Park

Boston, MA
Website: Boston National Historical Park ​
Known as the “Cradle of Liberty,” this park includes iconic Revolutionary War sites such as the Old South Meeting House, Paul Revere House, and the Bunker Hill Monument. The park captures Boston’s crucial role in sparking the American Revolution and upholding the nation's founding ideals.​
A four story brick building with a dome on top surrounded by trees and umbrella topped tables
Faneuil Hall in Boston NHP
  • ​Acorn Street, Beacon Hill A charming cobblestone lane with historic brownstones, one of the most photographed streets in the U.S.
  • Boston Common & Public Garden The oldest public park in America, offering green space, historic monuments, and relaxing swan boat rides.
  • Boston's Freedom Trail A 2.5-mile walking path linking 16 historic sites including Faneuil Hall, the Massachusetts State House, and the Old North Church.
  • Old North Church Famous for the “One if by land, two if by sea” lantern signal, this site played a pivotal role in Paul Revere’s midnight ride.
  • Paul Revere House The 1680 home of Paul Revere, where visitors can explore his life and contributions to the Revolution.
  • USS Constitution Museum Located in the Charlestown Navy Yard, this museum brings the story of “Old Ironsides” and naval history to life.

Lowell National Historical Park

246 Market St, Lowell, MA 01852
Website: Lowell National Historical Park ​
This park brings the Industrial Revolution to life through preserved mills, canals, and worker housing. It tells the story of innovation, labor, and immigration, focusing on the women and immigrants who powered early American industry. Boott Cotton Mills Museum features a working weave room with 88 power looms, offering an immersive experience into 19th-century textile production.
A long brick building with a two story front with a steep roof leading to a five story back with a flat foof along a pier surrounded by water with a tree in the distance and blue sky
Boott Cotton Mills Museum at Lowell NHP

Minute Man NHP

Lincoln, MA 01773
Website: Minute Man National Historical Park ​
Commemorating the first battles of the American Revolution, this park explores the events of April 1775, the people who fought for independence, and the enduring themes of liberty and resistance. Historic sites and trails connect the story across three towns.
A wooden three story colonial building surrounded by trees against a partly cloudy sky
Hartwell Tavern at the Minute Man NHP

​​New Bedford Whaling NHP

33 William St, New Bedford, MA 02740
Website: ​​New Bedford Whaling National Historical Park ​
Spans 34 acres across 13 city blocks in downtown New Bedford, Massachusetts. This urban park preserves the city's rich maritime heritage, focusing on its pivotal role in the 19th-century whaling industry. Visitors can explore cobblestone streets lined with historic buildings, museums, and cultural sites that collectively narrate the stories of whalers, shipbuilders, and the diverse communities that shaped New Bedford's legacy.
A skeleton of a whale mounted on a podium inside a building
New Bedford Whaling Museum

National Historic Sites


Boston African American NHS

10 1/2 Joy St, Boston, MA 02114
Website: Boston African American National Historic Site ​
Honors the African American community’s pivotal role in abolition and civil rights. It includes landmarks tied to the Underground Railroad, such as the home of famed abolitionist and activist, Lewis Hayden.
A bronze relief sculpture depicting Colonel Robert Gould Shaw on horseback leading the 54th Massachusetts Volunteer Infantry Regiment, composed of African American soldiers, marching in formation. The detailed figures convey determination and unity, set against a backdrop of trees on Boston Common.
Boston African American National Historic Site

Frederick Law Olmsted NHS

99 Warren St, Brookline, MA 02445
Website: Frederick Law Olmsted National Historic Site ​
This site preserves the office of Frederick Law Olmsted, the father of American landscape architecture. It provides visitors with a unique opportunity to explore his legacy through his sketches, designs, and the evolution of parks that have shaped American public spaces.
A historic two-story red wooden house with green trim, featuring a protruding front entrance, paired red brick chimneys, and surrounded by manicured gardens and mature trees
Frederick Law Olmsted NHP

