Old Bennington Packages (Flight + Hotel)
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Top hotels in Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is ฿8,248 per night from 18 May to 19 May
฿8,248
฿8,990 total
18 May - 19 May
includes taxes & fees
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 Apr 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is ฿4,650 per night from 3 Jun to 4 Jun
฿4,650
฿5,194 total
3 Jun - 4 Jun
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
Clean room...
Reviewed on 12 May 2026
The Williams Inn
101 Spring Street Williamstown MA
The price is ฿10,618 per night from 28 May to 29 May
฿10,618
฿11,861 total
28 May - 29 May
includes taxes & fees
9.6/10 Exceptional! (625 reviews)
Staff was very helpful. Rooms were great. Unbeatable location for Williamstown (especially if you’re in town for an athletic event at Williams). Really solid breakfast with friendly and attentive wait staff. Only minor complaint is that the WiFi is not great. Other than that it was a perfect ...
Reviewed on 10 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.
What to do in Old Bennington
Vermont RT 100 App-Guided Driving Audio Tour
฿542
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
