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Minnesota: Preston – Jail House Inn

🔒 Sleeping Behind Bars in Minnesota — And Paying For the Privilege

Finding unusual places to stay had become something of an obsession for us over the years, and I’ll be honest, it started to feel a bit like a competitive sport. We’d accumulated a fairly impressive list of oddball, quirky and downright peculiar accommodation options dotted around the world, and we took no small amount of pride in that. Treehouses, converted windmills, houseboats, yurts — we’d done a few of those. But we were always on the lookout for the next spectacularly strange option.

You’d think, living as we do in the golden age of the internet, that finding listings of unusual places to stay would be the work of five minutes and a decent cup of tea. Type in a few search terms, up pops a helpful, curated list, job done. Sadly, no. What actually happened was that every single search led us straight back to the usual suspects — Expedia, Tripadvisor, Booking.com — all churning out the same dreary parade of mid-range hotels and chain motels. I half expected them to start suggesting Premier Inns on the outskirts of Wolverhampton. I love a challenge, though, and after wading through what felt like several hundred pages of frankly unhelpful websites, I eventually managed to put together a proper list of wacky, wonderful and genuinely unusual places to stay. And wherever humanly possible, we tried to build our travel plans around them.

One entry on that list had been nagging at me for a while. A bed and breakfast in the American state of Minnesota that had, in a previous and presumably less hospitable life, been a functioning county jailhouse. The establishment in question was the Old Fillmore County Jail and Carriage House, a building with a history that stretched all the way back to 1869, when it was constructed to serve the growing frontier settlement of Preston, Minnesota — a small town tucked away in the bluff country of the south-eastern corner of the state, close to the border with Iowa.

To put that date into some context, 1869 was the same year the Suez Canal opened and the transcontinental railroad was completed across America. The country was still licking its wounds from the Civil War, and out on the mid-Western frontier, law and order was something communities had to build for themselves, quite literally. So up went the Fillmore County Jail — a solid, no-nonsense structure designed to keep people in rather than welcome them warmly. It did exactly that, faithfully and without complaint, for just over a century.

In 1970, the county finally relocated its jail facilities to a more modern building, and the old jailhouse was quietly handed over to private ownership. It became a private residence, and rather commendably, the new owners didn’t strip out all the original features in a fit of modernising enthusiasm. The bars, the cells, the general atmosphere of mild incarceration — much of it remained. It eventually found its new calling as the Jailhouse Inn, a bed and breakfast for travellers who, for reasons best known to themselves, quite fancy the idea of voluntarily spending a night behind bars.

We were heading across the mid-West — one of those long, satisfying drives through the American interior where the landscape unfolds in an almost theatrical way, all big skies and grain silos — when we decided to make the detour to Preston. It’s a small, quiet sort of town; the kind of place where not a great deal has happened since about 1952, which is not a criticism, merely an observation. It sits in the Root River valley, and the surrounding area is genuinely rather beautiful in a gentle, rolling way that doesn’t shout about itself. Very understated. Very Minnesotan.

The Jailhouse Inn offers a few different room options, and after giving them some thought, we went for the obvious choice: the Cell Block. Because if you’re going to do a thing, you may as well do it properly. This is where guests can spend the night in the original cells and get what the inn somewhat optimistically calls “the real jailhouse experience.” One assumes the real jailhouse experience also involved rather worse food and considerably less choice about being there, but we let that slide.

The cells, as you might expect of a building designed in 1869 for the incarceration of frontier miscreants, were not originally conceived with guest comfort in mind. The architects — if they can be called that; it was probably more of a case of a man with a pencil and some strong opinions about thick walls — had not thought to include en-suite bathrooms, pillow menus or blackout curtains. They had, however, built something reassuringly solid, which is frankly more than you can say for a lot of modern hotel construction.

Over the years, there had been some thoughtful modifications to make the place habitable for paying guests rather than reluctant residents. They had managed to squeeze two queen-sized beds into two of the cells — cells that were, it has to be said, never designed to house a queen-sized bed. The fit was extremely tight. There was essentially no space at the foot of the beds whatsoever, which presents something of a problem if you happen to be six feet six inches tall. Fortunately, I am not quite that tall, though I am tall enough to appreciate the difficulty. The solution, we quickly worked out, was to sleep on the diagonal, which sounds eccentric but worked perfectly well once we’d committed to it.

