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Inspiring itineraries #6: Boston to the Berkshires

Posted by Caroline on July 20th, 2011

Enjoy a big short-break adventure, combining hip, historic city stay with chic country escape. This month’s double-destination mini-vacation prescribes a crammer course in Massachusetts’ cultural capital, followed by a dose of fresh air in leafy New England…

Compact cornerstone of American history, Boston promises remarkable architecture, exciting dining and an arty atmosphere. Pack comfy shoes and explore original brownstone neighbourhoods such as Beacon Hill and the Back Bay on foot. Stumble upon corner cafés, curious boutiques and keep-to-yourself restaurants, and stimulate the grey matter as you wander through the welcoming, museum-studded campuses of Harvard and MIT. Let the Institute of Contemporary Art lure you south to the regenerated waterfront, then hit fashion-forward store Louis and peruse designer labels guilt-free: this town doesn’t apply taxes to clothes.

September to early October, the weather is mild, tourists are few and Bostonians are extra smiley after summers in Cape Cod. Beaux Arts beauty XV Beacon Hotel off Boston Common beckons with luxe lodgings and melt-in-the-mouth Kobe beef dumplings. Epicureans, try a zingy Winning Greyhound cocktail steps from Faneuil Hall at Romanesque city slicker Ames Hotel: its DJ-fuelled bar buzzes Thursday through Saturday. Love lobster rolls? They don’t come fresher than the ones at The Barking Crab. Make like a true local: take in a baseball game – the Red Sox play at Fenway Park, the nation’s oldest stadium, throughout the summer.

From city thrills to the great outdoors: activities abound year-round in the forest-clad Berkshires: Massachusetts’ hills are alive with art, theatre, music and more. In fall, gold and russet foliage lures aesthetes to its colourful countryscape; in winter, skiers adore its snow-covered slopes and cross-country trails. Late November sees Shakespeare & Company don jerkins for a three-day festival honoring the Bard. Base yourself at Blantyre – elegant English manor with a splash of Scottish castle – and have hiking, tennis, golf, ice-skating, snow-shoeing and cookery classes on your doorstep. Tanglewood in Lenox is the summer home of the Boston Symphony Orchestra; nearby Wheatleigh appeals to sybaritic senses with its Florentine palazzo feel and French fine dining. What are you waiting for? Let us help you pack an epic journey into one tiny New England trip…

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ROAD TRIP ADDRESS BOOK: WHERE TO STAY

XV Beacon Boston

Style Stately city stay
Setting Beside Boston Common

Set in a peaceful, leafy stretch of Boston’s historic centre, this classic hotel hides original cage elevators, art deco furnishings and impeccably friendly service behind a beautiful Beaux Arts façade.

Doubles from US$375. More details

Ames Hotel Boston

Style Restyled Romanesque retreat
Setting
Towering Financial District

Historically housed in a shovel company’s former HQ, this 13-storey, 19th-century building has ravishing Romanesque windows, high ceilings and its own hipster hangout.

Doubles from US$275. More details

Wheatleigh Berkshires

Style Refined Florentine palazzo
Setting
Bucolic Berkshires hilltop

A late-19th century mansion perched on a grand, green knoll, Wheatleigh blends the ornate grandeur of a 16th-century Florentine palazzo with every modern comfort you’d expect, including fine French dining, lush landscaped grounds and a gallery-load of contemporary art.

Doubles from US$715. More details

Blantyre Berkshires

Style Old-fashioned opulence
Setting
Burnt orange woodland

Just outside Lenox, this grand old hotel is a remnant from the gilded turn of the last century. Ivy-clad and elegant, from the outside it looks like a mix of an English manor and Scottish castle. Inside, it’s all roaring fires, antique accessories and cheese fondue whenever you want it.

Doubles from US$675. More details

See our boutique hotel collection or call our expert Travel Team +44 (0)20 8987 4312 to plan the most exciting escape possible.

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One Response to “Inspiring itineraries #6: Boston to the Berkshires”

  1. Hi,
    I am planning a trip to Manchester and little worried about hotels to stay out there. Your list of hotels helps me alot.
    Thanks

    By Alex

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