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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 16 B&B in Prospect Heights with updated reviews, rates, and availability.

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (542)
"Cute, cozy, and quiet. Great location in boys Town on Halsted. Plenty of places to eat within walking distance. Good continental breakfast with juice, bagels, yogurt, muffins and more. Things to know: we stayed in the English Room. It's a small room with a private bath and does not have its own climate control as the room is heated along with the rest of the house. It got very warm in the room and we had to open the window to cool it down, so if you need better temperature control, look...
The price is AED 173
AED 350 total
includes taxes & fees
14 Apr - 15 Apr
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, (344)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is AED 639
AED 721 total
includes taxes & fees
13 Apr - 14 Apr
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (27)
"We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!"
The price is AED 129
AED 279 total
includes taxes & fees
13 Apr - 14 Apr
Dorothy's
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (450)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is AED 494
AED 579 total
includes taxes & fees
14 Apr - 15 Apr
The Sono Chicago
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"The Wicker Park Inn was located close to many transportation options. The breakfast room was bright and sunny with good light breakfast options."
The price is AED 883
AED 1,036 total
includes taxes & fees
14 Apr - 15 Apr
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is AED 756
AED 888 total
includes taxes & fees
14 Apr - 15 Apr
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"This is a beautiful little stay that feels like a walk back in time with a wonderful host Beth and delicious options for food and activities! We will be back "
The price is AED 848
AED 942 total
includes taxes & fees
21 Apr - 22 Apr
Harvey House Bed & Breakfast
Victorian Rose Garden
Individually decorated, individually furnished, laptop workspace

Victorian Rose Garden

3.0 star property
9.4 out of 10, Exceptional, (287)
"It's a lovely property, and Sherry is a very nice host. Breakfast was delicious. Several restaurants are within a short walk. "
Victorian Rose Garden
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
The price is AED 528
AED 928 total
includes taxes & fees
13 Apr - 14 Apr
Wrigleyville Suites Room 1
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is AED 766
AED 1,125 total
includes taxes & fees
29 Apr - 30 Apr
House 5863 - Chicago Bed and Breakfast
Room in Town house Rogers Park
Smart TV

Room in Town house Rogers Park

Room in Town house Rogers Park
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
The price is AED 528
AED 928 total
includes taxes & fees
13 Apr - 14 Apr
Wrigleyville Suites Room 3
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is AED 528
AED 928 total
includes taxes & fees
13 Apr - 14 Apr
Wrigleyville Suites Room 2
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Fridge, microwave, oven, stovetop

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (134)
"Our family of 4 enjoyed our short stay here. Great location that has everything you need a walking distance away. Jon was great to communicate with."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Presidential Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

Presidential Suite

Presidential Suite
Adorable bed & breakfast in Chicago2222
Pool

Adorable bed & breakfast in Chicago2222

Adorable bed & breakfast in Chicago2222
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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Other property types in Prospect Heights

Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is AED 529
AED 805 total
includes taxes & fees
13 Apr - 14 Apr
Wrigleyville Suites
Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (91)
"Very clean, good location. "
Stunning 3 BR in prime Chicago location
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (9)
"The property is very quiet, clean, well appointed, and is in a great location. It’s only a 3 minute walk to the Brown Line which easily gets you downtown in half an hour and not worry about parking. I did notice the absence of a microwave which would have been an added convenience. Overall, it suited my needs perfectly and will consider it again if I get back to Chicago."
The price is AED 459
AED 1,088 total
includes taxes & fees
14 Apr - 15 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
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.

Frequently asked questions

Searching for B&Bs in Prospect Heights?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a bed and breakfast may be the perfect thing for your vacation to Prospect Heights. If you’re interested in playing some golf on your trip, Rob Roy Golf Course is a good spot to tee off.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Prospect Heights?
Here are some well-liked B&Bs in the surrounding area: The Villa Toscana: 9 rooms. 18.1 mi (29.1 km) from the heart of Prospect Heights.Dorothy’s: 7 rooms. 18.1 mi (29.1 km) from the downtown core. Ray’s Bucktown B&B: 11 rooms. Situated 17.8 mi (28.6 km) from the heart of Prospect Heights. Enjoy the free cooked breakfast and rooftop terrace.
What's the best time of year to stay at a B&B in Prospect Heights?
When you’re dreaming of a getaway to Prospect Heights, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Prospect Heights is 46 inches.
What is there to do in Prospect Heights?
When you want to explore some things to do in town, Prospect Heights City Hall and Isaak Walton Park are some notable sights to visit. You might check out Rob Roy Golf Course if you have time to see more of the area.
How can I get to and around Prospect Heights?
You can plan your excursions in and around Prospect Heights ahead of time with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 2.5 mi (4 km) away from the heart of the city. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 8.3 mi (13.4 km) away. If you’d like to explore around the area, you may want a rental car for your journey.