Hey there, busy New Yorker! Are you longing to swap out skyscrapers for sky-high pines and the constant city buzz for a chorus of birds and crickets? If you’re itching to step away from NYC’s relentless hustle and into a tranquil haven, we’ve got just the thing. Picture this: you wake up not to honking horns or blaring alarms, but to birdsong and the gentle rustle of leaves, with the crisp scent of pine welcoming you to the day.
Hard to believe such peace exists a drive away, right? Maine – yes, that far-northern slice of New England – is within a day’s drive of New York City and offers the perfect escape.
It might not be the Hamptons or upstate lodge you’re used to, but in many ways it’s better. This getaway features delightful inland vacation rentals that seamlessly blend comfort with nature (and often at a better value than those crowded summer hotspots). Let’s explore this magical stretch of Maine where you can unwind in style on your weekend away from New York City.
The Sky-Frame Treehouse at Purposely Lost elevates your Maine getaway—literally. This modern treehouse comes complete with a private hot tub (not pictured) and all the comforts you crave.
Choosing Your Maine Vacation Stay
Bringing Dreams to Life in Treehouses
Remember the treehouse you dreamed of as a kid? Now imagine it supersized and decked out for grown-up adventures. There’s something undeniably thrilling about retreating to a real treehouse. High up among sturdy branches, you’ll enjoy views that stretch over the forest, the kind you typically only find in glossy travel mags. Staying in a treehouse isn’t just about novelty; it gives you a lofty perch to literally rise above the everyday chaos of city life.
When you check into one of Maine’s luxury treehouses, you’re immediately enveloped by nature. Verdant treetops become your living room ceiling and a babbling brook might be the soundtrack to your stay. Everywhere you look, there’s green: lush mosses, fern fronds, and leaves filtering sunlight into a gentle glow. It’s immersive, rejuvenating, and unlike any high-rise hotel in Manhattan. Here, mornings might start with coffee on a deck in the trees, and nights might end in the hot tub under a canopy of stars. You’ll quickly realize that trading concrete for canopy was a brilliant idea.
In the city, life races at a million miles a minute. In a treehouse, time seems to slow down. There are no taxis honking or crowds jostling—just the sway of branches and perhaps the distant call of an owl. It’s a weekend away from New York City that offers the one thing Gotham never can: complete tranquility. By the end of day one, you might even forget to check your phone (don’t worry, there’s Wi-Fi if you need it, but we suspect you won’t miss scrolling too much).
Having an Adventure… but Only After Second Breakfast
If you’re more of a ground-dweller or a fantasy fan, how about staying in a hobbit house? Tucked in the woods on Purposely Lost’s Littlefield Retreat property, two hobbit homes bring a dash of Middle-earth charm to Maine. These aren’t your average vacation rentals – think round doorways, cozy nooks, and turf-covered roofs that blend into the landscape. From the moment you step through the circular front door, you’re living a storybook adventure (yes, second breakfast is absolutely encouraged here).
Inside these enchanting cottages, modern comfort meets whimsical design. You’ll have a fully equipped kitchen, a plush bed, electricity, heat – all the creature comforts – wrapped in an otherworldly package of curved walls and woodwork that would make Bilbo Baggins feel right at home. Outside, each hobbit home has its own patio and fire ring, perfect for roasting marshmallows or sipping wine as twilight descends. There’s even a canoe by the private dock if you fancy a paddle on Littlefield Pond between meals.
Staying in a hobbit home turns an ordinary weekend into a flight of fancy. Morning light streaming through round windows feels a bit more magical, and that cup of coffee tastes just a tad better when you’re enjoying it at a picnic table by a mossy hill that happens to be your roof. It’s relaxation with a side of imagination. If you’ve been craving a getaway that lets you play out a childhood fantasy – while still enjoying hot showers and high-thread-count sheets – this is it. Purposely Lost’s hobbit homes prove that you don’t have to go far to find a little fairy-tale wonder.
A Unique Place to Lay Your Head
Standard hotels in the city serve their purpose: a place to crash, a decent pillow, maybe a mint on the pillow if you’re lucky. But here’s the thing – you’re not trekking all the way to Maine just to do the same old in a different place. Treehouses and hobbit homes inject a serious wow-factor into your stay. Sure, you’ll have heating, a soft bed, and a roof over your head, but you’ll also have bragging rights for years.
After all, how many of your friends can say they’ve stayed in a carbon-neutral treetop cabin or an underground cottage straight out of a fantasy novel? Unlike a cookie-cutter hotel room, these accommodations are experiences unto themselves.
Modern treehouses strike that perfect balance between rustic charm and modern convenience. You’ll have nature at your doorstep and a stylish retreat to come home to each evening. It’s the best of both worlds – a bit of wilderness, a bit of luxury, and a story that will top any cocktail party conversation back in NYC.
