Historical Hotels in Bennington, VT
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Featured Bennington Historic Hotels

Hotel Vervana, Trademark Collection by Wyndham
141 West Main Street Bennington VT
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $110 total per night
$110 total
Dec 23 - Dec 24
Total with taxes and fees
Guests staying at Hotel Vervana, Trademark Collection by Wyndham enjoy a gym, free WiFi in public areas, and an outdoor tennis court. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this ski hotel include a seasonal outdoor pool, laundry facilities, and a garden.
Pool
Breakfast included

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
3567 Main Street Route 7A Manchester VT
A local mainstay since 1769, The Equinox, a Luxury Collection Golf Resort & Spa, Vermont offers a golf course, a full-service spa, and an indoor pool. For transportation, you can make use of an airport shuttle (available 24 hours) for USD 110 per vehicle one-way, as well as an area shuttle. The front desk is staffed 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this spa hotel include an outdoor pool, a 24-hour gym, and a steam room.
Pool
Spa

The Four Chimneys Inn
21 West Road Bennington VT
$249 nightly
The price is $271 total per night
$271 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
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.
Breakfast included
Parking included

The Inn at Ormsby Hill
1842 Main Street Manchester Center VT
$185 nightly
The price is $204 total per night
$204 total
Dec 17 - Dec 18
Total with taxes and fees
Guests staying at The Inn at Ormsby Hill enjoy free WiFi in public areas, a terrace, and wedding services. You can take advantage of free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. This ski bed & breakfast also has a garden.
Breakfast included
Parking included

Wilburton Inn
257 Wilburton Dr Manchester VT
Guests of Wilburton Inn enjoy free WiFi in public areas, an outdoor tennis court, and meeting rooms. If you drive, take advantage of free parking. Staff members are on hand to provide concierge services and luggage storage. Other amenities at this golf hotel include conference space, a seasonal outdoor pool, and a library.

Bennington Motor Inn
143 West Main Street Bennington VT
At Bennington Motor Inn, guests have access to free WiFi in public areas, a library, and free newspapers. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing.

Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
$196 nightly
The price is $216 total per night
$216 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Kimpton Taconic Hotel by IHG offers a 24-hour gym, meeting rooms, and conference space. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include a seasonal outdoor pool, coffee/tea in a common area, and free use of bicycles.

Arlington Inn
3904 VT Route 7A Arlington VT
Free Cancellation
Reserve now, pay when you stay
$202 nightly
The price is $220 total per night
$220 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Arlington Inn features free WiFi in public areas, meeting rooms, and spa services. If you drive, take advantage of free parking. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this golf inn include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.

The Equinox Golf Resort & Spa
3567 Main Street Route 7A Manchester VT
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $245 total per night
$245 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of The Equinox Golf Resort & Spa have access to a golf course, a full-service spa, and an indoor pool. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a 24-hour gym, a sauna, and outdoor tennis courts.

Weathervane Motel
2212 Main Street Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $131 total per night
$131 total
Dec 17 - Dec 18
Total with taxes and fees
Guests of Weathervane Motel have access to free WiFi in public areas. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.

Hampton Inn Bennington
51 Hannaford Square Bennington VT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $151 total per night
$151 total
Dec 23 - Dec 24
Total with taxes and fees
At Hampton Inn Bennington, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.

Best Western Bennington
220 Northside Drive Bennington VT
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $115 total per night
$115 total
Dec 23 - Dec 24
Total with taxes and fees
Best Western Bennington features a gym, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include a seasonal outdoor pool, a meeting room, and a computer station.

Brittany Motel
1056 Main Street/Historic Route 7A Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $131 total per night
$131 total
Dec 17 - Dec 18
Total with taxes and fees
Brittany Motel features free WiFi in public areas, a library, and express check-out. You can take advantage of free parking if you drive. Helpful staff is there to provide concierge services, as well as offer insight about the area. This motel also has a garden.

West Road Motel
2968 West Road, Route 9 Bennington VT
West Road Motel features free WiFi in public areas, coffee in a common area, and a terrace. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. This motel also has barbecue grills.
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.
Bennington hotels essential information
Accommodation | 769 hotels |
|---|---|
Lowest Price | $110 |
Highest Price | $271 |
Popular hotels | Hotel Vervana, Trademark Collection by Wyndham, The Equinox, a Luxury Collection Golf Resort & Spa, Vermont, The Four Chimneys Inn, The Inn at Ormsby Hill, Wilburton Inn, Bennington Motor Inn, Kimpton Taconic Hotel by IHG, Arlington Inn, The Equinox Golf Resort & Spa, Weathervane Motel, Hampton Inn Bennington, Best Western Bennington, Brittany Motel, West Road Motel |
Recent Historic Hotels Reviews

Harwood Hill Motel
5/5 Excellent
"This was my third stay over the course of many years, and this motel is always reliable for its comfort, cleanliness, warm welcome and good continental breakfast. I'll be back for sure!"
A verified traveler stayed at Harwood Hill Motel
Posted 6 days ago
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