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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured B&B in Historic Route 66

Dorothy's
1 bedroom, free WiFi, bed sheets

Dorothy's

3.0 star property
8.2 out of 10, Very Good, (62)
"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 P3,971
P6,658 total
includes taxes & fees
Sep 7 - Sep 8
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (589)
"Was a great stay!"
The price is P4,654
P7,745 total
includes taxes & fees
Aug 13 - Aug 14
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, (442)
"Breakfasts was amazing "
The price is P8,500
P9,774 total
includes taxes & fees
Aug 25 - Aug 26
The Lodge at Grant's Trail
Red Garter Inn
City view

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (478)
"very beautiful place to stay"
The price is P8,087
P9,534 total
includes taxes & fees
Aug 13 - Aug 14
Red Garter Inn
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (369)
"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 P12,394
P13,991 total
includes taxes & fees
Aug 18 - Aug 19
Ray's Bucktown B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (478)
"Everything was taken care of! A wonderful stay. "
The price is P7,157
P11,586 total
includes taxes & fees
Aug 13 - Aug 14
House 5863 - Chicago Bed and Breakfast
Casa Culinaria The Gourmet Inn
Terrace/patio

Casa Culinaria The Gourmet Inn

3.5 star property
9.6 out of 10, Exceptional, (251)
"So well run. Grounds are amazing with so many edible plants used by the chef when preparing her delicious gourmet brunch. Highly recommend if looking for a complete experience in a boutique hotel combining excellent spacious rooms, each with pieces of the owners history, a wonderful gourmet brunch, beautiful grounds, and only 10 minutes from the Plaza. We will be back!"
The price is P11,353
P13,077 total
includes taxes & fees
Aug 18 - Aug 19
Casa Culinaria The Gourmet Inn
Walnut Street Inn
1 bedroom, individually decorated, individually furnished

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (184)
"This place was cozy , welcoming, and beautiful "
The price is P6,418
P7,285 total
includes taxes & fees
Aug 13 - Aug 14
Walnut Street Inn
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 P8,306
P9,793 total
includes taxes & fees
Aug 17 - Aug 18
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 P11,867
P13,396 total
includes taxes & fees
Sep 2 - Sep 3
The Publishing House B&B
Loba Luna Bed & Breakfast
Indoor spa tub

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (65)
"The staff was fantastic and so sweet. The property is beautiful."
The price is P9,520
P10,110 total
includes taxes & fees
Aug 20 - Aug 21
Loba Luna Bed & Breakfast
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (115)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is P14,947
P17,111 total
includes taxes & fees
Aug 25 - Aug 26
Harvey House 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 P12,836
P15,131 total
includes taxes & fees
Aug 26 - Aug 27
WangShi China Palace B&B
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (466)
"Loved the shared kitchen access! "
The price is P11,227
P13,180 total
includes taxes & fees
Aug 18 - Aug 19
The Sono Chicago
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
El Farolito Bed & Breakfast Inn
Front of property

El Farolito Bed & Breakfast Inn

3.5 star property
9.8 out of 10, Exceptional, (87)
"Loved the decor in our room. Breakfast was very good and the staff was very attentive and friendly."
The price is P14,069
P16,206 total
includes taxes & fees
Aug 18 - Aug 19
El Farolito Bed & Breakfast Inn
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 P35,941
P40,799 total
includes taxes & fees
Aug 13 - Aug 14
Harwelden Mansion
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (105)
"Would stay again anytime!!"
The price is P13,056
P15,326 total
includes taxes & fees
Aug 13 - Aug 14
Villa D' Citta
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 "
Inn Of The Turquoise Bear
Central West End B&B
Premium bedding, iron/ironing board, free WiFi, bed sheets

Central West End B&B

3.5 star property
7.8 out of 10, Good, (53)
"We enjoyed our stay in this historic house. The breakfast was good, though not elaborate or fancy. The owner and the staff were both friendly."
The price is P9,392
P11,816 total
includes taxes & fees
Aug 24 - Aug 25
Central West End B&B
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

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"Great location "
pedro 3-night trip
Posted 18 hours ago
citizenM Chicago Downtown