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Chestnut Street Inn

301 E Chestnut St PO Box 25, Sheffield, IL 61361-9167
COVID-19 update: See the added health and safety measures this property is taking.Read more
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Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (55)
Dining (43)
Room & Suite (18)
Travel safe during COVID-19
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What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
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Updated 11/09/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Chestnut Street Inn
Updated 11/09/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


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.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Special diet menus
Board games / puzzles
Non-smoking hotel
Room features
Air conditioning
Flatscreen TV
Complimentary toiletries
Hair dryer
Room types
Non-smoking rooms
Good to know
Hidden Gem
Languages Spoken
English, Italian
227Reviews1Q+A67Room tips
Traveler rating
  • 222
  • 4
  • 1
  • 0
  • 0
Time of year
Traveler type
Selected filters
  • Filter
  • English
Popular mentions
hillpoet wrote a review Sep 8
Village of Oak Creek, Arizona3 contributions1 helpful vote
Living in the heart of a busy city, I can attest that one of the best qualities of the Chestnut Inn is its quietude. Monica and Jeff are professional hosts (10+) and the meals are off the chart (in the top ten among B&Bs in the USA). But one of the best features is the quiet nature of Sheffield. Your ears will ring with silence! This is a bargain, indeed.
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Date of stay: September 2021
Room Tip: If you're a "large" person, avoid the green rooms. Had to lie diagonally to sleep....
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Response from Monika Sudakov, Owner at Chestnut Street Inn
Responded 2 weeks ago
Thank you! It was a pleasure having you stay with us!!!
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MH0426 wrote a review Jul 2021
Mayville, Wisconsin15 contributions1 helpful vote
Incredible hosts! The food is delicious- must stay for dinner!! Our room was very clean and comfortable. Cute town with great outdoor activities nearby- must do the Hennepin Canal trail. We cannot wait to come back and hit the links with Jeff and hopefully a cooking class with Monika!
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Date of stay: July 2021Trip type: Traveled as a couple
Susan E wrote a review May 2021
Fort Collins, Colorado91 contributions25 helpful votes
We have roots in the Sheffield area and needed to take care of some family business. We have tried several properties in the area and this is by far the best overall value. All 4 of us slept soundly and enjoyed Monika's culinary talents. She made everything so yummy, even with our dietary constraints. When you stay, be sure to enjoy an evening meal there as well. Your taste buds will thank you for it!
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Date of stay: May 2021
Sleep Quality
Trip type: Traveled on business
mandolin33333 wrote a review Mar 2021
Ottawa, Illinois52 contributions35 helpful votes
From the house, the charm, the quaint qualities... I could go on and on.... We had the Blue Room Suite... it was amazing!! It consisted of 3 bedrooms, 2 baths, common area. Loved it!!! First floor, love the dining room with all the windows... the entryway... love it!!! We played a game in the sitting room and genuinely enjoyed every second of our stay!! Dinner: An amazing culinary experience!! We loved everything they served us!!! The cleanest place I’ve ever stayed!!! Impeccably spotless... no smudges, no fingerprints.... spotless.... we are a bunch, that’s for sure... we loved that there was a water closet... seriously, this place is awesome!!! We can’t wait to go back!! We ventured out, we really had a great time mingling with local residents at Reds Bar & Grill... everyone is so friendly!! I’m not sure I should post this part. We know how to have a good time & It was very hard to refrain from playing a round of Hide & Seek in that incredible Inn!!! Do not skip this place, awesome little getaway!!! Like I said... I can go on & on!!!
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Date of stay: March 2021Trip type: Traveled with family
1 Helpful vote
Marianna E wrote a review Feb 2021
Peoria, Illinois2 contributions
Chestnut Street Inn was one of the first B&B experiences in our married life and remains a favorite in the many years it has been open. The beds are comfortable, the food exquisite, and the entire house a wonderful place to relax. My husband and I stayed there over Valentine's weekend and enjoyed every bite of every meal. Thanks, Monica, for the delicious chocolate dessert. We enjoy the large suite where we have a separate room to put together a puzzle and play games. The one thing we missed this trip was the relative absence of conversation with other guests whom we enjoy meeting. However, the reason was the strict adherence to safety during the Covid pandemic. Wearing masks outside of our room and even when being served enhanced our safety and we greatly appreciated Jeff and Monica's devotion to keeping all of us healthy. Thanks for a special time for us to be renewed in our marriage and our lives!
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Date of stay: February 2021
Sleep Quality
$132 - $158 (Based on Average Rates for a Standard Room)
United StatesIllinoisSheffield
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Frequently Asked Questions about Chestnut Street Inn
Which popular attractions are close to Chestnut Street Inn?
Nearby attractions include Hennepin Canal State Park (2.7 miles), Brothers Pub (0.4 miles), and Hennepin Canal Parkway State Park (2.9 miles).
What are some of the property amenities at Chestnut Street Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and an on-site restaurant.
Which room amenities are available at Chestnut Street Inn?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Chestnut Street Inn?
Guests can enjoy free breakfast and an on-site restaurant during their stay.
Is parking available at Chestnut Street Inn?
Yes, free parking is available to guests.
What are some restaurants close to Chestnut Street Inn?
Conveniently located restaurants include Chestnut St Inn, Reds Bar and Grill, and Belluccio's.
Is Chestnut Street Inn located near the city center?
Yes, it is 0.4 miles away from the center of Sheffield.
Which languages are spoken by the staff at Chestnut Street Inn?
The staff speaks multiple languages, including English and Italian.