Tucked Between Boston And Vermont Are 13 New England’s Most Enchanting Holiday Retreats

Hotels
By Catherine Hollis

Craving a snow globe escape between Boston and Vermont? These holiday retreats wrap you in twinkle lights, wood smoke, and fresh powder while keeping hot cocoa within reach. You will find ski-in ease, firelit libraries, and spa days that melt away the chill. Let this curated list guide you to your next cozy winter tradition.

1. Green Mountain Inn – Stowe, VT

© Green Mountain Inn

Main Street sparkles and the Green Mountain Inn feels like stepping into a snow-dusted storybook. You slip into the outdoor heated pool while flakes swirl, then thaw by a crackling hearth. Classic rooms pair quilted comfort with polished New England charm.

Breakfast brings maple-forward pancakes that fuel a day on nearby trails. After shopping village boutiques, follow the inn’s creaky floors to a fireside nook and unwind. The friendly staff remembers your name, making holidays feel easy, relaxed, and warmly familiar.

2. Topnotch Resort – Stowe, VT

© Topnotch Resort

When spa days call, Topnotch answers with eucalyptus steam and hushed relaxation rooms. You float from massage to outdoor hot tubs, watching snow settle on birch branches. Rooms are crisp and modern, edges softened by thick robes and mountain views.

Pick up a racket at the tennis center or clip into skis a short ride away. Dinner balances Vermont farm flavors with polished service, leaving you content and cozy. End the night by a fire pit, cheeks pink, spirit calm.

3. von Trapp Family Lodge & Resort – Stowe, VT

© von Trapp Family Lodge & Resort

You hear a hint of the Alps in every hallway at the von Trapp Family Lodge. Wide meadows invite cross-country skiing, and the bierhall pours crisp lagers brewed onsite. Rooms open to sweeping valley views that glow at sunset.

After a day on groomed trails, settle into hearty Austrian fare and share strudel by candlelight. The vibe is wholesome, musical, and quietly magical. Wake early to watch pastel light paint the snow, then glide into another peaceful morning.

4. Stowe Village Inn – Stowe, VT

© Stowe Village Inn

Right in the heart of town, Stowe Village Inn makes browsing bakeries and gear shops effortless. Rooms feel personal, with local art and soft throws that invite lingering. You can stroll to dinner and wander back under twinkling lights.

Morning brings fresh coffee and plans for the mountain or a lazy walk by the river. Even on stormy nights, the inn hums with quiet cheer. It is the kind of hideaway that turns a quick weekend into a tradition.

5. Edson Hill – Stowe, VT

© Edson Hill

Edson Hill feels like your private estate tucked into the forest. Cottages glow with modern fireplaces and four poster beds, while the manor’s dining room glimmers with candlelight. Outside, groomed Nordic trails trace silent woods.

After a sleigh ride, sip something warming in the tavern and watch the snow deepen. Breakfast is thoughtful and local, the kind that turns a day radiant. You leave with rosy cheeks and a mind that finally unclenched.

6. Stone Hill Inn – Stowe, VT

© Stone Hill Inn

If you want quiet, Stone Hill Inn whispers it. Spacious suites come with in-room fireplaces and deep tubs that steam away the chill. Tall windows open to still, frosted woods where time moves slowly.

Breakfast arrives as an artful feast, attentive yet unhurried. Spend the afternoon snowshoeing the back acres, then return to champagne by the fire. With no bustle, conversations deepen, shoulders drop, and the holiday glow lingers long after checkout.

7. The Lodge at Spruce Peak – Stowe, VT

© The Lodge at Spruce Peak, a Destination by Hyatt Hotel

Snow drifts hush the mountain while the gondola hums overhead, and you are steps from adventure. Ski-in convenience means first tracks at dawn and hot tubs under starry skies at dusk. Inside, stone fireplaces glow and the lobby smells like pine.

Treat yourself to a spa ritual, then wander to dinner where Vermont cheddar and maple sing. If little ones are with you, skating and s’mores make bedtime stories easy. Wake to a pink sunrise over Mt. Mansfield and feel time slow.

8. Miraval Berkshires Resort and Spa – Lenox, MA

© Miraval Berkshires Resort and Spa

Miraval Berkshires invites you to breathe deeper and move more gently. Morning yoga faces a silvered forest, and spa time stretches into the afternoon without guilt. Mindful activities span aerial yoga, horsemanship, and silent hikes in sparkling snow.

Meals are beautiful and nourishing, proof that wellness and flavor can coexist. Unplug a little, journal a lot, and let the hush of winter do the rest. You leave feeling lighter, clearer, and ready to carry balance home.

9. The Red Lion Inn – Stockbridge, MA

© The Red Lion Inn

There is a timeless glow at The Red Lion Inn, where window candles flicker over a snowy green. Hallways showcase creaky floors and a trove of antiques that tell stories. Settle into the tavern for chowder and a warming toddy.

Norman Rockwell vibes are real here, especially when carols drift through town. Rooms vary from charming nooks to generous suites, all steeped in history. You will feel wrapped in tradition, like stepping into a beloved postcard.

10. Chambery Inn – Lee, MA

© Chambery Inn

This former schoolhouse turns lessons into leisure, with chalkboard headboards and soaring windows. Suites feel whimsical yet plush, perfect for curling up after Berkshire adventures. Walk to Lee’s main street for chocolate, antiques, and small town sparkle.

Return to big soaking tubs and thick duvets that hush the evening. The vibe is playful, personal, and quietly romantic. Wake to breakfast delivered to your door, then head for trails, museums, or a blustery scenic drive.

11. Canyon Ranch Lenox – Lenox, MA

© Canyon Ranch Lenox

At Canyon Ranch Lenox, wellness is the itinerary. Expert guides tailor fitness, nutrition, and mindfulness to your goals, while the spa unknots every tight place. Snow softens the grounds, making contemplative walks feel sacred.

Between lectures and laps, you savor vibrant, healthy meals that never feel like compromise. Evenings glow with quiet satisfaction and a sense of reset. You will head home recharged, with practical habits that actually stick.

12. Chatham Bars Inn – Chatham, MA

© Chatham Bars Inn

Winter at the shore is a secret worth sharing, and Chatham Bars Inn proves it. Winds sweep the beach clean as gulls arc overhead, while cottages glow against slate blue seas. Fire pits and blankets turn stargazing into an easy ritual.

Inside, seafood is pristine and service polished but warm. Wander into town for galleries, then watch the lighthouse blink goodnight. You will fall for Cape Cod’s quiet season, where space expands and time loosens.

13. Sterling Ridge Resort – Jeffersonville, VT

© Sterling Ridge Resort

Log cabins tucked among pines make Sterling Ridge feel like your own snowbound village. Light the woodstove, watch flakes drift past picture windows, and lean into the hush. Trails start at your doorstep for snowshoeing and peaceful rambles.

After a day at nearby Smugglers Notch, return for board games and something simmering on the stove. It is simple, cozy, and wonderfully unplugged. You will remember the scent of fresh logs long after the drive home.