Find a Bed and Breakfast in Historic Route 66 from CA $114

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Historic Route 66 B&B

Dorothy's
Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

Dorothy's

3.0 star property
8.4 out of 10, Very good, (57)
"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 CA $114
CA $183 total
includes taxes & fees
Aug 3 - Aug 4
Dorothy's
The Villa Toscana
Stroll through this charming neighborhood to a traditional two-story house with a cozy front porch and balcony.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (587)
"Was a great stay!"
The price is CA $138
CA $217 total
includes taxes & fees
Aug 4 - Aug 5
The Villa Toscana
The Lodge at Grant's Trail
Stunning lodge-style building with a charming front porch and stone pillars.

The Lodge at Grant's Trail

3.5 star property
9.6 out of 10, Exceptional, (440)
"Breakfasts was amazing "
The price is CA $194
CA $224 total
includes taxes & fees
Aug 4 - Aug 5
The Lodge at Grant's Trail
Red Garter Inn
Enjoy the charming balcony with a metal railing and two wicker chairs.

Red Garter Inn

3.0 star property
9.6 out of 10, Exceptional, (476)
"very beautiful place to stay"
The price is CA $197
CA $232 total
includes taxes & fees
Aug 4 - Aug 5
Red Garter Inn
House 5863 - Chicago Bed and Breakfast
Stunning corner building with a brick facade and large windows, surrounded by lush greenery.

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (476)
"Everything was taken care of! A wonderful stay. "
The price is CA $182
CA $292 total
includes taxes & fees
Aug 3 - Aug 4
House 5863 - Chicago Bed and Breakfast
Ray's Bucktown B&B
Experience the charm of this historic building, featuring a welcoming entrance, lush garden, and large windows offering views of the surrounding area.

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (368)
"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 CA $255
CA $287 total
includes taxes & fees
Aug 4 - Aug 5
Ray's Bucktown B&B
Loba Luna Bed & Breakfast
Relax in the cabin's central hot tub, surrounded by views of the surrounding area.

Loba Luna Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (65)
"Beautiful setting. Authentic southwestern adobe home with appropriate updates, true to the era. Period furniture and decor. I'd definitely stay again."
The price is CA $231
CA $246 total
includes taxes & fees
Aug 3 - Aug 4
Loba Luna Bed & Breakfast
Walnut Street Inn
Cozy retreat with a four-poster bed, nightstands, and a fireplace.

Walnut Street Inn

3.5 star property
9.4 out of 10, Exceptional, (182)
"This place was cozy , welcoming, and beautiful "
The price is CA $156
CA $177 total
includes taxes & fees
Aug 3 - Aug 4
Walnut Street Inn
WangShi China Palace B&B
Surrounded by lush greenery, this outdoor space features a stone column structure and a metal roof, with a pathway leading to a glass door 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 CA $310
CA $366 total
includes taxes & fees
Aug 15 - Aug 16
WangShi China Palace B&B
The Sono Chicago
Enjoy cooking in this well-equipped kitchen with a central island, sink, and oven.

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (465)
"Excellent location. Beautiful property, extremely clean."
The price is CA $270
CA $317 total
includes taxes & fees
Aug 6 - Aug 7
The Sono Chicago
Trapper's Rendezvous
Charming single-story home with a front porch and a gravel driveway.

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 CA $224
CA $264 total
includes taxes & fees
Aug 3 - Aug 4
Trapper's Rendezvous
The Publishing House B&B
Staircase leads to an upper level with potted plants and decorative shelves.

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 CA $280
CA $317 total
includes taxes & fees
Aug 27 - Aug 28
The Publishing House B&B
Harvey House Bed & Breakfast
Enter a classic space with a traditional feel, featuring a dresser, lamp, and ornate rug.

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (114)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is CA $361
CA $413 total
includes taxes & fees
Aug 11 - Aug 12
Harvey House Bed & Breakfast
Casa Culinaria The Gourmet Inn
Relax in a serene outdoor space with a wicker sofa, chair, and table, surrounded by lush greenery and a sheltered canopy.

Casa Culinaria The Gourmet Inn

3.5 star property
9.6 out of 10, Exceptional, (250)
"Beautiful hotel on a quiet street!"
The price is CA $248
CA $286 total
includes taxes & fees
Aug 3 - Aug 4
Casa Culinaria The Gourmet Inn
Harwelden Mansion
Stately brick building with a central entrance and symmetrical facade, surrounded by a beautifully maintained garden.

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 CA $869
CA $986 total
includes taxes & fees
Aug 12 - Aug 13
Harwelden Mansion
Villa D' Citta
Step into a grand lobby with a classic staircase, elegant seating area, and beautiful views.

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (104)
"Would stay again anytime!!"
The price is CA $411
CA $482 total
includes taxes & fees
Aug 11 - Aug 12
Villa D' Citta
Bobcat Inn Bed and Breakfast
Relax in a serene outdoor setting with a covered patio and peaceful pond.

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
Inn Of The Turquoise Bear
Guests can enjoy a serene natural setting from this charming balcony with a scalloped edge, surrounded by lush greenery and beautiful flowers.

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 "
The price is CA $486
CA $559 total
includes taxes & fees
Aug 12 - Aug 13
Inn Of The Turquoise Bear
Central West End B&B
Cozy retreat with a fireplace, round table, and large mirror.

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 CA $216
CA $273 total
includes taxes & fees
Aug 15 - Aug 16
Central West End B&B
El Farolito Bed & Breakfast Inn
Experience a serene retreat amidst lush greenery and a charming entrance.

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 CA $340
CA $392 total
includes taxes & fees
Aug 12 - Aug 13
El Farolito Bed & Breakfast Inn
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

Freehand Chicago

Freehand Chicago

10/10 Excellent
"We thoroughly enjoyed our 2 nights at Freehand Chicago! It’s a great old property, restored with lots of special touches and upgrades. First night was a bit uncomfortable, due to an issue with the AC in our room, but they gave us a cooling fan for the second night, which worked great. Staff was awesome…especially Hannah and Jake, the bartenders. Excellent selection of specialty coffees and teas, as well as small bites and sandwiches. Cocktails were amazing!"
Doug 2-night trip
Posted 4 hours ago
Freehand Chicago

Frequently asked questions

What is the nightly rate for a B&B in Historic Route 66?
Prices for B&Bs in Historic Route 66 often vary, but you can find a great deal from CA $114 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Historic Route 66 B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Historic Route 66 Bed and Breakfast and a hotel?
Every Historic Route 66 B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Historic Route 66 B&Bs.