John Fitzgerald Kennedy NHS

83 Beals St, Brookline, MA 02446
Website: John Fitzgerald Kennedy National Historic Site ​
The birthplace of President John F. Kennedy, this site offers a glimpse into his early life and the values that shaped his presidency. It commemorates his legacy in public service, providing insight into his family’s influence and his early years in the community.
 A three-story, wood-framed Colonial Revival house painted slate gray with dark green shutters, featuring a symmetrical facade with a central entrance, a covered front porch supported by white columns, and a second-floor balcony. The house is surrounded by manicured shrubs and mature trees, with an American flag displayed near the entrance.
John Fitzgerald Kennedy Birthplace

Longfellow House, Washington's Headquarters NHS

105 Brattle St, Cambridge, MA 02138
Website: Longfellow House – Washington's Headquarters National Historic Site ​​
This historic house served as George Washington's headquarters during the American Revolution and later as the home of poet Henry Wadsworth Longfellow. The site blends revolutionary and literary history, offering a deep dive into both American independence and American culture.
A grand Georgian-style mansion with a symmetrical facade, painted pale yellow with white trim, featuring a central pedimented entrance flanked by tall windows and green shutters. The three-story, wood-framed house is set amid manicured lawns and mature trees, with a brick pathway leading to the front door.
Longfellow House - Washington's Headquarters NHS

​​Salem Maritime NHS

160 Derby St, Salem, MA 01970
Website: ​​Salem Maritime National Historic Site NPS ​
Preserving over 600 years of maritime history, this site includes twelve historic structures and a waterfront area that highlight Salem’s global maritime connections. Visitors can explore the region’s rich history as a hub of trade, exploration, and shipbuilding.
 A panoramic view of the Salem Maritime National Historic Site along Salem Harbor, featuring the historic Custom House with its distinctive cupola, the replica tall ship Friendship of Salem docked at Derby Wharf, and a series of preserved 18th- and 19th-century buildings lining the waterfront, all set against a backdrop of clear blue skies and calm waters.
Salem Maritime NHS

Saugus Iron Works NHS

244 Central St, Saugus, MA 01906
Saugus Iron Works National Historic Site NPS  ​
The birthplace of America’s iron industry, Saugus Iron Works features reconstructed 17th-century forges and mills. It provides a fascinating look into early American industrial history and the development of the nation’s first ironworks.
A reconstructed 17th-century ironworks complex, featuring a large wooden waterwheel powering a forge, a tall brick blast furnace with a stone base, and timber-framed buildings including a blacksmith shop and rolling mill, all surrounded by lush greenery and walking paths.Saugus Iron Works NHS
Saugus Iron Works NHS

​​Springfield Armory NHS

1 Armory St #2, Springfield, MA 01105
Website: ​​Springfield Armory National Historic Site NPS  ​
This site celebrates the U.S. Armory’s innovations in firearm manufacturing. With exhibits detailing the development of military technology and firearms, it showcases the significant role the Armory played in shaping American warfare and industry.
A stately three-story red brick building in Greek Revival style, featuring a prominent central clock tower topped with a white cupola and American flag, large arched windows, and a symmetrical facade, situated on a manicured lawn within a historic campus setting.
Springfield Armory NHS

​National Seashore


Cape Cod National Seashore

Wellfleet, MA
Website: Cape Cod National Seashore NPS ​
This protected area offers miles of pristine beaches, salt marshes, and scenic ponds. It’s a popular destination for outdoor activities like swimming, hiking, and birdwatching. Visitors can enjoy the natural beauty of Cape Cod while exploring its diverse landscapes and wildlife.
A panoramic view of Cape Cod National Seashore showcasing a pristine sandy beach stretching along the Atlantic Ocean, bordered by rolling sand dunes covered with beach grass. A historic lighthouse stands atop a bluff in the distance, overlooking the shoreline.
Cape Cod National Seashore

