Old Bennington, VT
Travel Guide
Visit Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is SAR 816 per night from May 12 to May 13
SAR 816
SAR 890 total
12 May - 13 May
includes taxes & fees
Book a stay at this golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (283 reviews)
Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area.
Reviewed on 19 April 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is SAR 531 per night from May 11 to May 12
SAR 531
SAR 593 total
11 May - 12 May
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,006 reviews)
The property was clean and the staff was polite, but I was disappointed that I was placed in an accessible room even though I did not request one. I asked if another room was available and was told the hotel was fully booked. While I understand availability issues happen, the room layout was not ...
Reviewed on 7 May 2026
The Williams Inn
101 Spring Street Williamstown MA
The price is SAR 1,055 per night from May 26 to May 27
SAR 1,055
SAR 1,178 total
26 May - 27 May
includes taxes & fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (623 reviews)
Very nice understated hotel. Great staff. Nice restaurant. Walkable to coffe house and restaurants and campus. Wonderful for college community. Kudos to management staff. Really really nice.
Reviewed on 6 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown
Williamstown MA
Stay at this vacation home in Williamstown. Enjoy air conditioning. Popular attractions Buxton Gardens and Farm Museum are located nearby.
9.8/10 Exceptional! (6 reviews)
The property is beautiful and quiet. The owners are salt of the earth and welcoming. We saw a porcupine walking in the field, first of my life.
Reviewed on 2 April 2026
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Pownal VT
Book a stay at this family-friendly apartment in Pownal. Enjoy free WiFi, private pools, and a garden. Popular attractions Solomon Wright Library and Solomon ...
9.4/10 Exceptional! (86 reviews)
The rental was adequate but the kitchen was older, despite the cabinets being painted and the hardware being replaced. The appliances need replacing, including the coffee pot, and the seal around the kitchen sink had mildew, which made cooking unappealing. The hot tub was a nice addition, however, ...
Reviewed on 10 December 2025
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Sunderland VT
Stay at this vacation home in Arlington. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Mount Equinox and Hildene are located ...
10/10 Exceptional! (138 reviews)
Secluded, clean and cozy. Great view too.
Reviewed on 22 April 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Bennington Battle Monument
4.5/5(72 reviews)
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.
Bennington Museum
4.5/5(11 reviews)
You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
4.5/5(2 reviews)
You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.
Woodford State Park
You can take time to visit Woodford State Park during your travels to Woodford.
Bennington Center for the Arts
5/5(3 reviews)
Enjoy an outing to Bennington Center for the Arts during your stay in Bennington. Experience the area's art scene and museums.
Southern Vermont College
4.5/5(7 reviews)
Explore the campus of Southern Vermont College, during your travels in Bennington. While you're here, you can savor the charming coffeehouses.
