Search B&B in Historic Route 66

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Compare 22 B&B in Historic Route 66 with updated reviews, rates, and availability.

Old Chicago Inn
Property entrance
Old Chicago Inn
2.0 star property
7.4 out of 10, Good, (728)
"Everything was winderful and i really enjoy my stay at Old Chicago Inn. The rooms are cute, everything is very secure, and staff is super friends and accommodating. I look forward to booking again with you soon! "
Old Chicago Inn
The Villa Toscana
Lounge
The Villa Toscana
2.5 star property
7.6 out of 10, Good, (430)
"GREAT stay and location! Very COZY and near LOTS of shops, restaurants, clubs, CTA, etc! Only thing is it's HUMANLESS Check-in/Out! All Communication/Codes are sent via email or text!"
The price is AED 168
AED 344 total
includes taxes & fees
3 Jun - 4 Jun
The Villa Toscana
Ray's Bucktown B&B
Front of property
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (288)
"Excellent place to stay when visiting Chicago. Peaceful area with a lot to explore and not too far from downtown. Clean, spacious room with amenities to enjoy while staying and also yummy breakfast as part of your stay."
The price is AED 661
AED 746 total
includes taxes & fees
24 Jun - 25 Jun
Ray's Bucktown B&B
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Casa Culinaria The Gourmet Inn
Room
Casa Culinaria The Gourmet Inn
3.5 star property
9.6 out of 10, Exceptional, (194)
"We had a wonderful stay at Casa Culinara. Absolutely beautiful property, decorated with attention to every detail. Clean, easy parking and walking distance to all. Next time I visit Santa Fe, I would love to stay there again. Only downside, I wish we could have stayed longer and enjoyed the breakfast. "
The price is AED 474
AED 546 total
includes taxes & fees
2 Jun - 3 Jun
Casa Culinaria The Gourmet Inn
House 5863 - Chicago Bed and Breakfast
Exterior
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (463)
"Great traditional bnb. Friendly staff. Great patio. Comfortable and clean"
The price is AED 601
AED 920 total
includes taxes & fees
3 Jun - 4 Jun
House 5863 - Chicago Bed and Breakfast
Wicker Park Inn
Room
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (218)
"Wonderful place"
The price is AED 833
AED 1,001 total
includes taxes & fees
1 Jul - 2 Jul
Wicker Park Inn
Benton Park Inn
Front of property
Benton Park Inn
3.5 star property
9.6 out of 10, Exceptional, (235)
"We had a wonderful stay at the Benton Park Inn. Dan and his dog Rosie were very welcoming. The suite was spacious and comfortable. Breakfast was divine! Loved the Benton Park historic neighborhood, easy to walk to good restaurants from the Inn. We were not big B&B people but after this experience we will be back!"
The price is AED 454
AED 525 total
includes taxes & fees
30 Jun - 1 Jul
Benton Park Inn
The Publishing House B&B
Fireplace
The Publishing House B&B
3.5 star property
9.8 out of 10, Exceptional, (148)
"Lovely beautiful hotel "
The price is AED 789
AED 885 total
includes taxes & fees
6 Jun - 7 Jun
The Publishing House B&B
The Lodge at Grant's Trail
Exterior
The Lodge at Grant's Trail
3.5 star property
9.6 out of 10, Exceptional, (344)
"Very quirky with the themed rooms loved it and the staff were amazing and pleasant highly recommend. Breakfast was fantastic. Was short drive to stadium for the ball game very convenient. The bad things I can not think of any things was great time highly recommend. "
The price is AED 504
AED 571 total
includes taxes & fees
13 Jun - 14 Jun
The Lodge at Grant's Trail
The Sono Chicago
Room
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (418)
"Perfect choice while in town for a nearby family wedding. On a quiet leafy street, two blocks off commercial North Ave. Three story walk-up row house, only a few rooms, full kitchen/living room where continental breakfast is served daily, or on back deck. Loved our balcony room, a spacious king. Clean and newly painted. Friendly helpful staff. Only issue could be the street parking - and you do need a car to get around. You’re in a residential neighborhood with a school across the street....
The price is AED 736
AED 864 total
includes taxes & fees
4 Jun - 5 Jun
The Sono Chicago
Trapper's Rendezvous
Front of property
Trapper's Rendezvous
4.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely beautiful. Very comfortable beds and homey feeling."
The price is AED 603
AED 697 total
includes taxes & fees
4 Jun - 5 Jun
Trapper's Rendezvous
Red Garter Inn
Exterior detail
Red Garter Inn
3.0 star property
9.6 out of 10, Exceptional, (387)
