Weekend Getaways from Philadelphia: Catskills and Berkshires

    The Poconos, the Catskills and the Berkshires compared as weekend trips from Philadelphia, by drive time and kind of lodging.

    Catskills landscape

    Three mountain and hill-country areas are within a weekend's drive of Philadelphia. The Poconos and the Delaware Water Gap, under two hours north, are the closest, with lake properties, family resorts and cabins. The Catskills, about 2.5 to 3.5 hours away, have many independent inns and design hotels. The Berkshires, about 3.5 to 4 hours away, add a summer arts calendar and New England inns.

    The Poconos suit a single night or a family trip, the Catskills suit a weekend built around inns and the outdoors, and the Berkshires suit a longer weekend with concerts or museums. The choice comes down to how long a drive is acceptable and what the weekend is for.

    Under Two Hours: The Poconos and Delaware Water Gap

    The Poconos cover a wide area of northeastern Pennsylvania, from the Delaware Water Gap north toward Scranton, and most of their lodging is family resorts, lakefront properties and cabin rentals that serve both Philadelphia and New York City. The Delaware Water Gap National Recreation Area covers about 70,000 acres along the Delaware River between Pennsylvania and New Jersey, with hiking, swimming and paddling.

    The Poconos are not listed in The Ridge Guide, which covers independent mountain lodging in New York and New England, so travelers looking for Pocono properties should use regional tourism resources. The sections below cover the Catskills and the Berkshires.

    Two to Three Hours: The Catskills

    The Catskills are about 2.5 to 3.5 hours from Philadelphia by car. Sullivan County, around Livingston Manor, and the Woodstock area are at the shorter end of that range, and the northern Catskills around Hunter and Windham at the longer end. Woodstock and Phoenicia have many inns within a short drive of each other. The Catskill Forest Preserve covers about 290,000 acres of public land across the region.

    Many of the Catskills' boutique hotels have opened since 2010, mostly with New York City guests in mind, and weekends fill with city travelers in summer and foliage season. From Philadelphia the drive is usually 30 to 60 minutes longer than from Manhattan, so a Friday departure suits a two-night stay.

    The Woodstock Inn on the Millstream

    The Woodstock Inn on the Millstream

    Woodstock · Inn · $$

    On the Millstream, a short walk from Woodstock village. Nineteen rooms with private…

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    Shandaken Inn

    Shandaken Inn

    Phoenicia & Mount Tremper · Inn · $$$

    A late-1920s golf clubhouse, reopened in 2019 with 15 rooms and 3 cottages. The Esopus…

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    Three Hours North: The Berkshires

    The Berkshires are about 3.5 to 4 hours from Philadelphia, longer than from New York or Boston, so they make a less natural quick trip than the Catskills. They do have something the other two lack: the summer arts calendar of Tanglewood, MASS MoCA and Jacob's Pillow, and New England inns around Lenox, Stockbridge and Great Barrington. The Massachusetts DCR manages Mount Greylock and several other state reservations with hiking and cross-country skiing.

    From Philadelphia, the Berkshires suit a longer weekend, arriving Friday evening and leaving Sunday, so the extra driving is spread over two full days there.

    Canyon Ranch Lenox

    Canyon Ranch Lenox

    Lenox & Lee · Resort / Wellness · $$$$

    Medical staff, nutritionists and fitness programming on site. All-inclusive rates. A…

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    Miraval Berkshires

    Miraval Berkshires

    Lenox & Lee · Resort / Wellness · $$$$

    The former Cranwell estate, built around the 1894 Wyndhurst Mansion. All-inclusive…

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    How the Three Regions Compare for a Weekend Stay

    The Poconos are the closest and suit a single night, families with young children or a trip built around a lake. The Catskills have more independent inns and design hotels, farm-to-table restaurants and hiking in the Forest Preserve. The Berkshires add museums, music and New England village inns, for 30 to 60 minutes more driving each way.

    Catskills and Berkshires weekend rates rise in summer and foliage season, and both are easier to book midweek and in winter and spring. The Poconos have the widest spread of prices, from lakefront motels to full-service family resorts.

    Scribner's Catskill Lodge

    Scribner's Catskill Lodge

    Hunter & Tannersville · Lodge · $$$

    Year-round heated pool. The Rounds cabins with soaking tubs and oculus skylights. Prospect…

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    Eastwind Hotel & Bar

    Eastwind Hotel & Bar

    Windham · Boutique Hotel · $$$

    Lushna cabins from 150-square-foot A-frames to suites with kitchenettes. A breakfast…

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    Seasonal Considerations

    All three regions are open year-round. The Catskills are busiest in summer, during fall foliage from mid-September to mid-October, and in ski season from December through March. The Berkshires are busiest in summer for Tanglewood and the theaters and in October for foliage, and quieter in winter. The Poconos peak in summer on the lakes and in winter at ski areas such as Camelback and Jack Frost.

    From Philadelphia, spring, from April through Memorial Day, usually has more open rooms and lower rates in both the Catskills and the Berkshires. Fall foliage weekends fill first and need booking furthest ahead.


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