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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
Signature King Room, Sitting Area, Private Bathroom, RM-2 | Living area | Flat-screen TV
Property entrance
Front of property - evening/night
Terrace/patio

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
  • Place, Bennington Museum
    ‪11 min walk‬
  • Place, Bennington Battle Monument
    ‪13 min walk‬
  • Place, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
    ‪19 min walk‬

Room options

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 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 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 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 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, 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

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 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 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 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 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

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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
  • ‪The Dutchman's Tavern - ‬3 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.

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Nov 2 - Nov 3
Total with taxes and fees
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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.

How much does it cost to stay at The Four Chimneys Inn?

As of Oct 24, 2025, prices found for a 1-night stay for 2 adults at The Four Chimneys Inn on Nov 24, 2025 start from $249.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.