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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun
In one month
26 Jun - 28 Jun
In two months
24 Jul - 26 Jul

Our top choices for Historic Route 66 bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (515 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is S$219
includes taxes & fees
27 May - 28 May
The Sono Chicago
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (206 reviews)
"Super nice staff and clean rooms. Really neat and unique place to stay. Very relaxing"
United States
Matthew
The price is S$420
includes taxes & fees
11 Jun - 12 Jun
The Publishing House B&B
Hallway

Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.6 out of 10, Exceptional, (329 reviews)
"Great stay"
United States
Conor
The price is S$216
includes taxes & fees
15 Jun - 16 Jun
Benton Park Inn
Miscellaneous

The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (497 reviews)
"This was a perfect property for us. The staff were so friendly and welcoming. We will definitely stay there again. "
United States
Jean
The price is S$199
includes taxes & fees
27 May - 28 May
The Lodge at Grant's Trail
Lobby

Vrooman Mansion B&B

Vrooman Mansion B&B
2.5 star property
Bloomington
9.4 out of 10, Exceptional, (285 reviews)
"Amazing every visit"
United States
Danielle
The price is S$325
includes taxes & fees
31 May - 1 Jun
Vrooman Mansion B&B
Exterior detail

Bluebird Place

Bluebird Place
3.0 star property
Elk City
9.8 out of 10, Exceptional, (7 reviews)
"The room was nice and the bed was great! "
United States
Tom
The price is S$232
includes taxes & fees
2 Jun - 3 Jun
Bluebird Place
Living area

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (130 reviews)
"Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend"
United States
Jennifer
The price is S$271
includes taxes & fees
27 May - 28 May
Dorothy's
Front of property

Red Garter Inn

Red Garter Inn
3.0 star property
Downtown Williams
9.6 out of 10, Exceptional, (536 reviews)
"Great place loved it!"
United States
Wendy
The price is S$163
includes taxes & fees
30 May - 31 May
Red Garter Inn
Terrace/patio

Elden Trails Bed and Breakfast

Elden Trails Bed and Breakfast
3.0 star property
Flagstaff
9.2 out of 10, Wonderful, (120 reviews)
"Lovely cozy place to stay. Hosts were so kind and welcoming. The breakfast was incredible. Will definitely stay again!"
United States
Julia
The price is S$252
includes taxes & fees
10 Jun - 11 Jun
Elden Trails Bed and Breakfast
Gazebo

Red Horse Bed and Breakfast

Red Horse Bed and Breakfast
3.5 star property
Albuquerque
10.0 out of 10, Exceptional, (253 reviews)
"The breakfast was lovely and plentiful. The room was large and very comfortable. The staff were superb and tried to cater to all our needs."
United States
Linda
The price is S$257
includes taxes & fees
6 Jun - 7 Jun
Red Horse Bed and Breakfast
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (399 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is S$220
includes taxes & fees
27 May - 28 May
Ray's Bucktown B&B
Property entrance

Two Hearts Inn

Two Hearts Inn
4.0 star property
Edmond
9.2 out of 10, Wonderful, (330 reviews)
"Great place to stay! The room was great and the food was delicious!"
United States
Christopher
The price is S$261
includes taxes & fees
3 Jun - 4 Jun
Two Hearts Inn
Exterior

Santuario Grande

Santuario Grande
3.0 star property
Los Ranchos de Albuquerque
10.0 out of 10, Exceptional, (7 reviews)
"Amazing stay! Very memorable and relaxing. We will be back!"
United States
Tonie
The price is S$387
includes taxes & fees
15 Jun - 16 Jun
Santuario Grande
In-room safe, individually decorated, individually furnished

Trapper's Rendezvous

Trapper's Rendezvous
4.0 star property
Williams
9.6 out of 10, Exceptional, (43 reviews)
"Really enjoyed our stay will definitely book again if we're in the area"
United States
April
The price is S$219
includes taxes & fees
1 Jun - 2 Jun
Trapper's Rendezvous
Porch

Walnut Street Inn

Walnut Street Inn
3.5 star property
Downtown Springfield
9.4 out of 10, Exceptional, (223 reviews)
"This is the only place I’ll ever stay when visiting Springfield! Amazing historic rooms! Amazing helpful & friendly staff! Amazing five star breakfast! Perfect location! I would recommend the Walnut Street Inn to everyone! Thank you for yet another wonderful stay!"
United States
Ann
The price is S$201
includes taxes & fees
2 Jun - 3 Jun
Walnut Street Inn
Living area

Duets Bed & Breakfast

Duets Bed & Breakfast
3.5 star property
Pearl District
10.0 out of 10, Exceptional, (11 reviews)
"They were so friendly, place was spotless! loved the décor and hospitality. will definitely come back and refer others"
United States
Hugh
The price is S$401
includes taxes & fees
2 Jun - 3 Jun
Duets Bed & Breakfast
Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (642 reviews)
"Great location, beautiful charming spot in Chicago that is quiet but somehow in the middle of a big social scene"
United States
Joseph J
The price is S$214
includes taxes & fees
1 Jun - 2 Jun
The Villa Toscana
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha."
United States
Timothy
The price is S$371
includes taxes & fees
3 Jun - 4 Jun
Harvey House Bed & Breakfast
Property entrance

WangShi China Palace B&B

WangShi China Palace B&B
3.5 star property
Oklahoma City
9.4 out of 10, Exceptional, (118 reviews)
"Lovely place, very striking aesthetics when you first arrive and walk in. The staff are incredibly friendly and accommodating, everything was great, I would definitely return!"
United States
Jacob Patrick
The price is S$308
includes taxes & fees
23 Jun - 24 Jun
WangShi China Palace B&B
Exterior

The Judge's Chambers

The Judge's Chambers
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (9 reviews)
"Very historic and interesting property, well adapted with modern amenities while keeping its natural & historic heritage. Robin and her sweet Aunt were more than accommodating and welcoming. Definitely recommend visiting, we’ll be back soon we can explore more of the town."
United States
Stewart
The price is S$284
includes taxes & fees
29 May - 30 May
The Judge's Chambers
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

River Hotel

River Hotel

10/10 Excellent
"Loved the reusable water bottles that are provided. The espressos throughout was a very nice touch. Will be back again in October for sure!"
Boon 3-night trip
Posted less than an hour ago
River Hotel

Find out more about Historic Route 66

Historic Route 66 B&B information

Number of reviews
4,520
Accommodation
17 B&B
Lowest Price
S$163
Highest Price
S$420

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