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The Four Chimneys Inn

4.0 star property
Georgian bed & breakfast with free breakfast and a bar

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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
Front of property - evening/night
Property entrance
Terrace/patio
Escape to The Four Chimneys Inn, where rustic charm and modern comfort blend. Treat yourself to a massage or other spa services, enjoy full breakfast, then unwind on the 18 holes of golf course or by the fireplace in the lobby.

Reviews

9.4 out of 10
Exceptional

Popular amenities

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

Room options

Available filters for rooms
Showing 11 of 11 rooms

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 24 sq m
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 23 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 25 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 28 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Bathrobes
Private bathroom
  • 25 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 24 sq m
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 29 sq m
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 33 sq m
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 19 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 21 sq m
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Hair dryer
Shower/tub combination
  • 17 sq m
  • Sleeps 2
  • 1 Queen Bed

About the neighborhood

Map
21 West Road, Bennington, VT, 05201

What's nearby

  • Old First Congregational Church - 5 min walk - 0.5 km
  • Bennington Museum - 11 min walk - 1.0 km
  • Bennington Battle Monument - 13 min walk - 1.1 km
  • Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 19 min walk - 1.7 km
  • Bennington Potters Yard - 4 min drive - 2.6 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Cumberland Farms - ‬4 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Island Flavor - ‬5 min drive
  • ‪Stewart's Shops - ‬4 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, coffee/tea in the lobby, and luggage storage
  • Concierge services, meeting rooms, and wedding services
  • 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

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

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

Frequently asked questions

Is The Four Chimneys Inn pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Four Chimneys Inn?

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.

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The Four Chimneys Inn Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 216 out of 278 reviews
Rating 8 - Good. 41 out of 278 reviews
Rating 6 - Okay. 15 out of 278 reviews
Rating 4 - Poor. 6 out of 278 reviews
Rating 2 - Terrible. 0 out of 278 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Excellent

jerus

Liked: Cleanliness, staff & service, property conditions & facilities
Nice and cozy
Stayed 2 nights in Jul 2025

10/10 Excellent

Alan

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

6/10 Okay

Farhad

Liked: Cleanliness
The property was in a great location.
Stayed 4 nights in Sep 2024

10/10 Excellent

Amy

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

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

Valorie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property with delicious breakfast. Private and perfect place for a getaway.
Stayed 1 night in Aug 2022

10/10 Excellent

Catherine

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

Curtis

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

Lesley

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

Fernando

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

John

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent Hospitality!
Stayed 1 night in Aug 2023

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A wonderful inn. Rooms were great and staff was amazing. We will go back.

10/10 Excellent

George

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful historic home with a large comfortable room.
Stayed 1 night in Jun 2023

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice room and common areas.

10/10 Excellent

Stephanie

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

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property with some history. Quiet. Amazing breakfast.
Stayed 1 night in Sep 2022

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, property conditions & facilities
This is a great B&B. We have stayed here many times and they never disappoint. Kate and Mark are very friendly and make every thing feel homey and very clean. We love it.

10/10 Excellent

Rebecca

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

sam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay at the Four Chimney Inn. Great Inn in Bennington. We stayed in the small house in the back which was great for 4 people. The breakfast was delicious and the staff was great. The only strange thing is that the lounge is also the bar and it closes at 9:30pm which means there is no common area where you can sit and just relax.
Stayed 2 nights in Aug 2023

10/10 Excellent

Jerome

Liked: Cleanliness, staff & service, property conditions & facilities
Absolutely pristeen. Breakfast was first rate, too.
Stayed 1 night in Jun 2023

10/10 Excellent

Bruno, San Francisco

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is beautiful and perfectly maintained. Thank you!
Stayed 4 nights in Aug 2022

10/10 Excellent

Regina

Liked: Cleanliness, staff & service, property conditions & facilities
Out of the way from main part of town. Beautiful area, quiet, safe,peaceful. Friendly owner. Convenient checkin.
Stayed 1 night in Aug 2023

10/10 Excellent

Brooke

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful grounds. Friendly staff. Elegant interior. It is the perfect place for couples or anyone wanting to work remotely. Kate does a nice job of accommodating requests to make sure guests have a great stay.
Stayed 1 night in Jun 2023

10/10 Excellent

Rachel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the whole experience. The hosts were lovely very welcoming. The breakfast was delicious staff very gracious. Our room was beautiful, very comfortable. We loved the porch. We would love to go back. Rachel and Michael
Stayed 2 nights in Feb 2023

10/10 Excellent

Gregory

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