Search B&B in Historic Route 66

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

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

Featured B&B in Historic Route 66

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 P4,186
P6,922 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 P5,058
P8,232 total
includes taxes & fees
Aug 3 - Aug 4
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, (439)
"Breakfasts was amazing "
The price is P8,520
P9,796 total
includes taxes & fees
Aug 10 - Aug 11
The Lodge at Grant's Trail
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, (475)
"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "
The price is P7,848
P12,458 total
includes taxes & fees
Aug 14 - Aug 15
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 P11,210
P12,654 total
includes taxes & fees
Aug 4 - Aug 5
Ray's Bucktown B&B
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 P8,129
P9,584 total
includes taxes & fees
Jul 31 - Aug 1
Red Garter Inn
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 P6,433
P7,302 total
includes taxes & fees
Aug 10 - Aug 11
Walnut Street Inn
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 P9,542
P10,133 total
includes taxes & fees
Jul 31 - Aug 1
Loba Luna Bed & Breakfast
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 P12,903
P15,210 total
includes taxes & fees
Jul 31 - Aug 1
WangShi China Palace B&B
Wicker Park Inn
Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (249)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
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 P12,318
P14,461 total
includes taxes & fees
Aug 4 - Aug 5
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 P8,262
P9,741 total
includes taxes & fees
Jul 31 - Aug 1
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 P11,762
P13,278 total
includes taxes & fees
Aug 20 - Aug 21
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, (113)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is P14,981
P17,150 total
includes taxes & fees
Aug 6 - Aug 7
Harvey House Bed & Breakfast
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 P17,030
P19,992 total
includes taxes & fees
Aug 18 - Aug 19
Villa D' Citta
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 P36,022
P40,891 total
includes taxes & fees
Aug 6 - Aug 7
Harwelden Mansion
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
Elden Trails Bed and Breakfast
Enjoy the serene surroundings from this outdoor deck, featuring a covered space and a comfortable seating area.

Elden Trails Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (115)
"Very pleasant stay. Situated well for the things we wanted to do in the area."
The price is P10,121
P11,252 total
includes taxes & fees
Aug 10 - Aug 11
Elden Trails 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 P22,308
P25,696 total
includes taxes & fees
Aug 28 - Aug 29
Inn Of The Turquoise Bear
Four Kachinas Bed & Breakfast Inn
Enjoy a casual dining experience on the patio with a round table, comfortable chairs, and a beautiful potted plant.

Four Kachinas Bed & Breakfast Inn

3.5 star property
9.8 out of 10, Exceptional, (112)
"Friendly staff, good food,nice room, near plaza"
The price is P14,101
P16,243 total
includes taxes & fees
Aug 10 - Aug 11
Four Kachinas 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Historic Route 66 Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Always stay there! Location is a plus "
Karin 2-night trip
Posted 17 hours ago
The Whitehall Hotel, BW Premier Collection