​National Scenic Trails


Appalachian NST in Massachusetts

Website: Appalachian National Scenic Trail NPS ​
The Appalachian Trail runs for about 90 miles through western Massachusetts, offering peaceful woodlands, mountain views, and historic towns. Highlights include Mount Greylock, the state’s highest peak with sweeping vistas and Bascom Lodge; Upper Goose Pond Cabin, a favorite stop with swimming and canoeing; October Mountain State Forest, the state’s largest; and Tyringham Cobble, a scenic rock overlook.
A towering 93-foot granite monument resembling a lighthouse, crowned with a glowing glass beacon, stands atop the summit of Mount Greylock--the highest point in Massachusetts at 3,491 feet. The tower's Art Deco design features a cylindrical shaft adorned with eight narrow windows near the top, offering panoramic views of the surrounding landscape.
Appalachian Trail Massachusetts, Mt. Greylock

New England National Scenic Trail

Website: New England National Scenic Trail NPS 
​In Massachusetts, the NET winds through peaceful forests, farmland, and small towns, providing a quieter hiking experience. Highlights include the dramatic basalt cliffs of Mount Tom, the scenic ridgeline of the Mount Holyoke Range, and panoramic views from Mount Norwottuck and Mount Grace. Royalston Falls adds a picturesque waterfall along a remote stretch of the trail.
 A panoramic view of Mount Tom's west-facing basalt cliffs, featuring towering reddish-brown rock formations with vertical columnar patterns, rising sharply above the Connecticut River Valley. The rugged cliffs are interspersed with talus slopes and patches of green vegetation, under a clear blue sky
Appalachian Trail Massachusetts Bare Mountain and Mount Hitchcock

Washington-Rochambeau Revolutionary Route National Historic Trail

Website: Washington-Rochambeau Revolutionary Route National Historic Trail NPS 
This trail traces the 1781 march of American and French troops during the Revolutionary War. In Massachusetts, visitors can explore towns where key planning and alliance-building occurred between Generals Washington and Rochambeau, laying the groundwork for victory at Yorktown.
A historic brick building with white-trimmed windows and a steep gabled roof stands beside a wooden trail signpost. The sign reads “Washington-Rochambeau Revolutionary Route National Historic Trail” with the National Park Service arrowhead logo. The building appears to be part of a small town streetscape, with trees and clear sky in the background, reflecting the colonial-era architecture typical along the historic route.
Washington-Rochambeau Revolutionary Route National Historic Trail

​Historic & Cultural Landmarks


Harvard University

2 Kirkland St, Cambridge, MA 02138
Website: Harvard University & Harvard Yard ​​
America’s oldest university, known for its rich academic history and beautiful architecture, provides an ideal setting for exploring centuries of intellectual tradition. Harvard Yard offers a sensory-rich environment with historic buildings and expansive grounds.
A wide, open grassy quadrangle framed by historic red-brick and stone buildings with white-trimmed windows and gabled roofs. Mature trees with lush green foliage line the walkways, paved paths crossing the yard. In the distance is a tall spire, all under a bright blue sky with scattered clouds. The scene conveys a classic collegiate atmosphere at the heart of Harvard University.
Harvard University

Lizzie Borden House

230 Second St, Fall River, MA 02721
Website: Lizzie Borden House ​​
Site of one of America’s most infamous unsolved crimes. This former home is now a museum and B&B, sharing the eerie story of the 1892 double murder and Lizzie Borden’s trial and acquittal.
A large, two-and-a-half-story Victorian-style house painted dark green with dark trim, featuring a steeply pitched roof, ornate gables, and decorative woodwork. The house has a chimney and numerous windows with shutters. Surrounded by mature trees, the house exudes an eerie historic charm
Lizzie Borden House

Mayflower II

Water St, Plymouth, MA 02360
Website: Mayflower II ​​
A full-scale replica of the ship that brought the Pilgrims to America. Visitors can explore life aboard the Mayflower and learn about the 66-day voyage across the Atlantic.
A full-scale replica of the 17th-century sailing ship Mayflower, docked at a wooden pier. The ship features tall wooden masts with furled sails, rigging lines stretching across the deck, and a wooden hull painted white and dark brown.
Mayflower II

