Book Bed and Breakfast in Southold

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured B&B in Southold

Don't see what you're looking for?
See all available properties in Southold
View all properties
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 Southold

    The Shoals Suites and Slips

    The Shoals Suites and Slips

    61600 Main Rd, Southold, NY
    The price is $240 per night from May 5 to May 6
    $240
    includes taxes & fees
    $213 per night
    May 5 - May 6
    9.4/10 Exceptional! (157 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd, Old Saybrook, CT
    The price is $102 per night from May 4 to May 5
    $102
    includes taxes & fees
    $89 per night
    May 4 - May 5
    7.6/10 Good! (952 reviews)
    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road, Westbrook, CT
    The price is $246 per night from May 4 to May 5
    $246
    includes taxes & fees
    $214 per night
    May 4 - May 5
    8.6/10 Excellent! (1,001 reviews)

Bed and Breakfast

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

Southold B&B essential information

Accommodation
38 B&B
Lowest Price
$102
Highest Price
$531
Popular accommodation
The Sagaponack, The Captain Stannard, Harpoon House, Carole's Place B & B, Mill House Inn, Westbrook Inn B&B, The 1708 House, The Huntting Inn, The Homestead