We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 1 Sheffield B&Bs / inns

Chestnut Street Inn

3.0 of 5 Bed and Breakfast   |   301 East Chestnut Street, PO Box 25, Sheffield, IL 61361
Hotel website
Hotel amenities
Special Deal
Gourmet Dinners
Save Saved
You added Chestnut Street Inn to your Saves list
Chestnut Street Inn
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
Compare best prices from top travel sites
and 5 more sites!
Ranked #1 of 1 Sheffield B&B and Inns
Certificate of Excellence 2014
A recent review
5 of 5 stars reviewed 1 week ago
HAL4341 Indianapolis, IN
  • Overview
  • Reviews (49)
  • Photos (52)
  • Amenities
  • Q&A
  • Room tips (11)
  • Location
  • More
Write a Review

49 people have reviewed this hotel

Traveler rating
See reviews for
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (11)
Date | Rating
  • English first
  • Any
English first
Indianapolis, IN
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
34 helpful votes 34 helpful votes
5 of 5 stars Reviewed 1 week ago

I have traveled all over the world and staying at the Chestnut Street Inn reminded me of the Romantik Hotels of Europe. Rich history, beautiful and the best food. I highly recommend! Checkout RomantikHotels.com if you are ever going to Europe. Just like the Chestnut Street Inn you will not be disappointed.

Was this review helpful? Yes
Chicago, Illinois
1 review
5 of 5 stars Reviewed 2 weeks ago

A wonderful place in Sheffield, IL The owners Jeff and Monica love what they do and it's obvious in all the details in the home. There are collectables from their travels and experiences. The rooms are comfortable and spacious, with no detail left out. If you are looking for a place to relax and unwind with gourmet food "basically on... More

Was this review helpful? Yes
Chapel Hill, North Carolina
3 reviews 3 reviews
5 of 5 stars Reviewed 3 weeks ago

We went to Chestnut Street Inn to get away for a quick overnight refresher, after working non stop for month of July. WOW it seemed like a long weekend, it was so peaceful and quiet, slept like a lamb, with windows open and a quiet breeze! Woke up to read and then an enjoyable Banana Flax Pancakes and bacon breakfast,... More

Was this review helpful? Yes
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed July 2, 2014

I can't believe all one can have in just a small little mansion! Haha! My mom and I have never vacationed alone together and we are so happy we chose CSI for our first B&B!! We booked the Maid's quarters. (The Green Room) We each have our own room. We share a beautiful bathroom and an adorable sun porch for... More

Was this review helpful? Yes
Moline, Illinois, United States
16 reviews 16 reviews
8 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed May 26, 2014

The Chestnut Street Inn provides a truly delightful getaway and exquisite dining experience! Betsy and I had heard of a remarkable B&B that serves cuisine with a mid-eastern flair. So we booked a stay to celebrate her birthday. We had a truly marvelous experience, and quite honestly, every aspect of our stay surpassed our expectations! The Inn is absolutely gorgeous... More

Was this review helpful? Yes
Senior Contributor
44 reviews 44 reviews
9 hotel reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed May 13, 2014

There's a reason there's no bad reviews - the Chestnut St. Inn is the best. Have stayed here several times. The inn is lovely, the owners are charming, the service is excellent, the breakfasts are delicious, the beds are comfy, the garden is pretty, the cat is cute. Want a nice dinner? that can be arranged too. See - it's... More

Was this review helpful? Yes
Dunlap, Illinois
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 1, 2014

My husband and I recently spent a long weekend at the Chestnut Street Inn. It was truly wonderful—far exceeding our expectations for a quiet week-end away. The house itself is historic (1854) and decorated in tasteful antiques plus interesting pieces from the owners’ (Monika and Jeff’s) travels to Morocco. Unlike some other historic inns, the decorating was lovely but restrained... More

Was this review helpful? Yes 1
Sarasota, Florida
1 review
5 of 5 stars Reviewed February 7, 2014

I love this place!!!!This is the second time here at this beautiful Chestnut Street Inn,cozy rooms,delicious food.....Monika is an amazing cook,and we ar treated so well!!!!Can wait to go again next year!!!!!!!Best place for a romantic or just a relaxing getaway.....

Was this review helpful? Yes
Evanston, Illinois
1 review
5 of 5 stars Reviewed January 29, 2014

We came here on a business trip - as aspiring Innkeepers we wanted to learn from some of the best in Illinois and that would be Jeff & Monica. We enjoyed our 2 days in the green room with fabulous breakfast and dinners on both days. This is a beautiful home with exceptional hosts - I would highly recommend them.

Was this review helpful? Yes
Plainfield, Illinois
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed January 24, 2014

This is my third or fourth trip to the CHestnut St. Inn and I will be going back. Jeff and Monica seem to be thriving, and I can see why! Great food, great B&B! Everything is maintained perfectly. My wife and I had a wonderful time. I can't imagine how it could be better.

Was this review helpful? Yes
Owners: What's your side of the story?
If you own or manage Chestnut Street Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.
Manage your listing

Been to Chestnut Street Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Chestnut Street Inn

Address: 301 East Chestnut Street, PO Box 25, Sheffield, IL 61361
Phone Number:
Location: United States > Illinois > Sheffield
Price Range (Based on Average Rates): $$
Hotel Class:3 star — Chestnut Street Inn 3*
Reservation Options:
TripAdvisor is proud to partner with Hotels.com, Booking.com, Expedia, Travelocity, Tingo, Priceline, BookingOdigeoWL and Venere so you can book your Chestnut Street Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.

52 photos of this hotel

Traveler photos: See what travelers like you saw

All traveler photos (20)
Room/suite (5)
Dining (2)
Bathroom (1)
Hotel & grounds (1)
Other (11)

Management photos: Courtesy of the property manager

All management photos (33)
Hotel & grounds (4)
Room/suite (2)
Dining (14)
Other (13)


Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Restaurant Suites
Hotel Class
Official Description (provided by the hotel)
The ultimate foodies bed and breakfast. Specializing in Mediterranean cuisine that features locally available meats, eggs, produce and more. 4 Comfortable guest suites with private baths, WI-FI, Dish Network, DVD/VCR, signature toiletries, full hot breakfast. LGBT Friendly. ... more   less 
Number of rooms

Questions & Answers

Questions? Get answers from Chestnut Street Inn staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travelers prefer