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The Four Chimneys Inn

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

Choose dates to view prices

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
Terrace/patio
Front of property - evening/night

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, 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 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 - 5 min walk - 0.3 miles
  • Bennington Museum - 11 min walk - 0.6 miles
  • Bennington Battle Monument - 13 min walk - 0.7 miles
  • Bennington Center for the Arts - 16 min walk - 0.9 miles
  • Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 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
  • ‪Dunkin' - ‬3 min drive
  • ‪The Dutchman's Tavern - ‬3 min drive

About this property

The Four Chimneys Inn

Georgian bed & breakfast with free breakfast and a bar
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 garden.
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.

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 Old First Congregational Church and Bennington Museum. You'll also find Bennington Center for the Arts and Bennington Battle Monument 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. 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 amenities will couples enjoy at The Four Chimneys Inn?

There are many amenities for couples at this bed u0026 breakfast, including a bar plus some guestrooms feature fireplaces and in-room massages.

Does The Four Chimneys Inn have a hot tub?

No, but some guestrooms at this bed & breakfast feature jetted bathtubs.

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?

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

Are there rooms with balconies that I can book at The Four Chimneys Inn?

Yes, some guestrooms at this bed u0026 breakfast offer a patio where guests can enjoy garden or 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.

Reviews

The Four Chimneys Inn Reviews

9.4

Exceptional

9.6/10

Cleanliness

9.6/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

9.4/10

Eco-friendliness
Rating 10 - Excellent. 218 out of 280 reviews
Rating 8 - Good. 41 out of 280 reviews
Rating 6 - Okay. 15 out of 280 reviews
Rating 4 - Poor. 6 out of 280 reviews
Rating 2 - Terrible. 0 out of 280 reviews

Reviews

10/10 Excellent

Melanie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was also large and you are provided a sundry of items for convenience. The bed was comfortable, though it did seem to have a center depression. The only other issue I had was that though the the showerhead seemed to have a dial to adjust pressure, I was not able to. Overall the property is in great condition. The staff were welcoming, and the breakfast was outstanding, served in their traditional, historic, and charming restaurant space.
Stayed 1 night in Aug 2025

10/10 Excellent

Janis

Stayed 3 nights in Aug 2025

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

10/10 Excellent

Colleen

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

Lovely Inn - Delicious Food - A Pleasant Surprise

This is a lovely Inn that is as charming as its setting. An unexpected pleasure was the delicious food. I loved that you pick your breakfast time and food choice the day before. My only regret was not staying long enough to have each of the breakfast offerings. An added delight was dinner at the Inn. Definitely a 5 star experience. We ate there two nights - each meal choice was superb. Service matched the taste. An overall delightful experience, well worth the cost. I'm still dreaming about those meals - wish I took the chef home with me!
Breakfast
The Four Chimney Inn
Halibut with Mediterranean Risotto
Our Room
Stayed 4 nights in Jul 2025

10/10 Excellent

jerus

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

10/10 Excellent

Lesley, Indianapolis

Traveled with partner, Traveled with family
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

JENNIFER, Ossining

Traveled with partner
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

10/10 Excellent

Eriko

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Dec 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

Jeff

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

6/10 Okay

Farhad

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

10/10 Excellent

Saundra

Stayed 2 nights in Sep 2024

10/10 Excellent

Alan

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

10/10 Excellent

Randall

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

10/10 Excellent

Lawrence

Traveled with partner
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

10/10 Excellent

Catherine

Traveled with family
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

Steven

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Aug 2024

10/10 Excellent

Curtis

Traveled with family
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

Peter

Traveled with partner, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff / owners were friendly. If you stay here make sure you don't skip a meal. I had the scallops for dinner. I I live on Cape Cod where scallops are a staple. The presentation and the tastes rival the best the Cape has to offer at double the price. Exquisite. Breakfast was excellent too. I normally don't give 5 stars anywhere. This spot exceeded expectations.
Stayed 1 night in Jul 2024

10/10 Excellent

Jamie

Liked: Cleanliness
Stayed 3 nights in Jul 2024

10/10 Excellent

Sara

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Super cute carriage house with everything we needed. The service was amazing I called a few hours ahead since I was running a bit early after driving 6 hours and they let me check in a bit early. Unfortunately we didn’t get to experience breakfast as we were at a family function until late which was after the time the menu was due but I’m sure it would have been as amazing as everything else on the property!
Stayed 1 night in Jul 2024

4/10 Poor

Maxim

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Old, dilapidated, horribly uncomfortable bedding
Stayed 2 nights in Jul 2024

10/10 Excellent

Amy

Traveled with family
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

Jason

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the town and surrounding area afforded us many diversions to fill up 3 days.
Stayed 3 nights in Apr 2024

10/10 Excellent

Elisa

Traveled with family
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

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