Book Bed and Breakfast in Cheshire

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Featured B&B in Cheshire

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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 Cheshire

    Hotel Downstreet, Ascend Hotel Collection

    Hotel Downstreet, Ascend Hotel Collection

    40 Main St, North Adams, MA
    The price is $150 per night from May 20 to May 21
    $150
    includes taxes & fees
    $134 per night
    May 20 - May 21
    8.6/10 Excellent! (999 reviews)
    Life House Berkshires

    Life House Berkshires

    194 Pittsfield Rd, Lenox, MA
    The price is $133 per night from May 12 to May 13
    $133
    includes taxes & fees
    $119 per night
    May 12 - May 13
    9/10 Wonderful! (573 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 $123 per night from May 18 to May 19
    $123
    includes taxes & fees
    $111 per night
    May 18 - May 19
    9/10 Wonderful! (1,000 reviews)

Bed and Breakfast

Book a bed and breakfast in Cheshire
A romantic getaway awaits when you book a bed and breakfast in Cheshire. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Cheshire bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Cheshire, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Cheshire? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Cheshire B&B essential information

Accommodation
24 B&B
Lowest Price
$123
Highest Price
$438
Popular accommodation
The Cornell Inn, Lenox & The Berkshires, Lakehouse Inn, Shaker Mill Inn, Chambery Inn, The Trail in Adams - Berkshires’ Art Hotel, 33 Main, Brook Farm Inn, Devonfield Inn B&B, Whistler's Inn Bed & Breakfast