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Our top choices for South Shaftsbury hotels

1. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,001 reviews)
"Clean, convenient and the staff was helpful."
United States
James
The price is ᅣ30,850
ᅣ33,627 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Bennington

2. Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (601 reviews)
"The restaurant next door was a big plus. Very quiet location."
United States
William
The price is ᅣ24,397
ᅣ26,593 total
includes taxes & fees
Aug 5 - Aug 6
Harwood Hill Motel

3. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (980 reviews)
"Tried to cancel but was charged anyway"
United States
Chris
The price is ᅣ16,806
ᅣ18,319 total
includes taxes & fees
Aug 24 - Aug 25
New Englander Inn Bennington

4. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (484 reviews)
"Hotel looks like a welfare motel on the outside. Some sketchy looking people around. But my room was clean and comfortable."
United States
John
The price is ᅣ14,037
ᅣ15,301 total
includes taxes & fees
Aug 11 - Aug 12
Bennington Motor Inn

5. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.4 out of 10, Very Good, (127 reviews)
"The property was quaint and provided what I needed for my stay. Staff was very helpful. Could not use pool as it was raining the whole time I was there. I will definitely use that property again."
United States
Barbara
The price is ᅣ17,141
ᅣ18,684 total
includes taxes & fees
Aug 6 - Aug 7
Knotty Pine

6. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,004 reviews)
"Staff was wonderful and very accommodating The facilities lived up to all our expectations for this location."
United States
John
The price is ᅣ17,394
ᅣ18,959 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Vervana, Trademark Collection by Wyndham

7. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (227 reviews)
"Clean "
United States
Michael
The price is ᅣ15,613
ᅣ17,019 total
includes taxes & fees
Aug 5 - Aug 6
Starlight Inn

8. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 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."
United States
Jeane
The price is ᅣ40,224
ᅣ43,844 total
includes taxes & fees
Aug 4 - Aug 5
The Four Chimneys Inn

9. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (128 reviews)
"Staff was great."
United States
Jan
The price is ᅣ32,619
ᅣ37,270 total
includes taxes & fees
Aug 6 - Aug 7
South Shire

10. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (935 reviews)
"Loved this place"
United States
Jeremy
The price is ᅣ14,874
ᅣ17,456 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Corner Motel

11. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (393 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is ᅣ13,536
ᅣ14,890 total
includes taxes & fees
Aug 4 - Aug 5
Brittany Motel

12. Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (200 reviews)
"The atmosphere was so peaceful and very enjoyable the staff went out of their way to make a wonderful breakfast I can't say enough about how much we enjoyed our stay"
United States
Sonya
The price is ᅣ31,760
ᅣ34,619 total
includes taxes & fees
Aug 5 - Aug 6
Arlington Inn

13. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (629 reviews)
"Great spot with everything we needed"
United States
Christine
The price is ᅣ20,305
ᅣ22,680 total
includes taxes & fees
Aug 5 - Aug 6
Maple Terrace Motel

14. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,004 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is ᅣ16,299
ᅣ18,205 total
includes taxes & fees
Aug 10 - Aug 11
Willows Motel Williamstown

15. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (805 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is ᅣ14,009
ᅣ15,648 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel

16. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place to stay"
United States
Patricia
The price is ᅣ24,394
ᅣ26,834 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn and Suites Manchester

17. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is ᅣ23,413
ᅣ26,153 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Downstreet, an Ascend Collection Hotel

18. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (927 reviews)
"Great place"
United States
Donna
The price is ᅣ15,738
ᅣ17,581 total
includes taxes & fees
Aug 4 - Aug 5
Howard Johnson by Wyndham Williamstown

19. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (790 reviews)
"Good location."
United States
cody
The price is ᅣ16,858
ᅣ18,543 total
includes taxes & fees
Aug 4 - Aug 5
Weathervane Motel

20. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (137 reviews)
"The room was spotless. We only saw the staff at check in but he was very friendly. The outdoor area is great. Would highly recommend."
United States
Patrick
The price is ᅣ16,685
ᅣ18,354 total
includes taxes & fees
Aug 17 - Aug 18
Chalet 239
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.
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Frequently asked questions

What's the best place to stay in South Shaftsbury?
Hotel Downstreet, an Ascend Collection Hotel, located 17.4 mi (28 km) from the heart of South Shaftsbury, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Hotel Vervana, Trademark Collection by Wyndham and Grand Summit Resort, A Vail Resorts Property. See all available top hotels, or vacation rentals in South Shaftsbury.
What are some of the best vacation home rentals in South Shaftsbury?
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This South Shaftsbury vacation home rental is located in the city center and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub. See all vacation rentals in South Shaftsbury.
If I need to cancel my hotel reservation in South Shaftsbury, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in South Shaftsbury.
Where can I learn more about changing or cancelling my trip to South Shaftsbury?
For more details about rescheduling or cancelling your trip to South Shaftsbury, go to https://www.expedia.com/service/.
What is staying in South Shaftsbury like?
Visitors can enjoy all that South Shaftsbury has to offer including its museums. There are 1500 hotels and other accommodations in the surrounding area. Find out more about South Shaftsbury.
What should I do while I'm visiting South Shaftsbury?
A favorite place to visit is Robert Frost Stone House Museum. You'll also find Bennington Museum and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in the area. Check out what more to see and do in Expedia's South Shaftsbury guide.
What's the seasonal weather like in South Shaftsbury?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in South Shaftsbury are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

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