Book Bed and Breakfast in Historic Route 66

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 Historic Route 66

Don't see what you're looking for?
See all available properties in Historic Route 66
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 Historic Route 66

    Club Quarters Hotel, Central Loop, Chicago

    Club Quarters Hotel, Central Loop, Chicago

    111 West Adams Street, Chicago, IL
    The price is $154 per night from May 22 to May 23
    $154
    includes taxes & fees
    $131 per night
    May 22 - May 23
    8.6/10 Excellent! (3,386 reviews)
    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    The price is $157 per night from May 11 to May 12
    $157
    includes taxes & fees
    $133 per night
    May 11 - May 12
    7.8/10 Good! (8,741 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    The price is $179 per night from May 11 to May 12
    $179
    includes taxes & fees
    $152 per night
    May 11 - May 12
    8.8/10 Excellent! (2,175 reviews)

Bed and Breakfast

Book a bed and breakfast in Historic Route 66
A romantic getaway awaits when you book a bed and breakfast in Historic Route 66. 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 Historic Route 66 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 Historic Route 66, 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 Historic Route 66? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Historic Route 66 B&B essential information

Accommodation
24 B&B
Lowest Price
$102
Highest Price
$257
Popular accommodation
The Villa Toscana, Red Garter Inn, The Lodge at Grant's Trail, Walnut Street Inn, The Publishing House B&B, Ray's Bucktown B&B, Dorothy's, Trapper's Rendezvous, Benton Park Inn