Old Bennington Holidays
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Top hotels in Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
9.6/10 Exceptional! (223 reviews)
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.
Reviewed on 12 Jan 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is Rp3.359.916 per night from 11 Mar to 12 Mar
Rp3.359.916
Rp3.753.026 total
11 Mar - 12 Mar
includes taxes & fees
9.6/10 Exceptional! (575 reviews)
Absolutely wonderful!
Reviewed on 16 Feb 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is Rp1.924.607 per night from 22 Mar to 23 Mar
Rp1.924.607
Rp2.149.785 total
22 Mar - 23 Mar
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Spotless and front desk staff...friendly and accommodating
Reviewed on 11 Feb 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
Harmon Hill
You can take time to visit Harmon Hill during your travels to Bennington. While you're here, you can savour the cosy cafes.
What to do in Old Bennington
Vermont RT 100 Self Guided Driving Audio Tour
Rp285.772
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.