"It was like we were transported in a time capsule to 1890. The place is perfectly renovated and maintained. Very clean, cozy and comfortable. There was even fresh flowers in the room. We received excellent directions for check in and check out via text message. Many good restaurants within 3-5 min walk. I would highly recommend it to anyone who likes history. "
The price is AED 592
AED 677 total
includes taxes & fees
29 Jun - 30 Jun
Red Garter Inn
Dos Hermanas Compound 7 Casitas Sleeps 22
Exterior
Dos Hermanas Compound 7 Casitas Sleeps 22
3.0 star property
10.0 out of 10, Exceptional, (1)
"I loved staying in a studio here. It was cute, comfy, and had everything I needed. I make sure you read the check in emails prior to arriving and it’s best to arrive in the day time because it’s kind of, but owners were responsive via text. Other than that, the place was lovely! "
The price is AED 727
AED 1,150 total
includes taxes & fees
16 Jun - 17 Jun
Dos Hermanas Compound 7 Casitas Sleeps 22
Villa D' Citta
Front of property
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (80)
"Very nice place to stay in the Lincoln Park area. Comfortable rooms and wonderful amenities."
The price is AED 841
AED 987 total
includes taxes & fees
24 Jun - 25 Jun
Villa D' Citta
Bottger Mansion of Old Town
Exterior
Bottger Mansion of Old Town
3.5 star property
9.6 out of 10, Exceptional, (103)
"Excellent breakfast Charming room Nice neighborhood "
The price is AED 714
AED 825 total
includes taxes & fees
26 Jun - 27 Jun
Bottger Mansion of Old Town
Harvey House Bed & Breakfast
Interior
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (93)
"This was the first time I've stayed at a Bed and Breakfast, and it was a positive experience. Our room (the Oak Park Suite) was spacious and comfortable, though the pillows on the bed were very flat. Parking was easy, the host/owner was hospitable, and it's an easy walk both to the Metra and to the shops of Oak Park."
The price is AED 962
AED 1,068 total
includes taxes & fees
13 Jun - 14 Jun
Harvey House Bed & Breakfast
Loba Luna Bed & Breakfast
Property entrance
Loba Luna Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (33)
"We enjoyed our stay, the owners were great! The home was amazing and the food was delicious. "
The price is AED 782
AED 830 total
includes taxes & fees
11 Jun - 12 Jun
Loba Luna Bed & Breakfast
Red Horse Bed and Breakfast
Front of property
Red Horse Bed and Breakfast
3.5 star property
10.0 out of 10, Exceptional, (219)
"Greeted warmly. Phil told us all about the interesting property history. Darlene is an excellent cook. They made feel as if we were part of the family in a very good way. We would be happy to stay there with out a doubt."
Red Horse Bed and Breakfast
WangShi China Palace B&B
Room
WangShi China Palace B&B
3.5 star property
9.6 out of 10, Exceptional, (66)
"Very nice B&B! Staff was very helpful and the property is very unique. "
The price is AED 826
AED 943 total
includes taxes & fees
11 Jun - 12 Jun
WangShi China Palace B&B
Elden Trails Bed and Breakfast
Exterior
Elden Trails Bed and Breakfast
3.0 star property
9.0 out of 10, Wonderful, (105)
"This is a cute studio behind the main house. I loved the chickens, gardens and being able to hike right out the back door. Nice people, comfortable bed and clean. Thank you!! "
The price is AED 585
AED 643 total
includes taxes & fees
30 Jun - 1 Jul
Elden Trails Bed and Breakfast
Don't see what you're looking for?
See all available properties in Historic Route 66
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.

Other property types in Historic Route 66

Sentral Michigan Avenue
Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (418)
"Everything was prefect the front desk staff was excellent and went above and beyond every time i saw them only thing i will say was their first aid kits had nothing useful in them but the front desk was fast to act! "
The price is AED 731
AED 966 total
includes taxes & fees
1 Jul - 2 Jul
Sentral Michigan Avenue
Junipine Resort
Sundeck
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, (1800)
"Was so beautiful "
The price is AED 744
AED 878 total
includes taxes & fees
30 Jun - 1 Jul
Junipine Resort
Sonder Market Hall
Living area
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, (92)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is AED 358
AED 415 total
includes taxes & fees
30 Jun - 1 Jul
Sonder Market Hall
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.

Recent reviews of Historic Route 66 hotels
Expedia verified reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

5/5 Excellent
"We stayed for a weekend get a way and it was perfect. "
A verified traveler stayed at Eurostars Magnificent Mile
Posted 11 hours ago
Eurostars Magnificent Mile