Book 5 Star Hotels in Bennington

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Oct 11 - Oct 12
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Featured Bennington 5 Stars Hotels

The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
1.78 mi from city center
$75 nightly
The price is $82 total per night
$82 total
Oct 27 - Oct 28
Total with taxes and fees
Guests staying at The Autumn Inn enjoy free WiFi in public areas, laundry facilities, and a vending machine. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests.
Pet friendly
Parking included
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
$108 nightly
The price is $118 total per night
$118 total
Nov 2 - Nov 3
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
Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
1.17 mi from city center
$106 nightly
The price is $115 total per night
$115 total
Nov 2 - Nov 3
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 securing valuables, concierge services, and luggage storage. Additional amenities include a seasonal outdoor pool, a meeting room, and a computer station.
Pool
Breakfast included
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
1.75 mi from city center
$139 nightly
The price is $151 total per night
$151 total
Nov 2 - Nov 3
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.
Pool
Breakfast included
Harwood Hill Motel

Harwood Hill Motel

2 out of 5
864 Harwood Hill Road, Bennington, VT
2.11 mi from city center
$140 nightly
The price is $153 total per night
$153 total
Oct 27 - Oct 28
Total with taxes and fees
Harwood Hill Motel features free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include free newspapers, a picnic area, and a garden.
Breakfast included
Pet friendly
South Shire

South Shire

4 out of 5
124 Elm St, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
0.84 mi from city center
$167 nightly
The price is $183 total per night
$183 total
Oct 27 - Oct 28
Total with taxes and fees
South Shire features free WiFi in public areas, conference space, and a business center. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 125 per vehicle one-way. Front-desk staff can assist with luggage storage and tours/tickets. Additional amenities include coffee/tea in a common area and free use of bicycles.
Pet friendly
Parking included
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S, Bennington, VT
Free Cancellation
Reserve now, pay when you stay
1.69 mi from city center
$99 nightly
The price is $108 total per night
$108 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at Starlight Inn enjoy free WiFi in public areas, free newspapers, and a garden. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pet friendly
Parking included
Bennington Motor Inn

Bennington Motor Inn

2 out of 5
143 West Main Street, Bennington, VT
0.54 mi from city center
$105 nightly
The price is $114 total per night
$114 total
Nov 2 - Nov 3
Total with taxes and fees
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.
Parking included
Free WiFi
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

7.35 mi from city center
At this cottage, guests have access to barbecue grills.
Parking available
Barbecue grill
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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.

Best 5 star hotels in Bennington

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Bennington. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Bennington hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Bennington 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Bennington with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $82 to $183
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 776 5 star hotels in Bennington!

Bennington hotels essential information

Accommodation
776 hotels
Lowest Price
$82
Highest Price
$183
Popular hotels
The Autumn Inn, Hotel Vervana, Trademark Collection by Wyndham, Best Western Bennington, Hampton Inn Bennington, Harwood Hill Motel, South Shire, Starlight Inn, Bennington Motor Inn, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Recent Reviews

Harwood Hill Motel

Harwood Hill Motel

5/5 Excellent
"Lovely place to stay."
A verified traveler stayed at Harwood Hill Motel
Posted 2 days ago
Harwood Hill Motel

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