Vermont lodgings are anything but ordinary. When visiting the Green Mountain state, you’ll find unique stays, from chalets that rival those in the Swiss Alps to cottages straight out of a fantasy novel.
You could wake up in a Hobbit’s homestead, or drift off among the treetops, living out your childhood treehouse dream. Beyond the fantastical, Vermont also offers a touch of the classic. There’s a home where The Jungle Book author once lived and wrote, and a lodge built by the real-life von Trapps of The Sound of Music fame.
Each accommodation offers a memorable experience, whether it’s a historic inn, a snug cabin, or a bespoke themed lodge. Here are some of the most unconventional places to stay in Vermont:
Rudyard Kipling’s Naulakha
Where: 707 Kipling Rd, Dummerston, VT
Cost: $635/night for up to eight people
Reason to go: Rudyard Kipling, famed for his adventurous tales, had a little-known love affair with Vermont. His three-story home, built in 1881, saw the creation of classics like The Jungle Book. It has been preserved with much of its original furniture and belongings, offering visitors a glimpse into the author’s life and times. Named after the Hindi phrase for “priceless jewel,” Naulakha radiates creativity.
When you’re done perusing the author’s abode, there’s a rhododendron tunnel to explore that blooms each spring. While staying in this literary landscape, you’re also a page-turn away from Brattleboro’s arts scene.
Nearby attractions:
- Scott Farm Orchard — A historic apple orchard with a variety of heirloom apples. Ideal for fruit picking in the fall.
- Dummerston Covered Bridge — One of Vermont’s iconic covered bridges, great for scenic views and photography.
- Black Mountain — Offers hiking trails with views of the surrounding area.
Distances to popular destinations:
- Brattleboro, VT — Roughly seven miles to the south. A town known for its arts scene, dining options, and the Brattleboro Museum and Art Center.
- Mount Snow — About 30 miles northwest. A popular ski resort, especially in the winter months.
- Ben & Jerry’s Ice Cream factory — Approximately 100 miles to the north, for those willing to day trip to one of Vermont’s most famous attractions.
Trapp Family Lodge
Where: 700 Trapp Hill Road, Stowe, VT
Cost: $265/night and up
Reason to go: If walls could talk, every corner of this lodge would sing a tune. The same family that inspired The Sound of Music chose this enchanting location, reminiscent of their Austrian homeland, to call their own. The property’s 2,600 acres offer everything from craft lagers brewed on-site to trails for both hikers and snow fans. It began as a 27-room rustic abode in the 1950s and has since transformed into a hub of alpine luxury.
The lodge is dotted with memorabilia celebrating a legacy that captured hearts worldwide. For those seeking a deeper dive into the family’s tale there are guided tours with members of the family. And while Julie Andrews brought Maria von Trapp to the silver screen, you’ll have the chance to pay respects to the real Maria, whose resting place is on the property.
Nearby attractions:
- von Trapp Brewing Bierhall Restaurant — Located on the property, this spot offers a taste of Austrian cuisine paired with their own lagers.
- Stowe Recreation Path — A multi-use path stretching over five miles, perfect for walking, biking, and enjoying nature.
- Stowe Mountain Resort — Renowned for its skiing and snowboarding in the winter, and hiking or mountain biking in the warmer months.
- Smugglers’ Notch State Park — A hiking hotspot with trails and striking rock formations.
Distances to popular destinations:
- Downtown Stowe — About three miles to the east. The town offers a variety of dining, shopping, and cultural attractions.
- Mount Mansfield — Around seven miles away. Vermont’s highest peak is perfect for hiking and panoramic views.
- Burlington, VT — Approximately 35 miles to the west. Vermont’s largest city, known for its lakeside location and arts scene.
Pitcher Inn
Where: 275 Main St, Warren, VT
Cost: $530/night and up
Reason to go: Each room at this luxury inn has a distinct theme. While “Ski” takes guests on a nostalgia trip with its lift ticket booth and vintage memorabilia, “Lodge” impresses with a bed that could rival Cleopatra’s throne and a bathroom reminiscent of Roman baths. Then there’s “Trout”, with its carved tree-trunk bed, artwork, and private porch overseeing a fish-filled brook.
Just across the street, the Warren Store serves as a handy spot for shopping, grabbing local craft beers, or enjoying a bite from the bakery. Plus, no need to rummage for cash; guests can simply charge their purchase to the room. Major ski destinations are close by, making it an ideal base for adventures on the slopes.
Nearby attractions:
- Warren Falls — A local favorite, this series of waterfalls and pools is perfect for a summer dip or picturesque photos.