Other creature comforts had been introduced with admirable ingenuity. There was a television, a couple of high-backed chairs that gave the whole arrangement a certain unexpected dignity, and — this was the real surprise — a substantial bath fitted with jets. A proper jetted bath, right there in the old county jail. I very much doubt that featured in the original 1869 building specifications. One imagines the county commissioners of Fillmore County had rather other priorities at the time.

After a night in the cells, we woke the following morning feeling, rather against all reasonable expectation, completely refreshed. There is something oddly restful about sleeping somewhere with very thick walls and a notable absence of road noise, traffic or the general ambient hum of modern life. We were also rather pleased to discover that the cell doors were not, in fact, locked. One does like to check.

We made our way to the breakfast room, where our hosts Marc and Jeanne had clearly been hard at work since an unreasonably early hour. The food they had prepared was quite beautifully presented — the sort of breakfast spread that makes you feel faintly guilty about the fact that you’re simply going to eat it. Everything arranged just so, colours considered, portions generous. It almost seemed a shame to disturb it. We managed to overcome that particular scruple without too much difficulty and set about demolishing the lot with considerable enthusiasm.

Over breakfast we fell into easy conversation with the other guests, who turned out to be fellow travellers rather than local Minnesotans. They had come down from Canada, which gave the whole gathering a pleasingly international flavour — two lots of people from outside the United States, voluntarily imprisoned in a Victorian-era county jail, eating beautifully presented eggs and chatting cheerfully about their travels. If that’s not the modern world in miniature, I’m not sure what is.

Would we recommend it? Absolutely, without hesitation. The Jailhouse Inn is exactly the sort of place that makes travel worth doing — somewhere with a genuine story behind it, a bit of history, a touch of the absurd, and hosts who clearly take real pride in what they do. It won’t suit everyone, particularly anyone over six foot six, but for those of us who like our accommodation with a side order of character, it was rather brilliant.

To be honest, apart from the tasty breakfast Preston does not have much to offer in terms of culinary delights. The previous night we had sought sustenance and it turned out that Preston is almost totally bereft of anywhere to eat. We ended up at the Branding Iron Supper Club, which is more or less the only game in town.

Or lack of ... at least when it comes to eating out!
Or lack of ... at least when it comes to eating out!

Anyway, we had not travelled here with expectations of Michelin star restaurants. What Preston does have to offer is some beautiful, rural countryside. During our stay, we were blessed with excellent weather and to make the most of our time we decided to go out cycling to explore the area. After several false starts, to pump up tires, fix seats etc we set off on a planned trip from Preston to Harmony, some 14 miles away. As well as having a pleasant name Harmony is the centre of the Amish community in the area, so it sounded like the place to head for. The country trail route took us all the way between the two towns, initially running along the banks of the Root River. On leaving Preston the river takes a path away from the roads and you soon find yourself in the depths of the southern Minnesotan countryside – with endless fields dotted with the occasional cow chewing the cud with some of its colleagues. Jack’s bike was not performing too well and he and Emily were starting to feel tired. At this time we had only gone 4 miles or so – and there was a long way to go still. Karen, Jack and Emily decided to turn around, but I decided to carry on alone, with a plan to meet up with them in Harmony. Which amazingly happened. Harmony was a bit of disappointment, so it was not long before we kissed Harmony goodbye and returned to chaos.

Overall, we adored the Jailhouse Inn. The stay in the cell house was an experience and the breakfast was amazing. It is a lovely place to head for a quiet, romantic weekend getaway.

Planning your visit to the Jailhouse Inn, Preston

🏨 The Jail House Inn, Preston, Minnesota — A Visitor’s Guide

The Jail House Inn sits at 109 Houston Street NW in the small town of Preston, in the south-eastern corner of Minnesota. It occupies the restored Old Fillmore County Jail and Carriage House, a Victorian-era building dating from 1869 that is listed on the National Register of Historic Places. What was once a working county gaol is now a celebrated bed and breakfast, consistently voted Best B&B in the regional Best of Bluff Country contest since 2006 and featured on national television programmes. The inn offers twelve guest rooms, each named in honour of one of the former sheriffs who served at the jail, and each decorated to reflect a different period of the early twentieth century. Room names include the Cell Block, the Drunk Tank, the Bridal Suite, the Court Room, the Processing Room, the Detention Room, and the Amish Room, among others, giving guests the choice of a genuinely atmospheric stay behind bars or something a little more refined.

