The Best Hotels in Okemo, Vermont, for Every Traveler

Only 6mi (10km) away from the Okema Mountain Resort, you'll find The Inn at Water's Edge
Only 6mi (10km) away from the Okema Mountain Resort, you'll find The Inn at Water's Edge | Courtesy of The Inn at Water’s Edge / Expedia
Photo of Elizabeth Miller
14 December 2020

Okemo Mountain Resort entices skiers and snowboarders with 2,200 vertical feet (671m) – the tallest in southern Vermont – of trails and glades, three terrain parks, the Nordic Center and a racing program. It’s a particular favorite with families and is less than a three-hour drive from Boston. Lodging options include quaint B&Bs and farms in surrounding towns meandering through the Green Mountains.

Jackson Gore Inn at Okemo Mountain Resort

4.2/5 (447 Reviews)
Jackson Gore
Courtesy of Jackson Gore Village / Expedia

The wings of this country-style Inn – part of the Jackson Gore Village – almost wrap around the Coleman Brook Express chairlift at the Jackson Gore Base Area at Okemo. For a little more privacy, book a stay at the village’s Adams House or Bixby House. Ski storage spares the trouble of hauling gear to your room, while the on-site tavern is reserved only for guests and property owners.

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Main + Mountain Bar and Motel

Map View
Main and Mountain
Courtesy of Main + Mountain Bar and Motel / Expedia

At Main + Mountain, 13 hotel rooms encircle the bar, meaning takeout cocktails are on the menu. Memory foam beds and gear closets cover the basics in rooms tastefully decorated with understated plaids and evocative artwork. Okemo is less than 1mi (1.6km) away, while cafes, restaurants and shops are just steps outside the door.

Castle Hill Resort and Spa

4.3/5 (60 Reviews)
Castle Hill Resort And Spa Castle Hill Resort And Spa
Courtesy of Castle Hill Resort and Spa / Expedia

Opulent wood, four-poster beds and claw-foot tubs in the guest rooms lace this romantic manor house with a period feel and land it on the Historic Hotels of America list and the National Register of Historic Places. The resort also offers multi-bedroom condominiums with contemporary comforts, such as a two-person jetted tub, vaulted ceilings, kitchens and gas fireplaces. A full-service spa, a rarity in the region, occupies the carriage house, and the Castle Library welcomes you to sip a cocktail by the fire.

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The Pointe at Castle Hill Resort and Spa

4.5/5 (382 Reviews)
The Pointe at Castle Hill
Courtesy of The Pointe at Castle Hill Resort and Spa / Expedia

The Pointe at Castle Hill hints at a rustic scene, with the occasional wagon wheel and antler chandelier, but its primary aim is for its 70 rooms and 26 suites to offer a relaxing, affordable option in Ludlow. You are also welcome at the Castle Hill Resort and Spa’s dining room, where French cuisine blends with American influences, though the town has a brewery tour worth of options to explore.

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The Inn at Water’s Edge

Bed and Breakfast, Inn
Map View
The Inn at Water's Edge 4
Courtesy of The Inn at Water’s Edge / Expedia

The white clapboard and dark window shutters of this colonial-style house are love at first sight for travelers with a soft spot for New England. The B&B’s ensuite bedrooms – each individually decorated and fully renovated in 2020 – continue the romance with plush down comforters and antique bed frames, and many have windows facing Echo Lake. In dining rooms that showcase parquet floors original to the 1878 home, you can enjoy a breakfast menu that includes pumpkin brioche french toast, biscuits with honey ham gravy, and coconut buckwheat pancakes.

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  • Fat Sheep Farm and Cabins

    Cabin, Farm
    5/5 (2 Reviews)
    Fat Sheep Farm
    Courtesy of Fat Sheep Farm and Cabins / Expedia

    This 60 acre (24ha) working farm has five private cabins, eggs and seasonal vegetables fresh from the barnyard, and is about 27mi (43km) from Okemo. Bright, airy cabins come with full-size kitchens, breakfast nooks and other cozy spaces that beg a day spent indoors while watching the snow drift over the fields. For those looking for a little more time out of their ski boots, you can help feed the animals, collect eggs and milk sheep.

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    The Kedron Valley Inn

    4.4/5 (199 Reviews)
    Kedron Valley Inn
    Courtesy of The Kedron Valley Inn / Expedia

    Rooms at the Kedron Valley Inn often include four-poster beds, soaking tubs and views of the Woodstock town center. Nods to the home’s rich history include a post office safe from the late 1800s and a staircase discovered during renovations; it may have even served as a stop on the Underground Railroad. The Ransom Tavern bakes some of the most authentic Neapolitan-style pizzas around, but start with traditional antipasti and a local beer or craft cocktail.

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    Golden Stage Inn

    Bed and Breakfast, Inn
    5/5 (8 Reviews)
    Golden Stage Inn Bed & breakfast
    Courtesy of Golden Stage Inn / Expedia

    Cheery farmhouse and floral motifs greet you at this B&B, just a 10-minute shuttle ride from Okemo. Its six standard rooms and two family suites include private bathrooms and one with an extra-long jetted tub, while rustic barn doors and antique vanities preserve touches of the 1788 building and its history as a stagecoach stop. In the common room, chocolate chip, oatmeal craisin and molasses crinkle cookies fill a bottomless jar, but the Saturday evening chocolate cake is worth a detour.

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    The Inn at Weston

    Bed and Breakfast, Inn
    Map View
    The Inn at Weston
    Courtesy of The Inn at Weston / Expedia

    Rooms and suites are spread over the main inn, carriage house and a second house at this former dairy farm, built in the early 1900s. Start your day with a full country breakfast, packed with granola, muffins, various egg dishes and sweet potato pancakes, to name a few. In the afternoon, have some tea and sweet treats, or curl up with a book and glass of wine in the B&B’s library, where a gripping read can be borrowed and mailed back once finished.

    These recommendations were updated on December 14, 2020 to keep your travel plans fresh.

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