Search B&B in Historic Route 66

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 24 B&B in Historic Route 66 with updated reviews, rates, and availability.

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (558)
"Super easy to find parking, quick walk to cubs game and bars after. Safe neighborhood and the greatest pizza place right through the gate. It was awesome!"
The price is AED 419
AED 638 total
includes taxes & fees
5 Jun - 6 Jun
The Villa Toscana
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (39)
"I initially came up to Chicago from Indiana and had found this place to stay for my duration. The area was lovely, arrangements were excellent and I loved the cottage feel to the Bed N’ Breakfast next door. If I’m ever in Chicago for another concert or to see more of the place, I’m coming back to Dorothy’s."
The price is AED 408
AED 607 total
includes taxes & fees
4 Jun - 5 Jun
Dorothy's
The Lodge at Grant's Trail
Exterior

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (416)
"The breakfast was wonderful."
The price is AED 514
AED 592 total
includes taxes & fees
9 Jun - 10 Jun
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, (356)
"Breakfast was great, the staff was kind, and it was a pleasant surprise. "
The price is AED 658
AED 743 total
includes taxes & fees
3 Jun - 4 Jun
Ray's Bucktown B&B
The Mansion at Elfindale
Porch

The Mansion at Elfindale

3.5 star property
9.4 out of 10, Exceptional, (213)
"Great place to stay and full of history "
The price is AED 386
AED 438 total
includes taxes & fees
3 Jun - 4 Jun
The Mansion at Elfindale
Red Garter Inn
Classic Room, 2 Queen Beds | City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (458)
"Great stay! "
The price is AED 521
AED 614 total
includes taxes & fees
15 Jun - 16 Jun
Red Garter Inn
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (58)
"Great place.... Very friendly and. accomodating. Rooms were nice. Clean. Easily accessed"
The price is AED 613
AED 651 total
includes taxes & fees
9 Jun - 10 Jun
Loba Luna Bed & Breakfast
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (456)
"Was very warm and welcoming.. room was clean and updated… staff was friendly..! Had a great time…"
The price is AED 643
AED 755 total
includes taxes & fees
4 Jun - 5 Jun
The Sono Chicago
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (176)
"Incredible service, amazing breakfast and gorgeous rooms."
The price is AED 603
AED 681 total
includes taxes & fees
29 Jun - 30 Jun
The Publishing House B&B
Bottger Mansion of Old Town
Outdoor dining

Bottger Mansion of Old Town

3.5 star property
9.6 out of 10, Exceptional, (133)
"Great room, service, and wonderful breakfast!"
The price is AED 602
AED 697 total
includes taxes & fees
29 Jun - 30 Jun
Bottger Mansion of Old Town
WangShi China Palace B&B
Property entrance

WangShi China Palace B&B

3.5 star property
9.4 out of 10, Exceptional, (90)
"This place has great staff and wonderful food. Very peaceful and quite with a great view. "
The price is AED 826
AED 974 total
includes taxes & fees
31 May - 1 Jun
WangShi China Palace B&B
Trapper's Rendezvous
Front of property

Trapper's Rendezvous

4.0 star property
9.8 out of 10, Exceptional, (29)
"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 AED 585
AED 690 total
includes taxes & fees
3 Jun - 4 Jun
Trapper's Rendezvous
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (244)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is AED 1,094
AED 1,284 total
includes taxes & fees
10 Jun - 11 Jun
Wicker Park Inn
Casa Culinaria The Gourmet Inn
Terrace/patio

Casa Culinaria The Gourmet Inn

3.5 star property
9.6 out of 10, Exceptional, (246)
"The owners (man/wife) were wonderful, very personable. The Chef (the wife) was amazing and her brunches were incomparable!"
The price is AED 694
AED 800 total
includes taxes & fees
1 Jun - 2 Jun
Casa Culinaria The Gourmet Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (100)
"What a wonderful and unique place where everything is so beautifully decorated with the owners personalized touch. The kitchen and amenities are exceptional and the best part was breakfast and visiting with Gina. Will be our only go-to now in Chicago."
The price is AED 1,094
AED 1,284 total
includes taxes & fees
2 Jun - 3 Jun
Villa D' Citta
Benton Park Inn
Front of property

Benton Park Inn

3.5 star property
9.6 out of 10, Exceptional, (283)
"We had a wonderful stay! Host was friendly and had great suggestions for dining and activities. The house was absolutely charming! Will definitely stay again."
The price is AED 511
AED 597 total
includes taxes & fees
1 Jun - 2 Jun
Benton Park Inn
Bobcat Inn Bed and Breakfast
Courtyard view

Bobcat Inn Bed and Breakfast

3.0 star property
9.6 out of 10, Exceptional, (80)
"Wonderful choice and we would definitely stay here again. Great hosts. Fully cooked breakfast each morning and charming Inn. "
Bobcat Inn Bed and Breakfast
Harwelden Mansion
Front of property

Harwelden Mansion

3.5 star property
10.0 out of 10, Exceptional, (26)
"Wonderful place to stay we will be back!"
The price is AED 2,314
AED 2,627 total
includes taxes & fees
13 Jun - 14 Jun
Harwelden Mansion
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 AED 962
AED 1,068 total
includes taxes & fees
2 Jun - 3 Jun
Harvey House Bed & Breakfast
Red Horse Bed and Breakfast
Gazebo

Red Horse Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (233)
"Staff and food were excellent. Beautiful and well maintained."
Red Horse Bed and Breakfast
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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