How to Plan Your Weekend Escape from New York City
Timing is Everything
Maine welcomes visitors year-round, but if you ask us, there are two standout seasons for this trip: spring and fall. In spring, Maine’s forests burst to life in a thousand shades of green, and wildflowers sprinkle the meadows – a refreshing change after a gray NYC winter. Come fall, the foliage is nothing short of spectacular; hillsides flame with orange, red, and gold, offering leaf-peeping opportunities that rival upstate New York’s famous displays.
Either season will frame your weekend away from New York City in vibrant color and comfortable temperatures (think crisp mornings and sunny afternoons). Of course, summer in Maine is lovely too – warm days and perfect swimming weather without the sweltering humidity of the city – and winter has its own cozy charm for the snowshoeing or skiing enthusiasts. The bottom line: there’s no bad time for Maine, but the bloom of spring and the tapestry of fall can make your escape feel especially magical.

Trading city streets for open highways: leaving the concrete jungle behind is the first step toward tranquility.
The journey north might be a few hours, but each mile puts Manhattan further in your rearview and brings you closer to the peaceful woods of Maine. By the time you hit Maine’s state line, the stress of the city will feel worlds away.
Getting There
From New York City, your route to relaxation leads north. The quickest path is the straight shot up I-95 – a drive of roughly six or seven hours (depending on traffic and how often you stop for coffee or scenic overlooks). It’s the same highway that can take you to Boston and beyond, and eventually into the pine-scented air of Maine. If you’re eager to reach your destination, set out early to beat the city congestion and you’ll be crossing into Maine by early afternoon.
Feeling a bit more adventurous on the way up? Consider turning the journey into part of the vacation. You can hug the coastline for a spell – detour off the interstate to cruise through Connecticut’s seaside towns or Rhode Island’s beaches, or stop in historic Portsmouth, New Hampshire, for lunch by the harbor.
Another scenic option is to head up through the heart of New England: drive through western Massachusetts and New Hampshire’s White Mountains for mountain views and then cut east toward Maine. It adds some time, but the scenery can make the drive incredibly rewarding. Whether you stick to I-95 for speed or wander on back roads for charm, the drive itself can be enjoyable. Crank up a road-trip playlist, pack some snacks, and watch as city skylines give way to forests and farms. By the time you arrive at Purposely Lost, you’ll feel the transition from urban jungle to peaceful wilderness is complete.
Pack Smart
Getting out of the city means trading tailored suits for fleeces and sneakers – and that’s a good thing. Pack comfy clothes that you can layer; Maine’s weather can be a bit capricious, especially in spring and fall when days are mild and nights get crisp. Bring those hiking boots or sturdy sneakers for woodland walks, and maybe a swimsuit if you’re brave enough for a dip or plan to enjoy a wood-fired hot tub under the stars (yes, the treehouses have them!).
Throw in a good book or two – you might finally have the quiet moments to read them. If you’re musically inclined, a travel guitar can make for fun campfire singalongs. Board games or a deck of cards are also a great idea for those cozy hobbit house evenings by the woodstove. And don’t forget some marshmallows, graham crackers, and chocolate bars; s’mores fixings are practically a New England travel requirement. Pack smart and you’ll be ready to fully embrace Maine’s laid-back vibe from the moment you arrive.
Activities to Enjoy While in Maine on Your Weekend Away from New York City
Embrace the Outdoors
One of the best parts of heading to Maine is all the outdoor adventure waiting for you. After being surrounded by concrete and neon, you might find true joy in simply wandering under open sky. Hiking is a must-do: Maine offers trails for all skill levels, from easy walks around the pond to more challenging treks in the nearby hills. Prefer water to land? Grab a kayak or canoe (Purposely Lost provides them on-site) and paddle around, taking in reflections of trees on calm water and maybe spotting a heron or bald eagle. Fishing is another favorite pastime here – even if Central Park’s rowboats are the closest you’ve come to angling, you can cast a line in Littlefield Pond or a local stream and see what bites. And if you’re visiting in winter, snowshoeing or cross-country skiing through the woods is like stepping into a snow globe scene. Basically, whatever the season, Maine’s great outdoors is yours to explore. Every path and paddle is a chance to breathe deeply, get a little exercise, and feel wonderfully alive and free of city stress.
Uncover Local Gems
While the natural setting might tempt you never to leave the Littlefield Retreat, it’s worth venturing out to discover southern Maine’s local charms. You’ll find that Maine’s small towns are the polar opposite of New York’s bustling neighborhoods – and that’s their appeal. Take a scenic drive to Kennebunkport, a postcard-perfect coastal town where you can stroll the boutique-lined streets and grab an ice cream cone to enjoy by the harbor.
