Book Darien Bed & Breakfast

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Check prices for these dates

Our top choices for Darien bed & breakfast

1. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (423 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
$195 nightly
The price is $221
Nov 12 - Nov 13
Total with taxes and fees
Ray's Bucktown B&B

2. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
9.8 out of 10, Exceptional, (575 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
$131 nightly
The price is $154
Nov 23 - Nov 24
Total with taxes and fees
The Sono Chicago

3. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
$258 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Harvey House Bed & Breakfast

4. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (287 reviews)
"Loved the location"
United States
Mary
$209 nightly
The price is $245
Nov 16 - Nov 17
Total with taxes and fees
Wicker Park Inn

5. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (224 reviews)
"We enjoyed amazing breakfast. Everything was great. I enjoyed playing with 2 dogs. It was fun."
Japan
Nobue
$273 nightly
The price is $308
Nov 29 - Nov 30
Total with taxes and fees
The Publishing House B&B

6. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
$262 nightly
The price is $266
Nov 30 - Dec 1
Total with taxes and fees
Pristine Apartment with Free Street Parking
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.

Learn more about Darien

Explore the scenic trails of Waterfall Glen Forest Preserve where locals jog through woodlands and past limestone bluffs. Families gather at Darien Community Park for summer concerts, splash pad fun, and well-maintained sports fields.

A waterfall in a forest with autumn leaves.

Top reviews in Darien

Frequently Asked Questions

What is the nightly rate for a Bed and Breakfast in Darien?

Prices for B&Bs in Darien often vary, but you can find a great deal from $153 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Darien 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.

When is the best time to book a Bed and Breakfast in Darien?

The best time to book a B&B in Darien is during the spring months from March to May. This vibrant season welcomes visitors with mild temperatures ranging from the mid-50s to the low 80s Fahrenheit, creating an inclusive setting for outdoor activities and sightseeing. As the flowers bloom and the landscape comes alive, travelers can enjoy leisurely walks along the picturesque waterfront or explore the charming local shops.

April is particularly special, as it often boasts delightful weather and hosts various community events, making it an excellent choice for those who appreciate local culture and festivities. The spring offers a harmonious blend of comfortable climates and activities, ideal for both relaxation and exploration.

For those looking to save a bit while still enjoying the beauty of Darien, consider visiting in the fall, especially in November. This month presents a quieter ambiance, allowing you to savor the region's charm without the hustle and bustle of peak tourist traffic. The fall foliage can be stunning, providing a beautiful backdrop for scenic drives and outdoor strolls.

What is the difference between a Darien Bed & Breakfast and a hotel?

Every Darien 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 Darien B&Bs.

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