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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Featured B&B in Historic Route 66

Dorothy's
5 bedrooms, free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (42)
"Great little spot with all you need. Clean, cozy and a great breakfast!"
The price is S$150
includes taxes & fees
16 Jun - 17 Jun
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (564)
"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 S$145
includes taxes & fees
16 Jun - 17 Jun
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, (420)
"The breakfast was wonderful."
The price is S$218
includes taxes & fees
16 Jun - 17 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 S$299
includes taxes & fees
17 Jun - 18 Jun
Ray's Bucktown B&B
Walnut Street Inn
1 bedroom, individually decorated, individually furnished

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (169)
"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, (458)
"Great location and hospitality! "
The price is S$269
includes taxes & fees
22 Jun - 23 Jun
The Sono Chicago
Red Garter Inn
City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (464)
"Great stay! "
The price is S$214
includes taxes & fees
16 Jun - 17 Jun
Red Garter Inn
WangShi China Palace B&B
Property entrance

WangShi China Palace B&B

3.5 star property
9.4 out of 10, Exceptional, (91)
"This place has great staff and wonderful food. Very peaceful and quite with a great view. "
The price is S$340
includes taxes & fees
16 Jun - 17 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, (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 S$233
includes taxes & fees
18 Jun - 19 Jun
Trapper's Rendezvous
Benton Park Inn
Front of property

Benton Park Inn

3.5 star property
9.6 out of 10, Exceptional, (285)
"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 S$208
includes taxes & fees
17 Jun - 18 Jun
Benton Park Inn
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (473)
"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 S$198
includes taxes & fees
16 Jul - 17 Jul
House 5863 - Chicago Bed and Breakfast
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (60)
"Great place.... Very friendly and. accomodating. Rooms were nice. Clean. Easily accessed"
The price is S$227
includes taxes & fees
18 Jun - 19 Jun
Loba Luna Bed & Breakfast
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (246)
"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
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 S$377
includes taxes & fees
29 Jun - 30 Jun
The Publishing House B&B
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 S$385
includes taxes & fees
16 Jun - 17 Jun
Harvey House Bed & Breakfast
Elden Trails Bed and Breakfast
Terrace/patio

Elden Trails Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (114)
"The property is cute and clean. I have to check out early, however, they are willing to accommodate me and bring my breakfast earlier! Very wonderful couple."
The price is S$252
includes taxes & fees
22 Jun - 23 Jun
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 S$243
includes taxes & fees
1 Jul - 2 Jul
Bottger Mansion of Old Town
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (101)
"great B&B and so much more. Friendly and helpful staff, this is my 3rd time here"
The price is S$344
includes taxes & fees
16 Jun - 17 Jun
Villa D' Citta
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 S$917
includes taxes & fees
16 Jun - 17 Jun
Harwelden Mansion
El Farolito Bed & Breakfast Inn
Garden

El Farolito Bed & Breakfast Inn

3.5 star property
9.8 out of 10, Exceptional, (86)
"Loved the decor in our room. Breakfast was very good and the staff was very attentive and friendly."
The price is S$399
includes taxes & fees
16 Jun - 17 Jun
El Farolito Bed & Breakfast 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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