- Sugarbush Resort — Located just minutes away, it’s a hotspot for skiing in the winter and hiking in the warmer months.
- Mad River Valley — Known for its scenic views, artisan shops, and local eateries.
- Mad River Glen — A renowned ski area that prides itself on preserving and maintaining a classic ski experience.
- Blueberry Lake Cross Country Center — Full of trails for cross-country skiing or snowshoeing in the winter and mountain biking in the summer.
Distances to popular destinations:
- Downtown Warren — Practically on your doorstep, with cute shops and cafes.
- Montpelier, VT — Roughly 40 miles to the north. As Vermont’s capital, you’ll find historic sites, museums, and a busy downtown.
- Burlington, VT — Approximately 50 miles to the northwest. Known for its arts scene and beautiful Lake Champlain.
Casablanca Motel
Where: 5927 Main Street, Historic Route 7A, Manchester Center, VT
Cost: $75/night and up with a two-night minimum
Reason to go: The Casablanca Motel is your ticket to the golden age of travel. With a genuine throwback vibe to the 40s and 50s, it encapsulates the essence of mid-century vacationing with the convenience and service of a classic motel.
Each standalone cabin offers a unique window into the past. The Timberland cabin brings Vermont’s lush outdoors inside, featuring motifs of the state’s native wildlife, while the Sugar Maple cabin is a sweet nod to Vermont’s famed syrup, adorned with rustic sugarhouse artifacts.
Nearby attractions:
- Hildene, The Lincoln Family Home — The ancestral home of Robert Todd Lincoln, son of President Abraham Lincoln, with expansive grounds and history.
- Manchester Designer Outlets — For those in need of retail therapy, this shopping destination has tons of designer brands.
- Mount Equinox — A picturesque location, ideal for hiking and picnics.
- Orvis Fly Fishing — Perfect for both novices and experts, you can get comprehensive classes and a wide range of fly fishing products.
Distances to popular destinations:
- Downtown Manchester — Just a stone’s throw away, with varied dining options and unique shopping options.
- Bennington, VT — Approximately 20 miles to the south, it’s famed for its historic monuments and arts scene.
- Rutland, VT — About 30 miles to the north, this city is home to the renowned Paramount Theatre.
Hobbit Hole
Where: Middletown Springs, VT
Cost: $618/night with a three-night minimum
Reason to go: From soft beds fit for Bilbo to darts that Legolas would envy, this Middle Earth-inspired retreat will transport you and three friends to the Shire. Tucked away on 12 acres, it’s an escape where you can cook like a Baggins in the “Baggs Inn” kitchen and unwind in the “Double Dragon Pub”, no dragon-guarded gold required.
Guests can rejuvenate under the stars in an open air claw foot tub or opt for the equally tempting outdoor shower. Evenings come alive around the fire-pit, perfect for recounting tales or breaking into impromptu song. A spring-fed pond is ready for refreshing swims during the warmer months.
Nearby attractions:
- Mineral Springs Park — Known for its natural springs, this park is perfect for a leisurely stroll or picnic.
- Taconic Mountains — Great for hiking, these mountains offer scenic views and trails for all skill levels.
Distances to popular destinations:
- Downtown Middletown Springs — Just a brief walk away, it’s home to a few artisan shops and local eateries.
- Rutland, VT — Roughly 20 miles to the southwest, this city hosts one of the largest Farmer’s Markets in the state.
- Killington Ski Resort — Approximately 35 miles away, it’s one of Vermont’s premier destinations for winter sports.
Moose Meadow Lodge
Where: 607 Crossett Hill, Waterbury, VT
Cost: $650/night and up
Reason to go: This rustic retreat features four luxury guest rooms, but its two-story treehouse is what steals the show. Set high in the canopy and supported by two sturdy pines, you’ll wake up to the gentle sounds of the forest — chirping birds, rustling leaves, and a rippling trout pond.
Open May to October, you can start your day with a cup of coffee on the expansive wrap-around deck, surrounded by nature. A staircase takes you to the bedroom, complete with a custom-made queen-size bed and a balcony offering sweeping views.
Nearby attractions:
- Ben & Jerry’s Ice Cream Factory — You can get a scoop of your favorite flavor at this iconic Vermont attraction.
- Cold Hollow Cider Mill — A place to taste fresh apple cider and other local treats.
- Waterbury Reservoir — Ideal for fishing, boating, and swimming.
- Little River State Park — Offers camping, hiking trails, and breathtaking views of the Waterbury Reservoir.
