Find the Best Historic Route 66 Bed and Breakfast

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Check prices for these dates

Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug

Browse Select Historic Route 66 B&B

Dorothy's
Full-sized fridge, microwave, toaster oven, cookware/dishes/utensils

Dorothy's

3.0 star property
8.6 out of 10, Excellent, (48)
"Great little spot with all you need. Clean, cozy and a great breakfast!"
The price is £83
includes taxes & fees
2 Jul - 3 Jul
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (575)
"Was a great stay!"
The price is £88
includes taxes & fees
2 Jul - 3 Jul
The Villa Toscana
The Lodge at Grant's Trail
Exterior

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (431)
"It was great!"
The price is £119
includes taxes & fees
13 Jul - 14 Jul
The Lodge at Grant's Trail
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (362)
"Always a treat to stay at Ray’s. Funky kitschy decor from bygone years. By far THE BEST breakfast menu! "
The price is £134
includes taxes & fees
8 Jul - 9 Jul
Ray's Bucktown B&B
Walnut Street Inn
Suite, 1 Queen Bed | 1 bedroom, individually decorated, individually furnished

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (175)
"I have always loved staying at the Walnut Street Inn. Comfortable rooms, great staff and yummy breakfast!"
Walnut Street Inn
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (463)
"Excellent location. Beautiful property, extremely clean."
The price is £122
includes taxes & fees
2 Jul - 3 Jul
The Sono Chicago
WangShi China Palace B&B
Property entrance

WangShi China Palace B&B

3.5 star property
9.4 out of 10, Exceptional, (93)
"It was what I need I loved the whole site of the property can't wait too come back "
The price is £193
includes taxes & fees
6 Jul - 7 Jul
WangShi China Palace B&B
Red Garter Inn
Classic Room, 2 Queen Beds | City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (469)
"Great stay! "
The price is £115
includes taxes & fees
14 Jul - 15 Jul
Red Garter Inn
Trapper's Rendezvous
Front of property

Trapper's Rendezvous

4.0 star property
9.8 out of 10, Exceptional, (30)
"Great spot! Very close to historic Route 66, and other attractions. Very clean, easy check-in, and love the fire pits/giant Jenga/hammocks on site."
The price is £128
includes taxes & fees
2 Jul - 3 Jul
Trapper's Rendezvous
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (474)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is £144
includes taxes & fees
8 Jul - 9 Jul
House 5863 - Chicago Bed and Breakfast
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (62)
"The team here was fantastic and the food was amazing! We highly recommend! "
The price is £129
includes taxes & fees
2 Jul - 3 Jul
Loba Luna Bed & Breakfast
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"This was an amazing place to stay, highly recommended for something quiet and relaxing."
The price is £218
includes taxes & fees
8 Jul - 9 Jul
Harvey House Bed & Breakfast
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (177)
"Incredible service, amazing breakfast and gorgeous rooms."
The price is £168
includes taxes & fees
27 Jul - 28 Jul
The Publishing House B&B
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (247)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
Elden Trails Bed and Breakfast
Terrace/patio

Elden Trails Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (115)
"Very pleasant stay. Situated well for the things we wanted to do in the area."
Elden Trails Bed and Breakfast
Bottger Mansion of Old Town
Outdoor dining

Bottger Mansion of Old Town

3.5 star property
9.6 out of 10, Exceptional, (134)
"Great room, service, and wonderful breakfast!"
The price is £138
includes taxes & fees
7 Jul - 8 Jul
Bottger Mansion of Old Town
Inn Of The Turquoise Bear
View from room

Inn Of The Turquoise Bear

4.0 star property
9.8 out of 10, Exceptional, (67)
"This is a beautiful place, a quiet peaceful oasis in the city "
Inn Of The Turquoise Bear
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (103)
"great B&B and so much more. Friendly and helpful staff, this is my 3rd time here"
The price is £225
includes taxes & fees
8 Jul - 9 Jul
Villa D' Citta
Bobcat Inn Bed and Breakfast
Front of property

Bobcat Inn Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (82)
"Location and the accomodation were lovely and the hosts were incredibly friendly and helpful."
Bobcat Inn Bed and Breakfast
Harwelden Mansion
Front of property

Harwelden Mansion

3.5 star property
10.0 out of 10, Exceptional, (26)
"Beautiful historic property in amazing condition. It was a delightful stay!"
The price is £521
includes taxes & fees
9 Jul - 10 Jul
Harwelden Mansion
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.
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