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The Four Chimneys Inn

4.0 star property

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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
Property entrance
Lobby lounge
Front of property - evening/night
Meeting facility

Reviews

9.4 out of 10
Exceptional

Popular amenities

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

Explore the area

View in a map
21 West Road, Bennington, VT, 05201
  • Place, Old First Congregational Church
    ‪7 min walk‬
  • Place, Bennington Museum
    ‪13 min walk‬
  • Place, Bennington Battle Monument
    ‪14 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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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
(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

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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

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About the neighborhood

Bennington

Old First Congregational Church is within a 5-minute walk of The Four Chimneys Inn while other popular sites like Bennington Museum are within a 15-minute stroll. This 11-room, 4-star bed & breakfast has free breakfast, free in-room WiFi, and free self parking.
View more B&B in BenningtonOpens in a new window

What's nearby

  • Old First Congregational Church - 7 min walk - 0.4 miles
  • Bennington Museum - 13 min walk - 0.7 miles
  • Bennington Battle Monument - 14 min walk - 0.8 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

  • ‪Cumberland Farms - ‬4 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Stewart's Shops - ‬4 min drive
  • ‪Burger King - ‬5 min drive
  • ‪Pizza Hut - ‬5 min drive

About this property

The Four Chimneys Inn

The Four Chimneys Inn features free WiFi in public areas, meeting rooms, and coffee in a common area. Free parking is available if you drive. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this golf bed & breakfast include express check-out, a terrace, and a picnic area.
Flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms offer hair dryers and free toiletries, and beds are dressed in premium bedding. Other standard amenities include ironing boards and wardrobes or closets.
The recreational activities listed below are available either on site or nearby; fees may apply.

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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

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children 5 and younger (only guests older than 5 are allowed)

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
  • Check-in: 3 PM
  • Check-out: 11 AM
  • Minimum check-in age: 25
The front desk is available during limited hours, and checking out is easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A credit card for incidental charges and a government-issued photo ID may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • The bed & breakfast can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.
  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

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

Are free cancellation options available at The Four Chimneys Inn?

The Four Chimneys Inn offers free cancellation on certain room rates. For additional details, take a look at the cancellation policy on Orbitz.

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

As of Jun 11, 2026, prices found for a 1-night stay for 2 adults at The Four Chimneys Inn on Jun 24, 2026 start from $258, 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.

What's there to do near The Four Chimneys Inn?

Located steps from Green Mountain National Forest, this bed & breakfast is in Bennington, and within a 10-minute walk of Bennington Museum and Old First Congregational Church. You'll also find Bennington Center for the Arts and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display less than a mile away.

Will I be able to park at The Four Chimneys Inn?

Yes, self parking is offered for free at the bed & breakfast. Wheelchair-accessible parking is also available for guests.

Is there a spa at The Four Chimneys Inn?

Spa services at the bed & breakfast include massages.

Does The Four Chimneys Inn include a casino?

No, The Four Chimneys Inn doesn't have a casino.

Will I find an indoor pool at The Four Chimneys Inn?

No, there is no indoor pool at this bed & breakfast.

What will couples enjoy most about a stay at The Four Chimneys Inn?

There are many amenities for couples at this bed & breakfast, including a bar/lounge plus some guestrooms feature a fireplace and in-room massages.

Does The Four Chimneys Inn have a hot tub?

No, but this bed & breakfast offers jetted bathtubs in some guestrooms.

Does The Four Chimneys Inn have a restaurant with a breakfast menu?

The Four Chimneys Inn offers free full breakfasts each morning though there is no restaurant.

Will The Four Chimneys Inn allow pets to stay for free?

No, pets aren't allowed at The Four Chimneys Inn.

Does The Four Chimneys Inn have connecting rooms available?

No, there aren't connecting guestrooms at this bed & breakfast.

Can I book a room with a balcony at The Four Chimneys Inn?

Yes, some guestrooms at this bed & breakfast offer a patio where guests can enjoy garden and resort views.

Does The Four Chimneys Inn offer wedding services?

If wedding bells are in your future, take advantage of the wedding venue at The Four Chimneys Inn.

The Four Chimneys Inn Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 222 out of 284 reviews
Rating 8 - Good. 41 out of 284 reviews
Rating 6 - Okay. 15 out of 284 reviews
Rating 4 - Poor. 6 out of 284 reviews
Rating 2 - Terrible. 0 out of 284 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Nancy

Liked: Cleanliness, amenities, property conditions & facilities
This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Alan

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

10/10 Excellent

Lee

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A very tasteful inn: excellent decor / extremely comfortable!
Stayed 2 nights in Sep 2023
Verified

6/10 Okay

Farhad

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

10/10 Excellent

Jon

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

Perfection!!

What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite.
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

JENNIFER

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
Verified

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
Verified

10/10 Excellent

jerus

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

10/10 Excellent

John

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

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
Verified

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
Verified

10/10 Excellent

Lawrence

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
Verified

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.
Verified

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
Verified

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
Verified

10/10 Excellent

Randall

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

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
Verified

10/10 Excellent

Robert

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

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
Verified

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, property conditions & facilities
4Chimneys is a great place to stay if you like quiet, peaceful places. It is spacious and clean and the staff is always hospitable. They have a nice variety for their breakfast also.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Giovanni

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful inn and restaurant. Owners and staff are extremely hospitable. They provide thoughtful amenities and create a warm, peaceful atmosphere for guests. We enjoyed meeting others at dinner and the piano bar/lounge; everyone shared our enthusiasm.
Stayed 2 nights in Nov 2023
Verified

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
Verified

10/10 Excellent

Elisa

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
Verified

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
Verified

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.

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