​Norman Rockwell Museum

9 Glendale Rd, Stockbridge, MA 01262
Website: Norman Rockwell Museum ​​​
Home to the largest collection of original works by illustrator Norman Rockwell. The museum showcases over 800 paintings and illustrations capturing 20th-century American life.​
A stately white building with a cupola and columns, set amidst a lush green lawn and surrounded by trees. The museum's entrance is marked by a sign reading
Norman Rockwell Museum

Old Sturbridge Village

1 Old Sturbridge Village Rd, Sturbridge, MA 01566
Website: Old Sturbridge Village ​
Old Sturbridge Village is a living history museum that recreates life in a rural New England town during the early 1800s. Spanning more than 200 acres, the village features over 40 historic buildings, including homes, farms, a schoolhouse, and a working blacksmith shop. Costumed interpreters demonstrate crafts, cooking, and farming techniques of the period, offering an immersive experience in 19th-century daily life. 
A picturesque 19th-century New England whitewashed wooden building featuring a gabled roof and a brick chimney surrounded by green shrubs and trees. A dirt road is in the foreground with a yellow horse-drawn carriage with a period-dressed driver. Evoking the charm and simplicity of rural life in the 1830s.
Old Sturbridge Village

​​Peabody Essex Museum

161 Essex St, Salem, MA 01970
Website: Peabody Essex Museum ​​
One of America’s oldest museums, PEM houses global art and artifacts. It’s a celebration of creativity and cultural history from around the world.​
A contemporary museum building seamlessly integrated with historic structures, featuring a striking curved glass atrium that serves as the main entrance. The façade combines sleek granite panels with traditional brick, creating a harmonious blend of old and new.
Peabody Essex Museum

​​Plimoth Patuxet Museums

137 Warren Ave, Plymouth, MA 02360
Website: ​​Plimoth Patuxet Museums ​
A renowned living history museum that immerses visitors in the intertwined stories of the 17th-century English colonists and the Indigenous Wampanoag people. Established in 1947, the museum offers dynamic, hands-on experiences across several key sites: the 17th-Century English Village, where costumed interpreters portray daily life in Plymouth Colony; the Historic Patuxet Homesite, where contemporary Wampanoag staff share Indigenous traditions and lifeways; the Mayflower II, a full-scale replica of the ship that brought the Pilgrims to America; and the Plimoth Grist Mill, a working reproduction of a 1636 mill.
A living history museum situated along the scenic coastline of Plymouth, Massachusetts, featuring a re-creation of a 17th-century English village homesite. The village showcases timber-framed houses with thatched roofs, surrounded by herb gardens.
Plimoth Plantation

The House of the Seven Gables

115 Derby St, Salem, MA 01970
​​Website: The House of the Seven Gables 
Built in 1668, this historic mansion inspired Nathaniel Hawthorne’s famous novel. Visitors explore colonial architecture and literary history.​
 A historic colonial mansion with a distinctive asymmetrical façade, featuring seven steeply pitched gables and multiple brick chimneys. The dark weathered wood exterior is complemented by a neatly manicured garden with blooming flowers
The House of the Seven Gables

​National Recreation Area


​​Boston Harbor Islands National Recreation Area

191w Atlantic Ave, Boston, MA 02109
Website: ​​Boston Harbor Islands National Recreation Area NPS ​
A group of 34 islands offering hiking, swimming, Civil War-era forts, and historic lighthouses. It’s a mix of nature and history just a ferry ride from the city.
A panoramic view from Spectacle Island, showcasing the Boston city skyline across the grey-green waters of the harbor. The foreground features a green landscape of the island, with a pine tree between the water's edge and a bench. In the distance, the city skyline is visible, with its iconic skyscrapers and buildings, framed by a blue sky above.
Boston Harbor Islands NRA

Unique Places


Fenway Park

4 Jersey St, Boston, MA 02215
Website: ​Fenway Park ​
The oldest Major League Baseball stadium, home to the Boston Red Sox since 1912. Tours include views of the iconic Green Monster and stadium history.​
View from the street looking toward Fenway Park’s entrance, framed by the iconic red brick façade with green steel accents. Old-fashioned, arched windows and large, bold signage reading “Fenway Park” highlight the historic character of the building. Street lamps, banners, with cars and pedestrians passing along the tree-lined city street.
Fenway Park Baseball Stadium

