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The Four Chimneys Inn

4.0 star property

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

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Bar
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi
$271
includes taxes & fees
Dec 31 - Jan 1, 2026

Explore the area

View in a map
21 West Road, Bennington, VT, 05201
  • Place, Old First Congregational Church
    ‪5 min walk‬
  • Place, Bennington Museum
    ‪11 min walk‬
  • Place, Bennington Battle Monument
    ‪13 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 this property

The Four Chimneys Inn

4-star Bennington B&B walkable to Old First Congregational Church
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.
A bar/lounge is on site where guests can unwind with a drink. Guests can enjoy a complimentary breakfast each morning. Public areas are equipped with complimentary wired and wireless Internet access.

This Georgian bed & breakfast also offers a terrace, a garden, and a picnic area. Onsite self parking is complimentary.

The Four Chimneys Inn is a smoke-free property.

A complimentary full breakfast is served on weekdays between 7:30 AM and 9:00 AM and on weekends between 8:00 AM and 9:30 AM.

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

Conveniences

  • Limited-hour front desk
  • Luggage storage

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Wedding services

Business services

  • Meeting rooms

Outdoors

  • Garden
  • Picnic area
  • Terrace

Spa

  • Massage

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

More

  • 3 buildings
  • 3 floors
  • Built in 1913
  • Fireplace in lobby
  • Georgian architecture
  • Smoking not allowed

Room amenities

Bedroom

  • Hypo-allergenic bedding
  • Premium bedding

Bathroom

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

Entertainment

  • Flat-screen TV with cable channels

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
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

Pets not 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

We should mention

This property does not have elevators
This property's policy is to refuse certain bookings for the purpose of group events or parties, including pre-wedding stag/bachelor and hen/bachelorette parties
Children 5 years old and younger are not permitted 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