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The Four Chimneys Inn | Bed & Breakfast in Bennington

| 9.4 (280 Reviews) |   1 Bedroom  1 Bathroom  Stay&Play
Old Bennington Bed & Breakfast | The Four Chimneys Inn

1 Bedroom Bed & Breakfast in Old Bennington, Bennington

Georgian bed & breakfast with free breakfast and a bar
Along with a bar/lounge, this smoke-free bed & breakfast has coffee/tea in a common area and concierge services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, express check-out, wedding services, and a garden are onsite.
The Four Chimneys Inn offers 11 accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include shower/tub combinations and complimentary toiletries. This Bennington bed & breakfast provides complimentary wireless Internet access. Housekeeping is offered daily and hypo-allergenic bedding can be requested.


The recreational activities listed below are available either on site or nearby; fees may apply.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Business Services
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Bar
  • Toiletries
  • Guest Services
  • Entertainment
  • Breakfast
  • Internet
  • Laundry
 
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Policies

Check-in Check-in start time: 3 pm; check-in end time: 9:00 pm minimum check-in age: 25
Check-out Check-out before 11 am contactless check-out available express check-out available
Child Policy Children 5 and younger are not allowed at this property. all guests older than 5 are welcome. rollaway/extra beds are not available. cribs (infant beds) are not available.
Pet Policy Pets not allowed
Other Policy Cashless transactions are available extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card may be required at check-in for incidental charges safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards; cash is not accepted
 
21 West Road, Bennington, 05201, USA

What Our Guests say 500 + Reviews

Sep 3, 2025 05:08:55 AM
Summary: This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was also large and you are provided a sundry of items for convenience. The bed was comfortable, though it did seem to have a center depression. The only other issue I had was that though the the showerhead seemed to have a dial to adjust pressure, I was not able to. Overall the property is in great condition. The staff were welcoming, and the breakfast was outstanding, served in their traditional, historic, and charming restaurant space.
Melanie Melanie
Aug 20, 2025 06:26:24 PM
Summary: What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite.
Jon Jon
Aug 4, 2025 02:56:44 AM
Summary: This is a lovely Inn that is as charming as its setting. An unexpected pleasure was the delicious food. I loved that you pick your breakfast time and food choice the day before. My only regret was not staying long enough to have each of the breakfast offerings. An added delight was dinner at the Inn. Definitely a 5 star experience. We ate there two nights - each meal choice was superb. Service matched the taste. An overall delightful experience, well worth the cost. I'm still dreaming about those meals - wish I took the chef home with me!
Colleen Colleen
Jul 14, 2025 12:19:09 AM
Summary: Nice and cozy
jerus jerus
Mar 27, 2025 09:45:30 AM
Summary: The owners are there everyday. The staff is friendly and very custimer focused. The standards are high and the inn has a great history and is lovely. It felt more like being a house guest than a customer. The restaurant was an outstanding choice for dinner and accommodation for vegetarians and allergies were taken into consideration and excellent meals with tasty desserts and great wine and cocktails now has this on our summer spots to visit!!
Lesley Lesley
Jan 13, 2025 01:02:23 PM
Summary: Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!
JENNIFER JENNIFER
Oct 23, 2024 05:50:16 PM
Summary: What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,
Amy Amy
Oct 8, 2024 08:18:08 PM
Summary: The property was in a great location.
Farhad Farhad
Sep 24, 2024 06:54:07 PM
Summary: Great stay!
Alan Alan
Sep 20, 2024 05:14:43 AM
Summary: Conveniently located. Breakfast was delicious. Extremely clean and nicely decorated.
Randall Randall

FAQ's

Is this The Four Chimneys Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at The Four Chimneys Inn?

Check-in time for The Four Chimneys Inn starts counting from 3:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the The Four Chimneys Inn have a swimming pool?

No, this The Four Chimneys Inn does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in The Four Chimneys Inn?

Best-rates for the The Four Chimneys Inn starts from $271 per night with includes Fireplace/Heating, Internet, Laundry, Bedding/Linens, Entertainment, Air Conditioner, Toiletries, Guest Services, Breakfast, Accessibility, Security/Safety, Wellness Facilities, Bar, Parking, TV, Balcony/Terrace, Business Services StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is The Four Chimneys Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is not considered to be a family-friendly property. As reported by the owner or manager, the bed & breakfast has not specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the The Four Chimneys Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the The Four Chimneys Inn has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the The Four Chimneys Inn?

Based on the information reported by the owner or manager, the The Four Chimneys Inn indicates 1 day stay policy at this bed & breakfast. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for The Four Chimneys Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the The Four Chimneys Inn are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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