The Bridge of Flowers

22 Water St, Shelburne Falls, MA 01370
Website: The Bridge of Flowers ​
A converted trolley bridge now blooming with flowers across the Deerfield River. It’s a colorful, community-maintained garden with a unique history.​
A picturesque 400-foot concrete arch bridge spanning the Deerfield River, adorned with vibrant seasonal flowers and greenery. The bridge features five graceful arches and is flanked by lush plantings of perennials, annuals, and shrubs. Reflecting in the calm river below.
The Bridge of Flowers

More Scenic Locations


Deerfield River

Berkshires
Website: Deerfield River ​​
Flowing through the scenic Berkshires, this river offers kayaking, photography, and peaceful drives. Its beauty changes with the seasons, especially during fall foliage.​
A serene view of the Deerfield River flowing gently over and around smooth rocks and boulders. The riverbank is lined with trees showcasing vibrant autumn foliage in shades of red, orange, and yellow.
Deerfield River

Halibut Point State Park

Gott Ave, Rockport, MA 01966
Website: Halibut Point State Park ​​
Once a granite quarry, this park now features rugged cliffs, tidal pools, and ocean views. Ideal for photography and quiet coastal walks.​
A rugged, rocky coastline featuring smooth, weathered granite boulders that slope gently into the Atlantic Ocean. The shoreline is dotted with tide pools.
Halibut Point State Park

Martha’s Vineyard & Nantucket

Website: Martha’s Vineyard & Nantucket ​
Accessible by ferry, these islands offer sandy beaches, charming villages, and lighthouses. They’re ideal for relaxed coastal exploration with classic New England character.​
artha’s Vineyard rocky coastline with steep, multicolored cliffs covered in patches of green vegetation descending to a narrow strip of sandy beach beside the ocean.
Martha’s Vineyard

Mount Grelock

Adams, MA 01220
Website: Mount Grelock ​
Massachusetts’ highest peak provides sweeping views across multiple states. Popular for hiking and fall foliage, it also features Bascom Lodge at the summit.​
A panoramic view from the summit of Mount Greylock. The landscape is ablaze with vibrant autumn foliage--fiery reds, oranges, and yellows--blanketing the rolling hills and valleys of the Berkshires. The scene captures the serene beauty and expansive reach of the fall season in New England.
Mount Grelock

Rockport

Cape Ann, MA
Website: Rockport Tourism ​​
A seaside village known for art galleries, harbor views, and the red fishing shack Motif No. 1. It’s perfect for strolling, seafood, and coastal charm.​
A tranquil view of Rockport Harbor in Massachusetts, showcasing a picturesque scene of moored fishing boats and pleasure craft nestled within a sheltered inlet. The harbor's calm waters reflect the surrounding granite breakwaters and the iconic red fishing shack known as Motif No. 1. The scene is framed by the rugged coastline and dotted with colorful red flowers.
Rockport, Maine

Salisbury Beach State Reservation

1 Beach Rd, Salisbury, MA 01952
Website: Salisbury Beach State Reservation ​
A northern Massachusetts beach with wide sands, marshes, and birdlife. It’s ideal for peaceful seaside walks and sunrise views over the Atlantic.
Wide sandy beach with gentle waves along the Atlantic Ocean, bordered by dunes and beach grass under a clear sky a wooden fence winds its way to the beach
Salisbury Beach State Reservation


