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The Four Chimneys Inn

4.0 star property
4-star Georgian B&B near Old First Congregational Church

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Photo gallery for The Four Chimneys Inn

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
Front of property - evening/night
Meeting facility
Property entrance
Signature King Room, Sitting Area, Private Bathroom, RM-2 | Living area | Flat-screen TV

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Bar
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi

Explore the area

View in a map
21 West Road, Bennington, VT, 05201
  • Bennington Museum
    ‪11 min walk‬
  • Bennington Battle Monument
    ‪13 min walk‬
  • Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
    ‪19 min walk‬

Room options

View all photos for Signature Cottage, King Bedroom, Sitting Area, Private Bathroom, RM-9

Signature Cottage, King Bedroom, Sitting Area, Private Bathroom, RM-9 | Premium bedding, individually decorated, individually furnished

Signature Cottage, King Bedroom, Sitting Area, Private Bathroom, RM-9

10.0 out of 10
Exceptional
(3 reviews)
  • 258 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Cottage, King Bedroom plus Loft, Sitting Area, Private Bathroom, RM-8

Deluxe Cottage, King Bedroom plus Loft, Sitting Area, Private Bathroom, RM-8 | Premium bedding, individually decorated, individually furnished

Deluxe Cottage, King Bedroom plus Loft, Sitting Area, Private Bathroom, RM-8

10.0 out of 10
Exceptional
(1 review)
  • 248 sq ft
  • Sleeps 3
  • 1 King Bed and 2 Twin Beds

View all photos for Deluxe King Room with Sitting Area, Private Bathroom, Porch, RM-11

Deluxe King Room with Sitting Area, Private Bathroom, Porch, RM-11 | Premium bedding, individually decorated, individually furnished

Deluxe King Room with Sitting Area, Private Bathroom, Porch, RM-11

  • 269 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

  • 301 sq ft
  • Sleeps 3
  • 1 King Bed and 1 Twin Bed

View all photos for Deluxe King Room, Sitting Area, Private Bathroom, Jetted Tub, RM-1

Deluxe King Room, Sitting Area, Private Bathroom, Jetted Tub, RM-1 | Premium bedding, individually decorated, individually furnished

Deluxe King Room, Sitting Area, Private Bathroom, Jetted Tub, RM-1

  • 269 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe King Room, Sitting Area, Private Bathroom, RM-3

Deluxe King Room, Sitting Area, Private Bathroom, RM-3 | Premium bedding, individually decorated, individually furnished

Deluxe King Room, Sitting Area, Private Bathroom, RM-3

  • 258 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Signature King Room, Sitting Area, Private Bathroom, RM-2

Signature King Room, Sitting Area, Private Bathroom, RM-2 | Premium bedding, individually decorated, individually furnished

Signature King Room, Sitting Area, Private Bathroom, RM-2

10.0 out of 10
Exceptional
(1 review)
  • 312 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Signature Room, King plus Twin Bed, Private Bathroom, 3rd floor-stairs, RM-5

Signature Room, King plus Twin Bed, Private Bathroom, 3rd floor-stairs, RM-5 | Premium bedding, individually decorated, individually furnished

Signature Room, King plus Twin Bed, Private Bathroom, 3rd floor-stairs, RM-5

10.0 out of 10
Exceptional
(2 reviews)
  • 355 sq ft
  • Sleeps 3
  • 1 King Bed and 1 Twin Bed

View all photos for Traditional Queen Room, Private Bathroom, RM-4

Traditional Queen Room, Private Bathroom, RM-4 | Premium bedding, individually decorated, individually furnished

Traditional Queen Room, Private Bathroom, RM-4

10.0 out of 10
Exceptional
(1 review)
  • 205 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Traditional Queen Room, Sitting Area, Private Bathroom, 3rd floor-stairs, RM-7

Traditional Queen Room, Sitting Area, Private Bathroom, 3rd floor-stairs, RM-7 | Premium bedding, individually decorated, individually furnished

Traditional Queen Room, Sitting Area, Private Bathroom, 3rd floor-stairs, RM-7

  • 226 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Traditional Queen Room, Private Bathroom, 3rd floor-stairs, RM-6

Traditional Queen Room, Private Bathroom, 3rd floor-stairs, RM-6 | Premium bedding, individually decorated, individually furnished

Traditional Queen Room, Private Bathroom, 3rd floor-stairs, RM-6

10.0 out of 10
Exceptional
(1 review)
  • 183 sq ft
  • Sleeps 2
  • 1 Queen Bed

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About the neighborhood

Bennington

In historical district.Your stay at this Bennington B&B places you within a 10-minute walk of Old First Congregational Church and Bennington Museum. Bennington Center for the Arts and Bennington Battle Monument are also within half a mile (1 km).
View more B&B in BenningtonOpens in a new window