Or visit Ogunquit for an artsy vibe and a walk along the Marginal Way footpath with stunning ocean views. If you happen to be there on the right weekend, you might stumble into a lobster festival or a craft fair on a village green (Maine folks love their community events celebrating everything from blueberries to ancient local lore).
Even a simple farmer’s market in a nearby town can be a delight – stock up on fresh blueberries, homemade jam, or a loaf of crusty bread. And whenever you’re driving around, keep your camera ready. You never know when you’ll find a quaint covered bridge, a lighthouse peeking above the trees, or a yard sale with hidden treasures. These unscripted moments and friendly encounters are what give Maine its charm. By exploring local gems, you’ll return home not just with souvenirs, but with stories to tell.
Relax and Recharge
Perhaps the greatest luxury of all is doing nothing – and Maine is an expert in unstructured relaxation. At Purposely Lost, you could easily spend a full day just enjoying the immediate surroundings.
Start with a lazy morning: sleep in as late as the sun filtering through the leaves allows, then enjoy coffee and a hearty breakfast on your treehouse deck or at the picnic table outside your hobbit home. With no subway to catch and no meetings on the agenda, time is truly yours. Later, consider a gentle stroll around the property – 15 acres of forest means plenty of corners to explore or quiet spots to sit and reflect.
Bring a yoga routine outdoors for a session of stretches with birds chirping encouragement from the branches above. In the afternoon, maybe take out that canoe. Even if you’re not aiming to break a sweat, floating on the pond while the world stands still is unbelievably soothing. And how about a nap? (When’s the last time you indulged in an afternoon nap back home?) Curl up in a hammock or on a sun-soaked deck chair and doze off to the lullaby of rustling leaves.
By evening, light up the fire pit and roast some marshmallows or gather everyone for a board game night inside. Without the usual noise and notifications competing for your attention, you’ll find it’s wonderfully easy to recharge your own batteries. By the end of the weekend, you’ll be refreshed in a way that no spa day or yoga class in the city could replicate.
Tips for a Memorable Escape
Nature’s Way
To really make your Maine weekend special, lean into the nature around you. Embrace the digital detox: try keeping the phone in airplane mode or tucked in a bag for most of the day. Instead of Instagramming every moment, maybe sketch the scenery or pen a postcard to someone (there’s something charmingly old-school about sending a postcard from Vacationland).
Spend an evening star-gazing – the celestial display above Maine is stunning, especially to eyes used to NYC’s light-polluted skies. You might catch the Milky Way or a shooting star if you’re lucky. If you’re an early riser (or feel inspired to be one here), watch the sunrise mist over the pond; it’s a sight that will stay with you far longer than an extra hour of sleep.
By engaging with nature through such mindful moments, you’ll deepen your appreciation for this escape. It turns a fun trip into something more meaningful – a memory you can mentally return to whenever city life gets overwhelming.
Taste the Local Flavors
Food is always a highlight of travel, and Maine won’t disappoint. While New York may have every cuisine on the planet, Maine has fresh simplicity on its side. Make it a point to sample the state’s famed fare: a lobster roll is a must (seek out a seaside shack for the real deal – tender lobster meat piled into a buttery toasted bun, a squeeze of lemon, and that’s it).
If lobster isn’t your thing, Maine’s clam chowder – creamy, hearty, and perfect on a breezy evening – will warm you up nicely. Blueberry everything is another Maine specialty: blueberry pancakes, blueberry pie, even blueberry beer at local breweries. Visiting a farmers’ market or roadside farm stand can score you some homemade goodies like blueberry jam or fresh maple syrup.
Don’t overlook the small-town diners or pubs; many proudly serve farm-to-table dishes that highlight local produce, from fiddlehead ferns in the spring to apple cider donuts in the fall. Enjoying these local flavors isn’t just about filling your stomach – it’s participating in the Maine way of life. Food here has a sense of place, and by savoring it, you’re truly living the local experience. Plus, you’ll head back to NYC with a satisfied palate and maybe a cooler full of treats to prolong the vacation vibe at home.
The Bottom Line
Close your eyes and imagine it: leaving the city’s constant churn behind and finding yourself perched in a serene treehouse or nestled in a hobbit hole, surrounded by whispering pines. That’s Maine for you – a world apart from the rush, yet surprisingly within reach.
This kind of getaway doesn’t just let you relax; it invites you to rediscover wonder. It’s more than a weekend away from New York City; it’s a chance to recharge your spirit and maybe gain a fresh perspective. By the end, you’ll likely find that the peace and joy you experienced have a lasting effect, following you back to the city and reminding you that a piece of that Maine magic is only a road trip away.
Ready to answer the call of the wild? Maine is waiting.