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Every stop worth the detour.
The crowd-favorite places that make a drive worth remembering — waterfalls, beaches, hot springs, hikes, scenic landmarks, dining, breweries, ballparks and more. Browse by category or state, find what's near you, and plan the detour with Roamward.
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50 stopsCT
Sources: 50 Roamward guides · live place map
HikesBear Mountain (CT)CT · Hardthe highest peak in ConnecticutView guide →DiningAbbott's Lobster in the RoughCT · SeafoodFounded 1947, a picnic-table lobster pound on the water famed for its hot-buttered lobster roll. Order: Hot lobster roll.View guide →WaterfallsEnders FallsCT · Short walka series of five cascades in a quiet Litchfield-area preserveView guide →BeachesHammonasset BeachCT · FamilyConnecticut’s largest shoreline park, two miles of Long Island Sound sandView guide →HikesChauncey PeakCT · Moderatetraprock cliffs over a reservoirView guide →HikesDevils HopyardCT · Easyfalls and potholes in a quiet eastern-CT parkView guide →WaterfallsKent FallsCT · Short walka much-loved series of cascades with a stair-side trail in the Litchfield HillsView guide →DiningArethusa al tavoloCT · New AmericanA destination farm-to-table restaurant built around products from the acclaimed Arethusa Dairy Farm. Order: Arethusa dairy cheese plate.View guide →GolfFox HopyardCT · publicA scenic Roger Rulewich course in the quiet corner.View guide →GolfGreat RiverCT · publicAn upscale daily-fee course along the Housatonic.View guide →BeachesRocky Neck State ParkCT · Familya calm, crescent Long Island Sound beach with a salt marshView guide →BeachesSherwood Island State ParkCT · FamilyConnecticut’s first state park, with NYC skyline views on clear daysView guide →HikesKent FallsCT · Easystairs beside a 250-ft cascadeView guide →GolfKeney ParkCT · publicA restored Devereux Emmet/Ross municipal.View guide →HikesLions Head (Salisbury)CT · Moderatean Appalachian Trail crag in Connecticut’s northwest cornerView guide →GolfLyman Orchards (Jones)CT · publicA Robert Trent Jones course beside its Player sibling.View guide →GolfLyman Orchards (Player)CT · publicA Gary Player course at the popular orchard complex.View guide →WaterfallsWadsworth FallsCT · Short walka wide, powerful fall in its namesake state parkView guide →DiningBlack-Eyed Sally'sCT · BBQA New Orleans-style BBQ and blues joint dishing Southern comfort food and live music. Order: Baby back ribs and jambalaya.View guide →HikesRagged MountainCT · Moderatetraprock cliffs popular with climbersView guide →GolfRichter ParkCT · publicA celebrated municipal in western Connecticut.View guide →HikesSleeping Giant (Tower Trail)CT · Moderatea stone tower atop the reclining-giant ridgeView guide →HikesTalcott MountainCT · ModerateHeublein Tower and valley views near HartfordView guide →GolfSterling FarmsCT · publicA busy, well-run city course.View guide →HikesWadsworth FallsCT · Easya wide, powerful fall in a central-CT parkView guide →HikesWest Rock RidgeCT · Moderatea basalt ridge over New Haven with Judges CaveView guide →GolfTunxis PlantationCT · publicA 45-hole public complex in the Farmington Valley.View guide →GolfWintonbury Hills Golf CourseCT · publicLiddy co-designed this walkable municipal gem with Pete Dye, mixing open links holes with tree-lined character. Repeatedly voted among Connecticut's best publicView guide →GolfYale Golf CourseCT · semiprivateHanse's restoration revived Macdonald and Raynor's audacious university course, famous for its enormous, deep Biarritz green.View guide →DiningConsiglio'sCT · ItalianA Little Italy institution since 1938 serving red-sauce classics from family recipes. Order: Veal saltimbocca.View guide →DiningCoracoraCT · Latin AmericanA family-run, James Beard-recognized Peruvian restaurant beloved for authentic Lima cooking. Order: Lomo saltado.View guide →DiningEngine RoomCT · AmericanA converted riverfront engine factory known for burgers, craft beer and bourbon. Order: Randy's Double Stack burger.View guide →DiningFrank Pepe Pizzeria NapoletanaCT · PizzaThe 1925 birthplace of New Haven coal-fired apizza, still charring pies in its original brick oven. Order: White clam pizza.View guide →DiningLenny's