What's nearby

  • Old First Congregational Church - 5 min walk - 0.3 miles
  • Bennington Museum - 11 min walk - 0.6 miles
  • Bennington Battle Monument - 13 min walk - 0.7 miles
  • Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 19 min walk - 1.1 miles
  • Bennington Potters Yard - 4 min drive - 1.6 miles

Getting around

  • Albany Intl. Airport (ALB) - 52 min drive

Restaurants

  • ‪Cumberland Farms - ‬4 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Stewart's Shops - ‬4 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Burger King - ‬5 min drive

About this property

The Four Chimneys Inn

4-star Georgian B&B near Old First Congregational Church
You can enjoy a drink at the bar/lounge. Free breakfast is served daily. Public spaces have free WiFi and wired Internet.

The Four Chimneys Inn also features a terrace, a garden, and a picnic area. Free self parking is available.

This Georgian Bennington bed & breakfast is smoke free.

  • 11 guestrooms or units
  • 3 levels
  • 3 buildings
  • Meeting rooms
  • Built in 1913
  • Full breakfast (free)
  • Coffee in lobby
  • Front desk (limited hours)
  • Express check-out
  • Storage area for luggage
  • Concierge
  • Wedding services available
  • Terrace
  • Garden
  • Outdoor picnic space
  • Fireplace in lobby
  • No smoking on site
  • Bar or lounge
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.

Similar properties

Reception

South Shire

  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
4.6 out of 5, Wonderful, 108 reviews
$169 nightly
The price is $185
Sep 24 - Sep 25
Total with taxes and fees
South Shire

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi and wired internet

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free full breakfast available 7:30 AM to 9:00 AM on weekdays and 8:00 AM to 9:30 AM on weekends
  • A bar/lounge
  • Coffee and tea in common areas

Things to do

  • 18-hole adjacent golf course

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • No elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel

Room amenities

Entertainment

  • Flat-screen TV with cable channels

Bedroom

  • Hypo-allergenic bedding
  • Premium bedding

Bathroom

  • Bathrobes
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

More

  • Air conditioning (climate-controlled)
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board

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

Special check-in instructions

The front desk is open daily from 7:30 AM - 9:30 PM
Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
If you are planning to arrive after 8:30 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

  • No pets allowed

Children and extra beds

  • 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.

Property payment types

Important information

You need to know

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
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
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • Please note that this property can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.
  • Children 5 years old and younger aren't allowed at this property.

Property is also known as

Four Chimneys
Four Chimneys Bennington
Four Chimneys Inn
Four Chimneys Inn Bennington
4 Chimneys Inn
Four Chimneys Hotel Bennington
The Four Chimneys Bennington
The Four Chimneys Inn Bennington
The Four Chimneys Inn Bed & breakfast
The Four Chimneys Inn Bed & breakfast Bennington

Frequently asked questions

How close is The Four Chimneys Inn to the airport?

The Four Chimneys Inn is 37.8 mi (52-min drive) away from the Albany Intl. Airport (ALB) airport, the closest popular airport to the property.

Does The Four Chimneys Inn have an airport shuttle?

Airport shuttle services are not available at The Four Chimneys Inn.

Does The Four Chimneys Inn offer free breakfast?

The Four Chimneys Inn offers free full breakfast on weekdays between 7:30 AM and 9:00 AM and weekends between 8:00 AM and 9:30 AM.

Is there a casino at The Four Chimneys Inn?

No, there is no casino at this bed & breakfast.

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

Check-in start time: 3 PM; Check-in end time: 9:00 PM.

Is there free parking at The Four Chimneys Inn?

This bed & breakfast offers free self parking.

Does The Four Chimneys Inn have a pool?

The Four Chimneys Inn does not have a pool.

Does The Four Chimneys Inn have a spa?

This bed & breakfast doesn't have a spa, but it does offer massages.

How close is The Four Chimneys Inn to downtown Bennington?

The Four Chimneys Inn is 0.2 mi away from Old Bennington.

Reviews

The Four Chimneys Inn Reviews

9.4

Exceptional

9.6/10

Cleanliness

9.6/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

9.4/10

Eco-friendliness
Rating 10 - Excellent. 218 out of 280 reviews
Rating 8 - Good. 41 out of 280 reviews
Rating 6 - Okay. 15 out of 280 reviews
Rating 4 - Poor. 6 out of 280 reviews
Rating 2 - Terrible. 0 out of 280 reviews

Reviews

10/10 Excellent

Lesley, Indianapolis

Traveled with partner, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!!
Stayed 2 nights in Mar 2025

10/10 Excellent

JENNIFER, Ossining

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!
Stayed 2 nights in Jan 2025

10/10 Excellent

Eriko

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Dec 2024

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Home away from home!

