Compare Inns in Hillsdale

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Featured Inns in Hillsdale

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Hillsdale

    Life House Berkshires

    Life House Berkshires

    194 Pittsfield Rd, Lenox, MA
    The price is $110 per night from May 5 to May 6
    $110
    per night
    May 5 - May 6
    9/10 Wonderful! (232 reviews)
    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
    The price is $118 per night from May 28 to May 29
    $118
    per night
    May 28 - May 29
    8.8/10 Excellent! (868 reviews)
    The Black Swan Lee - Lenox, Ascend Hotel Collection

    The Black Swan Lee - Lenox, Ascend Hotel Collection

    435 Laurel St, Lee, MA
    The price is $101 per night from May 9 to May 10
    $101
    per night
    May 9 - May 10
    8.8/10 Excellent! (1,004 reviews)

Inns

Find a great Hillsdale inn
If you’re on the lookout for a place to stay in Hillsdale that sports special touches and décor but is less costly than a bed and breakfast, rent a room at an inn. Whether you’re staying for a day, a week or a month, Orbitz has a great selection of super-comfy Hillsdale inns to choose from.

Pick the right inn for you
The most popular hotel inns in Hillsdale merge the convenience of an inn with many of the standard features of a hotel. Think pools and gyms, without the hefty price tag.

You’ll find Hillsdale inns are located in all sort of convenient neighborhoods, making them a great option for those traveling on four wheels. They can also offer a tasty breakfast and hearty dinner, saving you the time and effort it would take to find good eats in a new place. 

If you want a space filled with loads of personality and a good helping of hospitality to boot, look out for historic inns. Privately owned with an exclusive number of rooms, you’ll receive a more personalized stay, much like a boutique hotel. No matter what type of inn you choose, you’re sure to enjoy unique experiences you won’t find anywhere else.

Hillsdale Inns essential information

Accommodation
7 Inns
Lowest Price
$101
Highest Price
$290
Popular accommodation
Apple Tree Inn, The Egremont Village Inn, Wm. Farmer & Sons, The Old Inn On The Green, Thornewood Inn, Kemble Inn, The Kemble Berkshires