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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Featured B&B in Historic Route 66

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (477)
"Loved the shared kitchen access! "
The price is AU$299
includes taxes & fees
6 Oct - 7 Oct
The Sono Chicago
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (185)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is AU$374
includes taxes & fees
29 Oct - 30 Oct
The Publishing House B&B
The Lodge at Grant's Trail
Miscellaneous

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (454)
"Amazing stay!"
The price is AU$236
includes taxes & fees
15 Oct - 16 Oct
The Lodge at Grant's Trail
Walnut Street Inn
Suite, 1 Queen Bed

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (190)
"You for the comfortable stay"
The price is AU$172
includes taxes & fees
9 Oct - 10 Oct
Walnut Street Inn
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (484)
"The space was neat and clean. The bed was really nice comfortable and the breakfast being available whenever was nice to have! Other guests were not an issue and checkin/checkout was very easy."
The price is AU$285
includes taxes & fees
22 Oct - 23 Oct
House 5863 - Chicago Bed and Breakfast
Benton Park Inn
Hallway

Benton Park Inn

3.5 star property
9.6 out of 10, Exceptional, (301)
"Very inviting. Spacious room. Excellent breakfast. "
The price is AU$224
includes taxes & fees
19 Oct - 20 Oct
Benton Park Inn
The Mansion at Elfindale
Porch

The Mansion at Elfindale

3.5 star property
9.4 out of 10, Exceptional, (222)
"Very unique and cool place to stay"
The price is AU$181
includes taxes & fees
15 Oct - 16 Oct
The Mansion at Elfindale
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (378)
"Absolutely one of the best stays I’ve ever had. "
The price is AU$288
includes taxes & fees
6 Oct - 7 Oct
Ray's Bucktown B&B
Two Hearts Inn
Property entrance

Two Hearts Inn

4.0 star property
9.0 out of 10, Wonderful, (318)
" Beautiful property, excellent service, delicious food with generous portions"
The price is AU$293
includes taxes & fees
12 Oct - 13 Oct
Two Hearts Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
The price is AU$428
includes taxes & fees
27 Oct - 28 Oct
Villa D' Citta
WangShi China Palace B&B
Property entrance

WangShi China Palace B&B

3.5 star property
9.4 out of 10, Exceptional, (98)
"Quiet and staff was super friendly we even met his daughter "
The price is AU$401
includes taxes & fees
4 Oct - 5 Oct
WangShi China Palace B&B
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (610)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
The price is AU$183
includes taxes & fees
5 Oct - 6 Oct
The Villa Toscana
Vrooman Mansion B&B
Lobby

Vrooman Mansion B&B

2.5 star property
9.4 out of 10, Exceptional, (279)
"Unique and Historical Property. Would stay again. "
The price is AU$353
includes taxes & fees
25 Oct - 26 Oct
Vrooman Mansion B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (79)
"Clean room beautiful.yards convenient"
The price is AU$154
includes taxes & fees
6 Oct - 7 Oct
Dorothy's
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (71)
"The owners were amazing and the property was a gem. Homecooked omelets in the morning were a bonus. "
The price is AU$268
includes taxes & fees
19 Oct - 20 Oct
Loba Luna Bed & Breakfast
Red Horse Bed and Breakfast
Gazebo

Red Horse Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (237)
"Staff and food were excellent. Beautiful and well maintained."
The price is AU$287
includes taxes & fees
3 Nov - 4 Nov
Red Horse Bed and Breakfast
Duets Bed & Breakfast
Luxurious Urban Suite 2 | Living area

Duets Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (8)
"It was amazing. Make sure to visit the church recording studio as well"
The price is AU$558
includes taxes & fees
4 Oct - 5 Oct
Duets Bed & Breakfast
Bottger Mansion of Old Town
Outdoor dining

Bottger Mansion of Old Town

3.5 star property
9.6 out of 10, Exceptional, (141)
"It was in walking distance to many shops & restaurants "
The price is AU$288
includes taxes & fees
2 Nov - 3 Nov
Bottger Mansion of Old Town
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is AU$389
includes taxes & fees
3 Nov - 4 Nov
Harvey House Bed & Breakfast
Red Garter Inn
Classic Room, 2 Queen Beds | City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (484)
"very beautiful place to stay"
The price is AU$253
includes taxes & fees
7 Oct - 8 Oct
Red Garter Inn
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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Top Historic Route 66 Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Staff was excellent. Decor was very elegant and classy. Enjoyed my two nights here."
Lauren 2-night trip
Posted 2 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Historic Route 66

Find out more about Historic Route 66

Historic Route 66 B&B information

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