Find a Bed and Breakfast in Historic Route 66 from CA $101

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Historic Route 66 B&B

Dorothy's
1 bedroom, free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (57)
"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."
The price is CA $101
CA $167 total
includes taxes & fees
Aug 3 - Aug 4
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (587)
"Was a great stay!"
The price is CA $127
CA $204 total
includes taxes & fees
Aug 3 - Aug 4
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, (440)
"Breakfasts was amazing "
The price is CA $196
CA $226 total
includes taxes & fees
Aug 3 - Aug 4
The Lodge at Grant's Trail
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (475)
"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "
The price is CA $199
CA $312 total
includes taxes & fees
Aug 3 - Aug 4
House 5863 - Chicago Bed and Breakfast
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (368)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
The price is CA $270
CA $305 total
includes taxes & fees
Aug 4 - Aug 5
Ray's Bucktown 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, (476)
"very beautiful place to stay"
The price is CA $196
CA $231 total
includes taxes & fees
Aug 4 - Aug 5
Red Garter Inn
Walnut Street Inn
Suite, 1 Queen Bed

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (182)
"This place was cozy , welcoming, and beautiful "
The price is CA $156
CA $177 total
includes taxes & fees
Aug 3 - Aug 4
Walnut Street Inn
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (65)
"Beautiful setting. Authentic southwestern adobe home with appropriate updates, true to the era. Period furniture and decor. I'd definitely stay again."
The price is CA $231
CA $245 total
includes taxes & fees
Aug 1 - Aug 2
Loba Luna Bed & Breakfast
WangShi China Palace B&B
Property entrance

WangShi China Palace B&B

3.5 star property
9.2 out of 10, Wonderful, (95)
"It was what I need I loved the whole site of the property can't wait too come back "
The price is CA $311
CA $367 total
includes taxes & fees
Aug 1 - Aug 2
WangShi China Palace B&B
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (249)
"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!"
The price is CA $311
CA $365 total
includes taxes & fees
Aug 11 - Aug 12
Wicker Park Inn
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (465)
"Excellent location. Beautiful property, extremely clean."
The price is CA $294
CA $345 total
includes taxes & fees
Aug 6 - Aug 7
The Sono Chicago
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 CA $206
CA $243 total
includes taxes & fees
Aug 7 - Aug 8
Trapper's Rendezvous
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
The price is CA $284
CA $320 total
includes taxes & fees
Aug 20 - Aug 21
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, (114)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is CA $362
CA $415 total
includes taxes & fees
Aug 4 - Aug 5
Harvey House Bed & Breakfast
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (104)
"Would stay again anytime!!"
The price is CA $412
CA $484 total
includes taxes & fees
Aug 6 - Aug 7
Villa D' Citta
Harwelden Mansion
Front of property

Harwelden Mansion

3.5 star property
10.0 out of 10, Exceptional, (27)
"The Sycamore Suite was very comfortable and inviting. Lots of room. The patio was nice as well. Beautiful grounds. "
The price is CA $871
CA $989 total
includes taxes & fees
Aug 4 - Aug 5
Harwelden Mansion
Bobcat Inn Bed and Breakfast
Courtyard view

Bobcat Inn Bed and Breakfast

3.0 star property
9.6 out of 10, Exceptional, (83)
"Excellent staff property b+ area away from all attractions "
Bobcat Inn Bed and Breakfast
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."
The price is CA $245
CA $272 total
includes taxes & fees
Aug 7 - Aug 8
Elden Trails Bed and Breakfast
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 "
The price is CA $484
CA $558 total
includes taxes & fees
Aug 12 - Aug 13
Inn Of The Turquoise Bear
Four Kachinas Bed & Breakfast Inn
Balcony

Four Kachinas Bed & Breakfast Inn

3.5 star property
9.8 out of 10, Exceptional, (112)
"Friendly staff, good food,nice room, near plaza"
The price is CA $341
CA $393 total
includes taxes & fees
Aug 3 - Aug 4
Four Kachinas 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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Top Historic Route 66 Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location and wonderful hotel. "
Lamar 3-night trip
Posted 12 hours ago
Hyatt Regency Chicago