Old Bennington Hotels from S$113

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Old Bennington hotel prices

Tomorrow night
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Old Bennington hotels

The Hotel Vervana at Bennington

2.5 star property
8.2 out of 10, Very good, (1037)
"God price, easy check in, comfortable bed"
The price is S$145
includes taxes & fees
24 Dec - 25 Dec
The Hotel Vervana at Bennington

Best Western Bennington

2.5 star property
7.8 out of 10, Good, (782)
"Breakfast was okay, but not great"
The price is S$150
includes taxes & fees
5 Dec - 6 Dec
Best Western Bennington

Hampton Inn Bennington

2.5 star property
8.6 out of 10, Excellent, (931)
"Pet friendly and clean!"
The price is S$201
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Bennington

The Autumn Inn

2.0 star property
7.6 out of 10, Good, (556)
"great place to sleep the night for a quick stay in Bennington. Bed was comfy enough and the room was very clean."
The price is S$131
includes taxes & fees
24 Nov - 25 Nov
The Autumn Inn

Schuyler Yacht Basin

3.0 star property
8.0 out of 10, Very good, (12)
"Great place to stay while visiting the area!"
Schuyler Yacht Basin

South Shire

4.0 star property
9.2 out of 10, Wonderful, (75)
"Rather unique We liked the piano player "
The price is S$299
includes taxes & fees
24 Nov - 25 Nov
South Shire

Starlight Inn

2.0 star property
6.6 out of 10, (207)
"Excellent place. The location was near the town proper."
The price is S$145
includes taxes & fees
24 Nov - 25 Nov
Starlight Inn

Bennington Motor Inn

2.0 star property
7.8 out of 10, Good, (433)
"A lovely, simple, old-fashioned motel, with a charming staff. The facility is ery clean but is showing its age. All the same, compared to other lodging in the area at this time of year, it's a bargain and well worth considering. "
The price is S$169
includes taxes & fees
24 Nov - 25 Nov
Bennington Motor Inn

Harwood Hill Motel

2.0 star property
9.4 out of 10, Exceptional, (490)
"Lovely, quiet location in Bennington. Great hostess. "
The price is S$191
includes taxes & fees
24 Nov - 25 Nov
Harwood Hill Motel

The Governor's Rock Motel DF ROCKLLC

2.0 star property
9.0 out of 10, Wonderful, (17)
"Wonderful stay and great location!"
The Governor's Rock Motel DF ROCKLLC

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (272)
"Great stay!"
The price is S$366
includes taxes & fees
24 Nov - 25 Nov
The Four Chimneys Inn

The Preserve Battenkill River

5.0 star property
10.0 out of 10, Exceptional, (2)
"Scott is an amazing host, area is very clean. Glamping to the fullest with a side of nature. Great area. Very peaceful and enjoyedable. You will enjoy rain or shine"
The Preserve Battenkill River

Eddington House Inn

3.0 star property
9.2 out of 10, Wonderful, (76)
"Spacious suite, nice bathroom, fluffy bath towels, good service, excellent breakfast, cute puppy."
The price is S$383
includes taxes & fees
28 Nov - 29 Nov
Eddington House Inn

Arlington's West Mountain Inn

3.0 star property
8.4 out of 10, Very good, (154)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
Arlington's West Mountain Inn

Maple Shade Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (89)
"We had a beautiful room. The staff and owner went above and beyond to assist us and accommodate our schedule. The breakfast exceeded our expectations. "
Maple Shade Bed & Breakfast

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!

West Road Motel

2.0 star property
5.0 out of 10, (123)
"A place to stay when there is no other place to stay "
West Road Motel

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!

'sky Parlor Farm' on 480 Acres w/ Fire Pit!

3.0 star property
'sky Parlor Farm' on 480 Acres w/ Fire Pit!

Buskirk Vacation Rental w/ Deck & Putting Green!

3.0 star property
Buskirk Vacation Rental w/ Deck & Putting Green!
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.
Don't see what you're looking for?
See all available properties in Old Bennington
Save an average of 15% on thousands of hotels when you're signed in
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Where is the best place for a stay in Old Bennington?

Based on our traveller data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Other good choices for your visit to the area are Hotel Downstreet and Mountaineer Inn. See all available top hotels, or vacation rentals in Old Bennington.

If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Old Bennington.

What are some hotels with pools in Old Bennington?

Hampton Inn Bennington: Provides a sauna, a pool and free breakfast. The Lodge at Mount Snow and Big Bears Lodge are a couple of other choices that offer an on-site pool. View all hotels with pools in Old Bennington.

What is the best spa hotel in Old Bennington?

The Four Chimneys Inn is a highly recommended spa hotel with a bar. Treat yourself to a massage at the on-site spa. See all spa hotels in Old Bennington.

How is it staying in Old Bennington?

Visitors will definitely enjoy all that Old Bennington has to offer. A top sight in the area is Mount Snow. There are 884 hotels and other accommodation options in the surrounding area. Find out more about Old Bennington.

What are the top places to visit in Old Bennington?

Landmarks like Bennington Battle Monument and Old First Congregational Church might be worth a visit. Additionally, you'll find Mount Snow in the area. Take a look at what more there is to see and do in Expedia's Old Bennington guide.

What's the weather like in Old Bennington?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Old Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.