The Most Romantic Weekend Getaways From Chicago

So you ’re look to spice things up in the road trip romance department without having to recur to cheesy hotel packages or grandmotherly B&Bs ? Well , you ’ll be glad to know that there are in fact a wealth of alone and interesting getaway options from Chicago for adventurous couples . Granted , only if you ’re willing to peel yourselves off the couch , turn off rerun ofStorage Wars , and search a few off - the - get - path locales . From romantic stays in a former brewery / tree house to a weekend retreat in a caravan caboose with an outside raging tub , these 10 Midwest destinations offer fashion more love story than another Nox of GrubHub and rosé .

Stay in a tree house with stained-glass windows (that was once a brewery)

Glenmont , OHA quaint 1800s - style redness b with stained crank window welcomes you inside this former brewery / tasting room tree house approachable via a 30 ft suspension system bridge in the woods near Mohican State Park . About midway between Cleveland and Columbus , you ’ll inflame up gaze out at nature through the colorful glass panels in the bedroom loft ’s queen - sized bed and then hit the outside cascade before eating breakfast on a kitchen table ready atop wooden keg wall by brewery equipment . drop the day tour the nearby Malabar Farm State Park and seize dinner party at the date - approvedMalabar Farm Restaurant .

Snuggle in a train caboose with an outdoor hot tub

De Soto , WIWhat ? You ’ve never stayed in an original 1954 railroad caboose with outside red-hot vat located on five remote acres hem in by succulent greenery ? Well , now ’s your luck to reserve a romantic weekend getaway in a rural cabin car menage blot out in the boondocks of southwest Wisconsin near the Mississippi River . After cruising the laughably scenicGreat River Road , unlax by look on wildlife on the caboose ’s back patio or take a amble to the nearby trout current to lose yourself in the solitude of its calming water . after you’re able to mingle with locals at theGreat River Roadhouseor , depending on your muscularity stratum , go caving , kayaking , or ice climbing .

Charter your own boat and go island hopping

Traverse City , MIInstead of crashing amidst the empty Miller Lite cans strewn about your brother ’s houseboat or pack yourself into some stupid tourist cruise liner , produce your own adventure by choosing from the fleet of options at Traverse City ’s Great Lakes Sailing Company . Our option is the luxurious three - room , 35 ft Gemini Legacy Catamaran , perfect for exploring the nearby remote islands of Beaver Island , Les Cheneaux , and Manitou . you may either engage a captain , an instructor , or do it yourself on charters survive from a twenty-four hour period to a calendar week .

Up your glamping game in a stunning glass-walled campsite

Richland Center , WIThere is something undeniably romanticist about sleeping under the star . Until the crawling bug and morning intimation erect their ugly head , that is . nullify both at the stunning glass - enclosed “ campsite ” at Candlewood Cabins , surrounded by nature about 90 minutes west of Madison , staring with massage chair , outdoor fire pit , and romantic wood stone fireplace . you may get out and search the beautiful roll mound of the circumvent Richland County if you require , but you belike are n’t leaving the bedroom .

Plan a sleepover at a five-star nature retreat

Kohler , WIIf you ’re looking for a more upscale experience but still dictated to get out of the city , the American Club – an elegant Tudor - panache building that once housed immigrant worker and a bowling alleyway in the early 1900s – is call your name . The ultra - posh five - star , five - diamond resort is home to one of only 47 five - star spas in the world , four championship - spirit level golf courses , and the River Wildlife nature preserve featuring a high - goal dining order located inside a hick wooded cabin . For extra privacy , you could also remain offsite at gamey - remainder cabin likeSandhill , snuggle on 350 acres of wild in nearby Mosel .

Check into your own Frank Lloyd Wright house

Willoughby , OHRegardless of how many times you ’ve taken the goddamn Frank Lloyd Wright home tour , they ’ve never get you stay in one . Until now . situate on 30 timberland estate with northern Ohio ’s peaceful Chagrin River running decently through the property , the three - bedchamber Frank Lloyd Wright - contrive Louis Penfield House is all yours for the pickings . One of only about 60 “ Usonian ” mediate - income homes built by the famed architect , the house remain in tune with the surrounding nature with the help of noteworthy feature article such as massive floor - to - ceiling meth windows and a floating staircase supported by cap beams .

Get your mansion party on

Mishawaka , INWhether you ’re heading to South Bend for a football biz this crepuscle or not , a more amorous excursion than commix with screaming Golden Domers at Notre Dame Stadium can be found in nearby Mishawaka at the historical Beiger Mansion . Awash in unstinting luxuriousness from head to toe with a sumptuous stairway , out-of-door pond , res publica dining room , and artistic creation - packed library , it ’s hard to conceive this building was once slate for demolition to make way for a used railroad car lot . The local historical society banded together to get it number on the National Register of Historic Places , so be certain to thank them next clock time you ’re sipping Champagne in the raging tub .

Move into a remodeled farmstead home at the foot of a beachside state park

Ellison Bay , WIDoor County is awash in romantic lodging chance , but for our money none of them fit the vibration of the so - under - the - radar - they - don’t - even - have - a - freaking - website Newport Suite , an out - of - the - way restored farmstead home locate down the road from the quiet beachside haven of Newport State Park . After explore the park , take a short drive up to Gills Rock ( one of theMidwest ’s most underrated township ) and take a ferrying ride to research the romantic fishing village of Washington Island ( and its humanity - class Schoolhouse Beach ) or oblige hands hike up around Rock Island State Park , an intact island that ’s a State Department park .

Take a Metra ride to another world

Geneva , ILOne of the easiest romantic escapes from Chicago lies just 40 miles west of the metropolis in the magical Fox River town of Geneva , approachable via a painless one - hour Metra ride . Amidst its more wild-eyed offerings are the well - appointed riverside room of the Herrington Inn , featuring Milk River and cookies turndown armed service and a calm outdoor patio perfect for sip mojitos over the water supply at sunset . Plus , a perambulation through Geneva ’s historic downtown and bustling Third Street eatery scene ( did someone sayFiora ’s ? ) is about as romantic a finish as you will detect without get to get into your goddamn car .

Crash at a winery with live bands and log cabins

Cobden , ILWith 12 phratry - have wineries pucker out within southerly Illinois ’ beautiful and reprehensively underrated Shawnee National Forest , the Shawnee Hills Wine Trail is one of the most pleasant surprise in state ( the grapevines have to be mask by cornfields , correct ? ) . Rustle Hill Winery removes the concern of post - wine tasting driving from the equation as you ’ll be quetch back in romanticist cabins tucked aside in scenic hills after watching live bands perform on the winery ’s legit outdoor coliseum . Come here in nightfall and the foliage ups the love story by a factor of ten .

Candlewood Cabins