Indian Head InnCT · SeafoodA shoreline seafood favorite since 1968 serving generous, unfussy New England classics. Order: Classic cold lobster roll.View guide →DiningLobster LandingCT · SeafoodA cash-only harbor shack routinely named the best lobster roll in Connecticut. Order: Warm buttered lobster roll on Italian bread.View guide →DiningLouis' LunchCT · BurgersOperating since 1895, credited as the birthplace of the hamburger and still grilling in vertical cast-iron broilers. Order: Original burger on white toast.View guide →DiningMax DowntownCT · AmericanHartford's flagship power-lunch steakhouse and New American kitchen since 1996. Order: Dry-aged steak and boiler-house pork chop.View guide →DiningModern ApizzaCT · PizzaOpen since 1934 on State Street, the beloved third of New Haven's apizza Big Three. Order: Italian Bomb pie.View guide →DiningOre HillCT · Fine DiningSophisticated prix fixe destination with a sustainability focus, each course highlighting the richness of the Litchfield region. Order: tasting menu.View guide →DiningOyster ClubCT · SeafoodThe restaurant that put Mystic on the culinary map, with a daily-changing menu of local day-boat seafood. Order: Raw bar oysters and day-boat scallops.View guide →DiningPeppercorn's GrillCT · ItalianUpscale housemade Italian on Main Street run by the Cialfi brothers since 1989. Order: Orange ravioli.View guide →DiningS&P Oyster CompanyCT · SeafoodA dependable Mystic River-side seafood house with drawbridge views and a full raw bar. Order: Lobster bake.View guide →DiningSally's ApizzaCT · PizzaFounded 1938 and run for decades by the Consiglio family, a coal-oven rival to Pepe's a block away. Order: Tomato pie with fresh mozzarella.View guide →DiningSea SwirlCT · SeafoodA classic seasonal clam shack on the Mystic River serving fried seafood at picnic tables. Order: Fried whole-belly clams.View guide →DiningSeptember in BangkokCT · ThaiA longtime Yale-neighborhood favorite for vibrant curries and authentic Thai cooking. Order: Panang curry.View guide →DiningSwyftCT · PizzaFarm-focused wood-fired pizzeria open since 2017, emphasizing fresh, locally sourced produce in a lively downtown Kent room. Order: wood-fired pizza.View guide →DiningThe Shipwright's DaughterCT · New AmericanAward-winning coastal New American cooking led by a James Beard Award-winning chef. Order: Tasting menu seafood course.View guide →DiningUnion League CafeCT · FrenchA Beaux-Arts grande dame serving classic French cuisine, freshly restored in a multi-million-dollar renovation. Order: Duck a l'orange.View guide →DiningWest Street GrillCT · New AmericanLitchfield Hills fine-dining standard-bearer for over 30 years, an early farm-to-table pioneer rooted in French and Italian traditions. Order: seasonal New AmerView guide →DiningZeneli Pizzeria e Cucina NapoletanaCT · PizzaWood-fired VPN-style Naples pizza that brought authentic Neapolitan technique to Little Italy. Order: Margherita DOP.View guide →
Category guides
Go deeper, interest by interest.
50 stops across 19 state-by-state guide collections.
Hikes500+ trails in every state, easy to epic545 stops →Waterfalls300+ falls, roadside to bucket-list303 stops →BeachesFamily sand, surf breaks, and wild shores299 stops →Hot springsLuxe resorts to wild backcountry soaks90 stops →Mountain bikingTrail systems, bike parks, and gravel76 stops →CyclingScenic rides, climbs, and rail-trails50 stops →Ski & snowboardBig-mountain steeps to family hills86 stops →DiningGreat meals near routes and gateway towns3,924 stops →Breweries & distilleriesTrip-worthy taprooms and still houses267 stops →GolfPublic courses you can actually book753 stops →National parksAll 63, guided by season and top sights63 stops →Hidden gemsVote favorites into the Roamward map19 stops →MLB ballparksAll 30 MLB parks as a road-trip quest30 stops →LighthousesCoast-to-coast beacons worth the drive60 stops →EventsPlan the trip around the moment31 stops →Wild landsForests, wilderness, and monuments beyond the parks74 stops →CampingEpic campgrounds by where you want to wake up63 stops →Scenic landmarksIconic overlooks, canyons, dunes, and formations57 stops →Roadside AmericanaGiant statues, folk art, oddities, and vintage neon23 stops →
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