Distances to popular destinations:
- Downtown Waterbury — About five miles away, it’s known for its artisan shops, craft breweries, and railway history.
- Burlington, VT — Roughly 30 miles to the northwest, you can walk the scenic waterfront and try some eclectic dining options.
- Stowe, VT — About 15 miles north, Stowe is renowned for its skiing opportunities and the scenic Stowe Mountain Resort.
Pine Ridge Log Cabin
Where: Cavendish, VT
Cost: $282/night on average
Reason to go: Tucked below a pine-filled ridge, this log cabin is what Vermont locals might describe as quintessential. It’s the kind of place where the morning’s first light filters through trees, reflecting on nearby Elm Brook, a scene best enjoyed with a steaming mug in hand from the deck.
Inside, a stone face fireplace radiates warmth, while each open-plan floor holds a bedroom. There’s also a dedicated “s’more station” in the kitchen, fully equipped for your next fireside treat. The cabin may offer a peaceful escape, but it’s a stone’s throw from the action in Ludlow, including breweries and ski slopes. The popular Killington ski area is only 25 minutes away by car.
Nearby attractions:
- Black River — Renowned for its fishing, this river also offers a calm spot for kayaking and riverside picnics.
- Cavendish Gorge — A natural wonder showcasing Vermont’s geology, providing scenic views especially after rains when water flows are robust.
Distances to popular destinations:
- Downtown Cavendish — You’ll find quaint local shops, diners offering Vermont’s delicacies, and warm community vibes.
- Ludlow, VT — Just five miles to the southwest, Ludlow is home to Okemo Mountain Resort, a sought-after destination for winter sports.
- Springfield, VT — Roughly 10 miles to the east, a town known for the Eureka Schoolhouse, one of the oldest one-room schoolhouses in Vermont, and its historical Main Street with an art deco theater.
Grunberg Haus
Where: 94 Pine St, Waterbury, VT
Cost: $209/night and up
Reason to go: This boutique inn blends sleek alpine design with rock-n-roll flair. Established in 1972 along scenic Route 100, it serves as a central launchpad to Vermont’s attractions — from Stowe to Lake Champlain.
Each of its 11 rooms is an embodiment of character with skateboards casually mounted on the wall next to a vintage record player, and funky cowhide chairs next to classic patchwork quilts. Some rooms, like the”Sugarbush,” have an expansive mini library and a private deck for those pristine Vermont mornings.
Each room guarantees a cool retreat with air conditioning and promises dreamy nights with blackout curtains. Plus, dog lovers will appreciate the inn’s welcoming stance on furry companions.
Nearby attractions:
- Prohibition Pig Brewery — A sought-after spot for craft beer enthusiasts and those who appreciate gourmet Southern BBQ in the north.
- Waterbury Historic Train Station — A glimpse into the town’s past and its railway history.
- Thatcher Brook — Peaceful waters and pretty walking trails.
Distances to popular destinations:
- Downtown Waterbury — A half-mile away, renowned for its boutiques, cafes, and craft breweries.
- Burlington, VT — About 27 miles to the northwest, you’ll find the Church Street Marketplace with unique shops and eateries, and Echo Lake Aquarium and Science Center by the waterfront.
- Stowe, VT — Roughly 10 miles north, a hub for skiing and mountain activities, especially at the popular Stowe Mountain Resort.
Willow Vermont
Where: 369 Dover Rd, South Newfane, VT
Cost: $325/night
Reason to go: This treehouse in southern Vermont offers an elevated view of a scenic pond. It’s designed with an A-frame structure and made of cedar and copper, reflecting the local architecture. With both air conditioning and heating, it’s comfortable across all seasons. The galley kitchen has a microwave and mini fridge.
There’s a loft bedroom, living area, and bathroom, equipped with linens and toiletries, including locally made soap. Guests staying at the treehouse also benefit from a daily continental breakfast in the main house, with an additional hot option available on weekends.
Nearby attractions:
- Newfane Village Historic District — A walk through history with well-preserved 18th and 19th-century buildings.
- Adams Grist Mill Museum — Offers a peek into the area’s milling history and its significance in the community.
- Rock River — Perfect of light hikes and picnics.
Distances to popular destinations:
- Downtown Brattleboro — Just 10 miles to the south, an artistic town with galleries, theaters, and local craft markets.
- Mount Snow, VT — Approximately 20 miles to the west, popular for skiing, snowboarding, and mountain biking adventures.
- Keene, NH — Roughly 25 miles to the southeast, known for its Pumpkin Festival.
Note: Prices are accurate at the time of publication but may be subject to change.
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