Search Bed and Breakfast in Historic Route 66

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured B&B in Historic Route 66 and around

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (548)
"Super cute house! Very detailed directions on check in, super easy excellent neighbourhood!"
The price is €92
includes taxes & fees
28 Apr - 29 Apr
The Villa Toscana
Red Garter Inn
Classic Room, 2 Queen Beds | City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (449)
"Very unique stay. John was very communicative and helpful. The common area with coffee and fridge was very nice. It was very comfortable. Odd to be in a room with no windows but that was our choice. We used some of the coupons left for us. Anna’s cafe was delicious."
The price is €147
includes taxes & fees
14 May - 15 May
Red Garter Inn
The Lodge at Grant's Trail
Exterior

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (399)
"Fabulous Lodge. The theme rooms are very clever, a bit small, but great air condition control. The brunch was out of this world. Vicki, our dining expert and her Chef were very personable and did a superb job. I mean, come on, warmed plates for your toast !!! Yup ! Perfectly poached eggs and all the trimmings from their “open” kitchen. This was just us passing through St. Louis on the Interstate. What a breath of fresh air instead of another “motel”! Don’t hesitate to enjoy...
The price is €150
includes taxes & fees
29 Apr - 30 Apr
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, (165)
"Very cute little bed and breakfast. Will be staying again if in the area. The banana french toast was awesome!"
The price is €121
includes taxes & fees
30 Apr - 1 May
Walnut Street Inn
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (170)
"Was surprisingly excellent "
The price is €232
includes taxes & fees
26 May - 27 May
The Publishing House B&B
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (346)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is €143
includes taxes & fees
30 Apr - 1 May
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very good, (30)
"It was great for a stay in Boystown"
The price is €79
includes taxes & fees
28 Apr - 29 Apr
Dorothy's
Trapper's Rendezvous
Front of property

Trapper's Rendezvous

4.0 star property
9.8 out of 10, Exceptional, (26)
"This was perfect for our family of 6. Clean and safe and close to fun activities. Thoughtful perks, coffee, soaps, dishes,etc."
The price is €190
includes taxes & fees
27 Apr - 28 Apr
Trapper's Rendezvous
Benton Park Inn
Front of property

Benton Park Inn

3.5 star property
9.6 out of 10, Exceptional, (276)
"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 €143
includes taxes & fees
27 Apr - 28 Apr
Benton Park Inn
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (452)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is €169
includes taxes & fees
27 Apr - 28 Apr
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, (86)
"Absolutely amazing we will definitely be staying again so quiet staff is nice everything is super quiet!"
The price is €233
includes taxes & fees
27 Apr - 28 Apr
WangShi China Palace B&B
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is €225
includes taxes & fees
28 Apr - 29 Apr
Wicker Park Inn
Bottger Mansion of Old Town
Outdoor dining

Bottger Mansion of Old Town

3.5 star property
9.6 out of 10, Exceptional, (126)
"The rooms and service are outstanding! "
The price is €162
includes taxes & fees
27 Apr - 28 Apr
Bottger Mansion of Old Town
Casa Culinaria The Gourmet Inn
Terrace/patio

Casa Culinaria The Gourmet Inn

3.5 star property
9.6 out of 10, Exceptional, (245)
"Absolutely Beautiful, just perfect!"
The price is €161
includes taxes & fees
28 Apr - 29 Apr
Casa Culinaria The Gourmet Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is €212
includes taxes & fees
29 Apr - 30 Apr
Villa D' Citta
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (54)
"Very comfortable stay. Interesting place. Host was very friendly and accommodating. Breakfast was wonderful."
The price is €156
includes taxes & fees
27 May - 28 May
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)
"Enjoyed my short stay. Wish I could have spent more time here! Quiet, peaceful, safe, and comfortable. I travel frequently for work and this is by far, one of the best experiences I have had. Thank you Beth!"
The price is €225
includes taxes & fees
28 Apr - 29 Apr
Harvey House Bed & Breakfast
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 €214
includes taxes & fees
30 Apr - 1 May
El Farolito Bed & Breakfast Inn
Red Horse Bed and Breakfast
Gazebo

Red Horse Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (232)
"Staff and food were excellent. Beautiful and well maintained."
Red Horse Bed and Breakfast
Harwelden Mansion
Front of property

Harwelden Mansion

3.5 star property
10.0 out of 10, Exceptional, (24)
"Beautiful historic property in amazing condition. It was a delightful stay!"
The price is €593
includes taxes & fees
27 Apr - 28 Apr
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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Other property types in Historic Route 66

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (736)
"Bad vallet parking communication but everything else is very good highly recommend "
The price is €165
includes taxes & fees
30 Apr - 1 May
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (482)
"Had a wonderful time. Very clean and no issues! Will definitely stay here again"
The price is €128
includes taxes & fees
26 May - 27 May
Sonder South Wabash
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2052)
"I didn't like the beds being too small for 6 people to sleep."
The price is €214
includes taxes & fees
26 May - 27 May
Junipine Resort
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.