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Check prices for these dates

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

Our top choices for Historic Route 66 bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (487)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is ₹11,851
₹13,912 total
includes taxes & fees
30 Dec - 31 Dec
The Sono Chicago
Classic Room, 2 Queen Beds | City view
Red Garter Inn

Red Garter Inn

Red Garter Inn
3.0 star property
Downtown Williams
9.6 out of 10, Exceptional, (499)
"It was great."
United States
Jason
The price is ₹7,200
₹8,488 total
includes taxes & fees
5 Jan - 6 Jan 2026
Red Garter Inn
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (189)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is ₹20,471
₹23,110 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Publishing House B&B
Terrace/patio
Elden Trails Bed and Breakfast

Elden Trails Bed and Breakfast

Elden Trails Bed and Breakfast
3.0 star property
Flagstaff
9.2 out of 10, Wonderful, (117)
"Steve and Marnie are a lovely couple who run a top notch B&B. The accommodations were comfortable and the breakfast was excellent. We will stay here again the next time we travel to Flagstaff. "
United States
Alex
The price is ₹15,173
₹16,870 total
includes taxes & fees
4 Jan - 5 Jan 2026
Elden Trails Bed and Breakfast
Property entrance
WangShi China Palace B&B

WangShi China Palace B&B

WangShi China Palace B&B
3.5 star property
Oklahoma City
9.4 out of 10, Exceptional, (106)
"Beautiful property very kind host! Unique experience."
United States
Chelsie
The price is ₹20,201
₹23,812 total
includes taxes & fees
27 Dec - 28 Dec
WangShi China Palace B&B
Miscellaneous
The Lodge at Grant's Trail

The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (469)
"I stayed in the Christmas room after our work Christmas party in the Grand Room! It was cozy and perfect! Breakfast in the morning was freshly prepared, eggs cooked to order, and delicious! "
United States
Kimberly
The price is ₹12,842
₹14,767 total
includes taxes & fees
28 Dec - 29 Dec
The Lodge at Grant's Trail
Hallway
Benton Park Inn

Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.6 out of 10, Exceptional, (313)
"Great place, great host!"
United States
Andrew
The price is ₹11,357
₹13,280 total
includes taxes & fees
28 Dec - 29 Dec
Benton Park Inn
Gazebo
Red Horse Bed and Breakfast

Red Horse Bed and Breakfast

Red Horse Bed and Breakfast
3.5 star property
Albuquerque
10.0 out of 10, Exceptional, (243)
"The staff including the chef treated us like family and very knowledgeable of the area which was very helpful to us. The room was like new and fully up to date with beautiful decor. I would not hesitate to stay again"
United States
Teri
The price is ₹12,761
₹13,551 total
includes taxes & fees
3 Jan - 4 Jan 2026
Red Horse Bed and Breakfast
Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board
Walnut Street Inn

Walnut Street Inn

Walnut Street Inn
3.5 star property
Downtown Springfield
9.4 out of 10, Exceptional, (209)
"Loved our stay here!"
United States
Mary
The price is ₹10,101
₹11,465 total
includes taxes & fees
28 Dec - 29 Dec
Walnut Street Inn
Outdoor dining
Bottger Mansion of Old Town

Bottger Mansion of Old Town

Bottger Mansion of Old Town
3.5 star property
Old Town Albuquerque
9.6 out of 10, Exceptional, (146)
"Breakfast was amazing "
United States
Mike
The price is ₹14,275
₹16,506 total
includes taxes & fees
29 Dec - 30 Dec
Bottger Mansion of Old Town
Luxury King with Hot Tub | Private spa tub
Sheridan House Inn - Adult Only

Sheridan House Inn - Adult Only

Sheridan House Inn - Adult Only
4.0 star property
Williams
10.0 out of 10, Exceptional, (177)
"Just WOW, what an unbelievable stay we had, exceptional in every sense of the word and made us feel very special on our anniversary . Lots of care & thought has gone into the whole package they offer. Only wish we had had longer to stay "
United Kingdom
Andrew
Sheridan House Inn - Adult Only
Bungalow | Private kitchen | Microwave
The Judge's Chambers

The Judge's Chambers

The Judge's Chambers
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (1)
"Our stay was absolutely amazing. The grounds were beautiful and inviting, as were the staff. The room was very quaint with time period touches. Breakfast was a decadent casserole, fruit, and homemade muffins. While the ambiance gives you a glimpse into history, it is the innkeeper that makes you feel connected to it. It is that warmth and care that makes the Judges Chambers more than just a place to lay your head! "
United States
Jayla
The price is ₹15,145
₹17,568 total
includes taxes & fees
27 Dec - 28 Dec
The Judge's Chambers
Exterior
Bluebird Place

Bluebird Place

Bluebird Place
3.0 star property
Elk City
The price is ₹15,173
₹17,351 total
includes taxes & fees
28 Dec - 29 Dec
Bluebird Place
Property entrance
Two Hearts Inn

Two Hearts Inn

Two Hearts Inn
4.0 star property
Edmond
9.2 out of 10, Wonderful, (324)
" Beautiful property, excellent service, delicious food with generous portions"
United States
Joyce
The price is ₹15,173
₹17,336 total
includes taxes & fees
4 Jan - 5 Jan 2026
Two Hearts Inn
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (121)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is ₹20,740
₹23,017 total
includes taxes & fees
29 Dec - 30 Dec
Harvey House Bed & Breakfast
Free WiFi, bed sheets
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (97)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is ₹3,807
₹7,612 total
includes taxes & fees
18 Jan - 19 Jan 2026
Dorothy's
Lobby
Vrooman Mansion B&B

Vrooman Mansion B&B

Vrooman Mansion B&B
2.5 star property
Bloomington
9.4 out of 10, Exceptional, (280)
"Unique and Historical Property. Would stay again. "
United States
Jason
The price is ₹19,135
₹21,428 total
includes taxes & fees
25 Jan - 26 Jan 2026
Vrooman Mansion B&B
(Lil Dynasty) No Private Bathroom | Premium bedding, iron/ironing board, free WiFi, bed sheets
Central West End B&B

Central West End B&B

Central West End B&B
3.5 star property
Central West End
7.8 out of 10, Good, (53)
"Really enjoyed the comfort. I would recommend this place to anyone. Very nice breakfast also!!! "
United States
Stacee
The price is ₹14,191
₹17,905 total
includes taxes & fees
28 Dec - 29 Dec
Central West End B&B
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
The price is ₹8,157
₹14,891 total
includes taxes & fees
4 Jan - 5 Jan 2026
House 5863 - Chicago Bed and Breakfast
Indoor spa tub
Loba Luna Bed & Breakfast

Loba Luna Bed & Breakfast

Loba Luna Bed & Breakfast
3.5 star property
North Valley
10.0 out of 10, Exceptional, (81)
"Staff was responsive, very hospitable, just a very lovely experience. I would stay here again and recommend it to others."
United States
Denise
The price is ₹17,094
₹18,151 total
includes taxes & fees
31 Dec - 1 Jan 2026
Loba Luna Bed & 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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Top Historic Route 66 Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Staff was very friendly. Walkable to restaurants and shopping. Really enjoyed the room and the ammenities. "
Amy 2-night trip
Posted 1 day ago
Silversmith Hotel Chicago Downtown

Find out more about Historic Route 66

Historic Route 66 B&B information

Number of reviews
3,787
Accommodation
34 B&B
Lowest Price
₹7,612
Highest Price
₹23,812