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Check prices for these dates

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22 Dec - 23 Dec
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23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Questing hotels

Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
2.9 km from Questing
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.026.075 ₫
9.685.236 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Old Inn On The Green
Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
7.6 km from Questing
9.8 out of 10, Exceptional, (40)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is 4.263.030 ₫
4.761.805 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Wilder House Berkshires
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
3.3 km from Questing
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.881.170 ₫
5.354.644 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Gedney Farm
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
20 km from Questing
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
11.7 km from Questing
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is 3.552.525 ₫
3.968.170 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
10.1 km from Questing
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is 3.521.974 ₫
3.934.044 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
East Rock Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
19.9 km from Questing
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is 6.599.802 ₫
7.740.820 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
12.9 km from Questing
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.324.870 ₫
4.973.600 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
17.1 km from Questing
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 6.631.380 ₫
8.289.067 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Prospect Berkshires
Restaurant
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
18.3 km from Questing
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
11.6 km from Questing
9.0 out of 10, Wonderful, (809)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
11.9 km from Questing
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.763.075 ₫
3.177.536 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Locust Tree Bed and Breakfast LLC
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
12.1 km from Questing
8.8 out of 10, Excellent, (710)
"Great hospitality "
United States
regina maria
The price is 2.815.705 ₫
3.145.142 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
17 km from Questing
9.0 out of 10, Wonderful, (805)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is 3.363.057 ₫
4.270.993 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
19.1 km from Questing
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.050.225 ₫
12.157.914 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
11.4 km from Questing
8.4 out of 10, Very good, (1001)
"My go to place for my ski weekends"
United States
Ryan
The price is 1.990.730 ₫
2.223.645 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn Great Barrington
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
18.3 km from Questing
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is 3.947.250 ₫
5.584.832 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Exterior
The Little Lion

The Little Lion

The Little Lion
3.0 star property
14.4 km from Questing
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is 2.894.650 ₫
3.233.324 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
13.6 km from Questing
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.973.625 ₫
2.204.671 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Travelodge by Wyndham Great Barrington Berkshires
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
17.5 km from Questing
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is 1.968.362 ₫
2.198.660 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Econo Lodge Lee - Great Barrington
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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Top Questing Hotel Reviews

Hotels near other Questing attractions

New Marlborough Town Library

New Marlborough Town Library is just one of the places to see in New Marlborough, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.
See properties

New Marlborough Town Hall

After visiting New Marlborough Town Hall, make a plan to see the other sights and activities in New Marlborough. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

What's the area like around Questing?
Questing is located in an area of New Marlborough that travellers like for its live music. If you're looking for a convenient place to stay, take a look at the 5 hotels and other accommodation options you'll find within a mile.
How many hotels will I find near Questing?
Expedia has 5 hotels and other accommodation options within a mile from Questing.
If I need to cancel the hotel reservation for my stay near Questing, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals close to Questing.
What can I see and do near Questing?
You might spend a leisurely day outdoors at Umpachene Falls Park and Thom Reed UFO Monument Park. Explore nature at Lake Buel and Dry Hill. If you have some time to wander around the area, you might stop by Three Mile Pond Wildlife Management Area, Les Trois Emme Winery or Suter Farm.