Book Bed and Breakfast in Chester

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Featured B&B in Chester

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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 Chester

    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle, Annapolis, MD
    The price is $199 per night from May 7 to May 8
    $199
    includes taxes & fees
    $145 per night
    May 7 - May 8
    8.8/10 Excellent! (1,759 reviews)
    Country Inn & Suites by Radisson, Annapolis, MD

    Country Inn & Suites by Radisson, Annapolis, MD

    2600 Housley Road, Annapolis, MD
    The price is $110 per night from May 8 to May 9
    $110
    includes taxes & fees
    $97 per night
    May 8 - May 9
    8.8/10 Excellent! (1,002 reviews)
    The Westin Annapolis

    The Westin Annapolis

    100 Westgate Cir, Annapolis, MD
    The price is $170 per night from May 4 to May 5
    $170
    includes taxes & fees
    $149 per night
    May 4 - May 5
    8.6/10 Excellent! (1,000 reviews)

Bed and Breakfast

Book a bed and breakfast in Chester
A romantic getaway awaits when you book a bed and breakfast in Chester. 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 Chester 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 Chester, 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 Chester? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Chester B&B essential information

Accommodation
12 B&B
Lowest Price
$110
Highest Price
$544
Popular accommodation
The Oaks Waterfront, Parsonage Inn, George Brooks House B&B, The Inn at Tacaro Estate, Flag House Inn, Hummingbird Inn, Inn at Huntingfield Creek, Robert Morris Inn, Inn at Horn Point