Breakfast is served each morning and is prepared on the premises, with home-baked scones a particular highlight noted by many guests. The inn also features a covered porch with rocking chairs, a sun deck with umbrellas, a brick patio, and bike storage, making it a comfortable and characterful base for exploring the wider area.


📍 Location

Preston is the county seat of Fillmore County and lies in what is widely known as Historic Bluff Country — a stretch of south-eastern Minnesota shaped by glacially carved river valleys, limestone bluffs, and the winding Root River. The town is small and quiet, with a residential feel, and sits a short distance from several more tourist-oriented communities. Lanesboro, often described as the cultural hub of the region, is just 7 miles to the west and offers a live theatre, independent shops, and a wider choice of restaurants. Harmony, home to the largest Amish settlement in Minnesota, is 10 miles to the south. Fountain is 5 miles to the north.

The inn itself is walkable from the town centre, and a paved cycling trail passes close to the property, connecting to the wider Root River State Trail network.


✈️ Getting There

Preston has no significant public transport links of its own, and a hired car is effectively essential for visiting the area.

The nearest commercial airport with meaningful flight connections is Rochester International Airport (RST), approximately 37 miles north of Preston via US-52 South and US-63 South — a drive of around 42 minutes. Rochester is served by several domestic carriers and connects onward to major hubs. Minneapolis–Saint Paul International Airport (MSP) is a larger option, situated around 120 miles to the north-west, with a drive of approximately two hours. For those already travelling within the Midwest, Preston is around 60 miles from La Crosse, Wisconsin, 215 miles from Des Moines, Iowa, and 350 miles from Chicago.

There is a small local airfield — Fillmore County Airport — for private aircraft. Preston can also be reached via the Historic Bluff Country National Scenic Byway, which passes through the town and makes for a particularly attractive approach through the bluff landscape.

There are no direct bus or train services to Preston. Amtrak operates a service between Chicago and the Pacific Northwest with a stop at Winona, approximately 55 miles to the north-east, though onwards travel from Winona to Preston requires a hire car or taxi.


🚗 Getting Around

A car is the most practical way to get around Preston and the surrounding area. The town itself is compact and easily navigated on foot, but the wider attractions — Forestville/Mystery Cave State Park, the Amish farms, the Root River Trail towns, and the bluff country viewpoints — are all accessed by road. Driving in Minnesota follows the same conventions as the rest of the United States: traffic drives on the right, distances are measured in miles, and speed limits are posted in miles per hour.

The Root River State Trail offers around 60 miles of paved cycling paths, passing through Preston and connecting to several nearby communities including Lanesboro, Rushford, and Houston. Cycling is a well-established way to explore the area, and bike hire is available locally. The inn itself provides bike storage for guests who bring their own.

The Best Time to Visit Minnesota

🌸 Spring (March – May)

Spring arrives tentatively in Minnesota, often teasing visitors with late snowfall before bursting into colour by May. March and April can still be bitterly cold, with temperatures ranging from −5°C to 12°C, and roads in rural areas may be muddy and difficult to navigate. By May, the thaw is well underway: wildflowers carpet the forests, migratory birds return in spectacular numbers, and waterfalls such as Minnehaha Falls run at their most impressive levels.

Spring is a quieter period for tourism, which means lower prices, fewer crowds, and a sense of having the landscape largely to yourself. The Boundary Waters Canoe Area Wilderness opens for paddling from mid-May, and the blossoming orchards around the St Croix River Valley are a particular delight. However, be prepared for unpredictable weather, muddy trails, and the arrival of blackflies and mosquitoes by late May.

What to pack: Waterproof hiking boots, a warm mid-layer fleece, a wind- and waterproof outer jacket, thermal base layers for early spring mornings, light breathable layers for warmer May days, insect repellent, and a packable day bag.