​Iconic Massachusetts Foods

  • Boston Baked Beans. Slow-cooked navy beans in molasses and salt pork (often easy to find or make a vegetarian version). A classic colonial dish tied to Boston's nickname: "Beantown."
  • Brown Bread in a Can. Steamed, dense bread made from cornmeal, rye, wheat, and molasses. Often sliced and served with baked beans or butter. A uniquely New England treat — shelf-stable and fun to open. Boston Cream Pie. Not a pie! It’s a yellow sponge cake layered with custard and topped with chocolate glaze. Official state dessert of Massachusetts.
  • Cider, Apple Butter, or Local Jams – You’ve already mentioned apple-based products, but some specific farm-to-table orchards may also offer unique varieties of fruit-based treats or jams.
  • Clam Chowder (but there are vegetarian versions!). Traditionally creamy and filled with clams, but vegetarian chowders made with corn, mushrooms, or potatoes are popular too.
  • Cranberries. Massachusetts is one of the largest cranberry producers in the U.S. Try cranberry juice, dried cranberries, cranberry chutney, or cranberry sweets. Visit a bog in harvest season for a sensory-rich experience!
  • Fluffernutter Sandwich. Made with Marshmallow Fluff (invented in Somerville, MA) and peanut butter on soft white bread. Sweet, gooey, and a Massachusetts school lunch staple.
  • Handmade Pottery. From the Berkshires or Cape Cod — New England has a big artisan ceramics scene.
  • Indian Pudding. Colonial-era dessert made with cornmeal, molasses, milk, and spices. Baked slowly for a warm, rich, pudding-like treat — vegetarian by nature.
  • Johnny cakes. Colonial-era cornmeal flatbreads still found at some old New England inns.
  • Lobster Roll (Cape Cod or Gloucester) – If you're okay with seafood, this classic New England dish would be an iconic sensory souvenir.
  • Local Apples & Apple Cider Donuts. Massachusetts has many orchards. Try McIntosh, Cortland, or Macoun apples and warm cider donuts in the fall.
  • New England Lobster Roll (Cape Cod) – A famous dish that could be a notable addition if seafood is part of your food experiences.
  • Toll House Cookies. The original chocolate chip cookie was invented in Whitman, MA by Ruth Wakefield in the 1930s. A true American classic.
  • Woolen goods. From the Berkshires or Cape Cod — New England has a big artisan ceramics scene.

Sensory Souvenirs

  • Bayberry or Cranberry-Scented Candles or Soaps. Hand-poured candles from Cape Cod or handmade soaps from local markets
  • Boston Baked Beans or Molasses Cookies.  A taste of the state’s colonial roots and Boston’s nickname “Beantown”
  • Buoy or Lobster Trap (from Cape Cod or Gloucester). Often made of painted wood or rope, with a weathered feel. Reflects the maritime heritage of Massachusetts
  • Cider, Apple Butter, or Local Jams. Massachusetts has historic apple orchards. Try apple cider jelly or grape jam from Concord grapes
  • Colonial-Era Textiles or Crafts. Handwoven wool or linen squares from reenactment sites like Plimoth Patuxet Museums or Old Sturbridge Village. Look for rough, natural fiber feel
  • Dried Bayberry or Cranberry Sprigs. Look for bayberry that grows along the coast and has a distinct earthy scent. Cranberry bogs are iconic in Massachusetts—look for dried berries or cranberry-scented items. Sensory: Textured twigs or berries, sweet-tart scent
  • Maple Syrup (Western MA) – Massachusetts produces high-quality maple syrup, especially in the western part of the state. Look for syrup in glass bottles shaped like maple leaves.
  • Music Box or Sound Recording. Sound souvenir with Boston Pops music, harbor sounds, MBTA subway sounds, or Fenway Park crowd noise
  • Pinecones or Balsam Sachets (from Western MA forests. Fragrant and tactile, these evoke New England woodlands. Found in areas like the Berkshires or Mount Greylock
  • Replica Historical Artifacts (from Boston Freedom Trail sites). Small mini cannons, musket balls, or coin replicas. Tactile Braille or raised-line maps of the Freedom Trail or Boston Harbor. Cold metal, varied shapes—excellent for hands-on history
  • Seashells or Beach Stones. From Cape Cod or the North Shore. Look for smooth scallop or clam shells, polished beach stones or small bits of sea glass, sensory appeal: Cool, smooth, and varied textures.
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