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The Four Chimneys Inn

Property class: 4

Choose dates to view prices

Located close to Old First Congregational Church and Bennington Museum, The Four Chimneys Inn provides free full breakfast, an adjacent golf course, and a terrace. Treat yourself to a massage or other spa services. In addition to a garden and a fireplace in the lobby, guests can connect to free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Bar

Room options

Available filters for rooms
Showing 11 of 11 rooms

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

A bedroom with a four-poster bed, a ceiling fan, a fireplace, and a view of the outdoors through large windows.

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

  • 269 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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

A bedroom with a four-poster bed, a sofa, a chair, a small table with cups and a teapot, and a window with curtains.

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
  • Free WiFi

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

A bedroom with a four-poster bed, a sitting area with a sofa, and a fireplace.

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

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

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

A bedroom with a four-poster bed, a vanity with a mirror, and a green armchair.

Traditional Queen Room, Private Bathroom, RM-4

10.0 out of 10
Exceptional
(3 reviews)
  • 205 sq ft
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

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

A bedroom with a large bed, two bedside tables, a chair, a radiator, and a ceiling fan.

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

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

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

A bedroom with a large bed, two chairs, a small table, and a nightstand.

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
  • Free WiFi

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

A bedroom with a large bed, two bedside tables with lamps, a window with curtains, and a framed floral artwork on the wall.

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

  • 226 sq ft
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

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

A cozy attic bedroom with a bed, a small sofa, a nightstand, and a window with blinds.

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
  • Free WiFi

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

A bedroom with a bed, a green sofa, a small table, and two windows with curtains.

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
  • Free WiFi

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

A bedroom with two beds, a nightstand, a lamp, and a window with curtains.

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

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

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

A spacious bedroom with a large bed, two armchairs, and a sofa. There is a fireplace, a window with curtains, and a view of the outdoors.

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

  • 269 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi
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About the neighborhood

Located in Bennington, The Four Chimneys Inn is in the historical district and next to a golf course. Don't miss out on a visit to Bennington Center for the Arts. Enjoy the area's slopes with cross-country skiing and downhill skiing, and don't miss out on the snowshoeing. Visit our Bennington travel guide
View more B&B in Bennington
Map
21 West Road, Bennington, VT, 05201

What's nearby

  • The Washington Monument in Washington, D.C.
    Bennington Battle Monument
    14 min walk - 0.8 miles
  • Old First Congregational Church
    7 min walk - 0.4 miles
  • Bennington Museum
    13 min walk - 0.7 miles
  • Bennington Center for the Arts
    16 min walk - 0.9 miles
  • Southern Vermont College
    19 min walk - 1.1 miles

Getting around

  • Albany Intl. Airport (ALB)
    52 min drive

Restaurants

  • McDonald's
    4 min drive
  • Stewart's Shops
    4 min drive
  • Pizza Hut
    5 min drive
  • Starbucks
    4 min drive
  • Dunkin'
    3 min drive

About this property

The Four Chimneys Inn

  • Upscale bed & breakfast near Old First Congregational Church
  • Located close to Bennington Museum and Bennington Battle Monument, The Four Chimneys Inn provides free full breakfast, an adjacent golf course, and a terrace. Treat yourself to a massage or other spa services. In addition to a garden and a fireplace in the lobby, guests can connect to free in-room WiFi.
  • Other perks at this bed & breakfast include:
    • Free self parking
    • Express check-out, luggage storage, and concierge services
    • Smoke-free premises, coffee/tea in the lobby, and meeting rooms
    • Guest reviews speak highly of the helpful staff
  • Room features
  • All guestrooms are individually furnished, and include comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi and bathrobes.
  • Other conveniences in all rooms include:
    • Bathrooms with shower/tub combinations and free toiletries
    • Flat-screen TVs with cable channels
    • Wardrobes/closets, heating, and daily housekeeping

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  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.2 out of 10, Very Good, 1,009 reviews
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The price is $120
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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

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

Frequently asked questions

Is The Four Chimneys Inn pet-friendly?

No, pets are not allowed at this property.

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

As of Aug 23, 2026, prices found for a 1-night stay for 2 adults at The Four Chimneys Inn on Aug 31, 2026 start from $326, including 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.

How much is parking?

Self parking is free at this property.

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

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

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

Check-out is at 11 AM.

Where is The Four Chimneys Inn located?

Situated in Bennington, this golf bed & breakfast is 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 15 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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