☀️ Summer (June – August)

Summer is Minnesota’s most popular season, and for good reason. Temperatures typically sit between 20°C and 30°C, the state’s 10,000-plus lakes glitter in the long northern daylight, and the atmosphere across cities, resorts, and state parks is lively and convivial. The Twin Cities of Minneapolis and Saint Paul host a rich calendar of outdoor events — the Minnesota State Fair, running from late August into September, is one of the largest in the United States.

Lake life is the defining summer experience: swimming, fishing, canoeing, and kayaking are popular everywhere. The Boundary Waters offers unrivalled wilderness paddling, the North Shore of Lake Superior provides dramatic coastal hiking along the Superior Hiking Trail, and the Apostle Islands are within reach for those willing to cross into Wisconsin. Humidity can be high in July and August, and afternoon thunderstorms are common. Book accommodation well in advance, particularly for lake resorts and national forest lodges.

What to pack: Lightweight breathable clothing, swimwear, a wide-brimmed sun hat, high-SPF sunscreen, insect repellent (essential — mosquitoes are abundant), a light rain jacket for afternoon storms, sturdy sandals or water shoes, and a light cardigan for cool evenings.


🍂 Autumn (September – November)

Many seasoned travellers consider autumn the finest season in Minnesota. September brings cooler, crisper air — typically between 8°C and 20°C — and the forests of the north begin their extraordinary transformation. By early October, the hardwood forests along the North Shore and in the Boundary Waters blaze with scarlet, amber, and gold; it is considered one of the finest autumn foliage displays in the Midwest.

Crowds thin noticeably after the Labour Day weekend, prices drop, and the landscape feels serene and unhurried. Hiking and cycling trails are at their most pleasant, cider mills and farmers’ markets are at peak activity, and fishing enthusiasts prize the walleye season in October. November signals the onset of winter, with temperatures dropping sharply and the first snow often falling before the month is out. The northern lakes may begin to freeze, and daylight hours shorten dramatically.

What to pack: Warm layering pieces including a fleece and a wool or down mid-layer, a waterproof outer shell, sturdy walking boots with ankle support, a warm hat and gloves for November, a scarf, and a compact camera or phone with extra battery life for foliage photography.


❄️ Winter (December – February)

Winter in Minnesota is a serious season. Temperatures in the north regularly fall to −20°C or below, and wind chill can make conditions feel extreme. The Twin Cities average around −10°C in January. Yet winter has a devoted following among those who embrace it: cross-country skiing, snowshoeing, ice fishing, dog sledding, and snowmobiling are all popular pursuits, and the silence of a snow-covered pine forest is genuinely magical.

The International Wolf Centre in Ely and the renowned Boundary Waters offer winter wilderness experiences that are unlike anything else in the contiguous United States. Minneapolis copes admirably with the cold through its celebrated Skyway System — an enclosed, elevated walkway network connecting downtown buildings — making it surprisingly walkable even in deep winter. The warming huts installed on Minneapolis lakes, the city’s vibrant food and arts scene, and the festive atmosphere of December make the Twin Cities particularly appealing. Travellers must dress appropriately; treating winter weather with insufficient preparation is genuinely risky in the north of the state.

What to pack: Heavyweight insulated winter coat, thermal base layers (wool or synthetic), insulated waterproof trousers, heavyweight wool socks, insulated and waterproof boots rated to at least −30°C, a balaclava or warm hat covering the ears, thermal gloves or mittens, hand warmers, and lip balm.

🗓️ Overall Best Time to Visit

For most visitors, late summer to early autumn — roughly mid-August through early October — represents the sweet spot for a first visit to Minnesota. The weather is reliably pleasant without the peak humidity of July, the North Shore and Boundary Waters are at their most dramatic during the foliage season, accommodation is easier to secure than in the peak summer weeks, and the full breadth of outdoor activities remains accessible. Those seeking a livelier, more social atmosphere centred on lake culture should aim for June or July, when Minnesota’s resort towns are in full swing. Winter visitors who come prepared will find a singular and profoundly peaceful landscape, but the season demands respect, thorough preparation, and a genuine appetite for the cold.

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