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,
Stayed 1 night in Oct 2024

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Saundra

Stayed 2 nights in Sep 2024

10/10 Excellent

Alan

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay!
Stayed 2 nights in Sep 2024

10/10 Excellent

Randall

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Conveniently located. Breakfast was delicious. Extremely clean and nicely decorated.
Stayed 1 night in Sep 2024

10/10 Excellent

Lawrence

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Made a quick overnight to Bennington on our runaround of Vt and loved this property. Walkable to historic sites and downtown. Friendly owners and staff and excellent breakfast. If you’re considering Bennington I would highly recommend the 4 Chimneys Inn
Stayed 1 night in Sep 2024

10/10 Excellent

Catherine

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cozy and Comforting.

The property and the innkeepers were lovely. Nice location to walk to local historic homes and sites. Their menu and service were excellent. The rooms were clean, cozy and you could tell care and love went into the property.
Stayed 1 night in Aug 2024

10/10 Excellent

Steven

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Aug 2024

10/10 Excellent

Curtis

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The check-in with Kim (?) was easy and pleasant and she was very helpful with Monday night restaurant recommendations. The room was cool and very comfortable. A lovely place to stay!
Stayed 1 night in Jul 2024

10/10 Excellent

Peter

Traveled with partner, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff / owners were friendly. If you stay here make sure you don't skip a meal. I had the scallops for dinner. I I live on Cape Cod where scallops are a staple. The presentation and the tastes rival the best the Cape has to offer at double the price. Exquisite. Breakfast was excellent too. I normally don't give 5 stars anywhere. This spot exceeded expectations.
Stayed 1 night in Jul 2024

10/10 Excellent

Jamie

Liked: Cleanliness
Stayed 3 nights in Jul 2024

10/10 Excellent

Sara

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Super cute carriage house with everything we needed. The service was amazing I called a few hours ahead since I was running a bit early after driving 6 hours and they let me check in a bit early. Unfortunately we didn’t get to experience breakfast as we were at a family function until late which was after the time the menu was due but I’m sure it would have been as amazing as everything else on the property!
Stayed 1 night in Jul 2024

4/10 Poor

Maxim

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Old, dilapidated, horribly uncomfortable bedding
Stayed 2 nights in Jul 2024

10/10 Excellent

Amy

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Warm and inviting property!

Charming stay when visiting Williams College.
Stayed 2 nights in Jun 2024

10/10 Excellent

Jason

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the town and surrounding area afforded us many diversions to fill up 3 days.
Stayed 3 nights in Apr 2024

10/10 Excellent

Elisa

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place is beautiful! We received a friendly greeting, and were given all the information that we needed for a great stay. Our room is spacious and comfy.
Stayed 1 night in Apr 2024

10/10 Excellent

Fernando

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Wonderful, cozy inn with a fabulous restaurant. No wonder it was listed as one of the 11 best places to stay in Vermont by Travel and Leisure Magazine. Simply excellent!
Stayed 1 night in Mar 2024

10/10 Excellent

Gregory

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Beautiful, cozy Vermont inn

We had an excellent stay at the Four Chimneys Inn. We've been staying at different places in the Bennington area each time we're there. This was our first at this inn, but it is definitely one of our top picks. Friendly staff, very cozy room (and inn overall), good location, excellent breakfast. Our only disappointment was that they weren't serving dinner on the two nights of our stay. We'll have to come back to try out the restaurant next time. Overall, we highly recommend it.
Stayed 2 nights in Feb 2024

10/10 Excellent

Rebecca

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Old world comfort in a quaint VT village

Comfort and luxury in every detail. My first stay. Thoroughly impressed with the personnel, the room and the food. Will definitely return!
Stayed 1 night in Jan 2024

10/10 Excellent

Jamie

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Dec 2023

10/10 Excellent

Stephanie

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a beautiful quiet classic Vermont Inn. The food was great and the room was beautiful. Located in a lovely small Southern Vermont town. We enjoyed hiking nearby. Highly recommend.
Stayed 2 nights in Nov 2023

10/10 Excellent

Victoria

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quaint and beautiful property. The staff and services were very good but not seen much. Our first breakfast wasn’t as expected the potatoes were overcooked and the apple juice canned. The remaining breakfast’ were very good and perfect portions. Sorry we couldn’t have dinner there as planned but we‘ll just have to return next year!! 🤗😃
Stayed 3 nights in Oct 2023