Hotels in Bennington, United States – Book at Best Prices 2026

Located in Bennington, The Four Chimneys Inn is next to a golf course, a 4-minute walk from Old First Congregational Church and 10 minutes by foot from Bennington Museum. This golf bed & breakfast is 0.6 mi (1 km) from Bennington Battle Monument and 0.6 mi (1 km) from Bennington Center for the Arts. Pamper yourself with onsite massages or take in the view from a terrace and a garden. This Georgian bed & breakfast also features complimentary wireless internet access, concierge services, and wedding services. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served on weekdays from 7:30 AM to 9:00 AM and on weekends from 8:00 AM to 9:30 AM. Featured amenities include complimentary wired internet access, express check-out, and luggage storage. Free self parking is available onsite. Stay in one of 11 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided daily.

With a stay at Knotty Pine in Bennington, you'll be steps from Green Mountain National Forest and a 1-minute drive from Bennington Dog Park. This motel is 1.3 mi (2.1 km) from Bennington Potters Yard and 1.3 mi (2.2 km) from Hemmings Motor News Car Lover's Convenience Store & Vehicle Display. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a communal living room. A complimentary on-the-go breakfast is served daily from 12:30 PM to 1:00 PM. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 21 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided daily.

With a stay at Starlight Inn in Bennington, you'll be steps from Green Mountain National Forest and a 3-minute drive from Bennington Arts Guild Gallery. This hotel is 1.2 mi (2 km) from Fiddlehead at Four Corners and 1.2 mi (2 km) from Harmon Hill. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 44 guestrooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and hair dryers. Conveniences include phones, as well as desks and separate sitting areas.

A stay at South Shire places you in the heart of Bennington, steps from Green Mountain National Forest and 4 minutes by foot from Bennington Arts Guild Gallery. This inn is 0.3 mi (0.4 km) from Fiddlehead at Four Corners and 0.3 mi (0.5 km) from Harmon Hill. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and ski storage. At South Shire, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Continental breakfasts are available daily from 8:00 AM to 10:00 AM for a fee. Featured amenities include a business center, express check-in, and express check-out. Planning an event in Bennington? This inn has 700 square feet (65 square meters) of space consisting of conference space and a meeting room. A roundtrip airport shuttle is provided for a surcharge (available 24 hours), and free self parking is available onsite. Stay in one of 9 guestrooms featuring flat-screen televisions. Your Tempur-Pedic bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.

Where simplicity meets solitude. Find connection in this scenic mountainous retreat. Enmeshed in the natural landscape, this space is only accessible via unpaved roads and a steep 1200’ driveway. This is not a problem for most people in the summer months, however it is imperative you know where you are going in order to access whether this space is what you are looking for.Even the journey here is part of the adventure. *4WD/AWD & snow tires are essential during winter & early spring due to the possibility of snow or mud*This property requires a lot of upkeep. The steward will likely be onsite during your stay, however the whole house will be exclusively reserved for the duration of your stay.This home was handmade by artists in 1984, nestled between forest, meadow, stream, and sky. Whether it's the owls or the stars singing you to sleep, you will leave feeling rejuvenated. With swimming holes nearby, and woods to be explored just outside the front door, this secluded site is perfect for a private getaway or a group gathering. This unique structure is a composition of iron, and cement called ferrocement construction. The molding of reinforcing iron, and following layers of cement give the structure its dome shape. This space was originally built off grid, but as of last year is electrified. Enjoy modern amenities in the middle of the woods including fridge, washer/dryer, hot/cold running water, Wifi. The driveway is roughly 1200' and can be inaccessible without the correct equipment. You will need snow tires during the winter months, and 4WD/AWD during mud season March/April.This space will rejuvenate & inspire.About pets:Pets allowed: limit 1 total.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed.Maximum event attendees: 1.