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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 17 B&B in New Ashford with updated reviews, rates, and availability.

The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1001)
"We had a wonderful wknd in Lenox. The Cornell Inn was very accommodating and everyone was extremely friendly, welcoming and helpful. We had emailed beforehand about dietary restrictions and they were helpful and gave great recommendations for places that could accommodate us. Their breakfasts are excellent and filling. That starts your day off so nicely. The rooms were comfortable and roomy. Although the room was a bit dated -it was cozy and suited us perfectly. It was a great location...
The price is AED 455
AED 652 total
includes taxes & fees
28 Apr - 29 Apr
The Cornell Inn, Lenox & The Berkshires
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (255)
"We had a great stay at The Lakehouse Inn. Upon arrival we were greeted with a beverage and brownies. Our room was lovely, the new gas fireplace was a bonus. And the breakfast was out of this world! Service was fantastic from everyone involved, especially our breakfast server Kathleen. We would definitely recommend a stay here."
Lakehouse Inn
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (409)
"Beautiful room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"
The price is AED 533
AED 584 total
includes taxes & fees
27 Apr - 28 Apr
Shaker Mill Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"The Trail in Adams offered me exactly what I needed: a quiet and convenient place prepare for a day in the woods the next day. Very convenient walking to nearby restaurants, right in the middle of Adams. There was a snowstorm that night, and the walks were shoveled several times that evening and the next morning. "
The price is AED 638
AED 713 total
includes taxes & fees
27 Apr - 28 Apr
The Trail in Adams - Berkshires’ Art Hotel
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is AED 1,441
AED 1,610 total
includes taxes & fees
28 Apr - 29 Apr
33 Main
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (151)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is AED 780
AED 871 total
includes taxes & fees
27 Apr - 28 Apr
Brook Farm Inn
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"The owners are there everyday. The staff is friendly and very custimer focused. The standards are high and the inn has a great history and is lovely. It felt more like being a house guest than a customer. The restaurant was an outstanding choice for dinner and accommodation for vegetarians and allergies were taken into consideration and excellent meals with tasty desserts and great wine and cocktails now has this on our summer spots to visit!!"
The price is AED 896
AED 977 total
includes taxes & fees
28 Apr - 29 Apr
The Four Chimneys Inn
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is AED 601
AED 741 total
includes taxes & fees
8 May - 9 May
Whistler's Inn Bed & Breakfast
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (85)
"Here’s the review translated into English: ⭐⭐⭐⭐⭐ (5 stars – if there were 8, we’d give 8!) We had an unforgettable stay at the Maple Farm Hotel! The accommodation is decorated with incredible attention to detail and taste – the warm wood, stylish furniture, and countless charming little touches create a beautiful, natural atmosphere. In the mornings, we were awakened by the cheerful chirping of birds, which was simply magical. We especially loved the cozy hours by the fireplace and the...
The price is AED 547
AED 591 total
includes taxes & fees
27 Apr - 28 Apr
Inn at Silver Maple Farm
Inn at Kenmore Hall
Lobby

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"A wonderful experience……….breakfast overlooking the property, the beautiful flowers grown by the innkeepers, decorated to perfection, with owners there to make your stay as comfortable as possible! "
The price is AED 1,561
AED 1,712 total
includes taxes & fees
26 Apr - 27 Apr
Inn at Kenmore Hall
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 918
AED 970 total
includes taxes & fees
6 May - 7 May
Harbour House Inn
Eastgate Inn B&B
Porch

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Berkshire Mountain House
Comfort Double Room, 1 Queen Bed, Mountain View, Mountainside | Premium bedding, Tempur-Pedic beds, individually decorated

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (24)
"Mona was an excellent host. Our bed was very comfortable and the food was good, too! I'd definitely recommend staying here as there's so much to do in the area."
Berkshire Mountain House
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
UU Rowe Camp and Conference Center
Chesapeake Inn of Lenox
Property grounds

Chesapeake Inn of Lenox

3.0 star property
7.4 out of 10, Good, (8)
"Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive"
Chesapeake Inn of Lenox
Victorian mansion's Jim-Dandy Suite
1 bedroom, desk, iron/ironing board, free WiFi

Victorian mansion's Jim-Dandy Suite

10.0 out of 10, Exceptional, (5)
"It was such a relief to enter a space that honors a time gone by. The attention to detail—perfect touches—from the sheets and pillows tot he fresh flowers at the breakfast table added to the hospitality and warmth we felt immediately walking into the inn. There is NOTHING like staying at a place where the owner is present and attending to guests//thank you, Jim for a lovely respite from the circus."
Victorian mansion's Jim-Dandy Suite
Victorian mansions Coach Room with Breakfast
Interior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
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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Other property types in New Ashford

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1799)
"What a beautiful place. Could not be more beautiful and we are so satisfied. We will be back!"
The price is AED 380
AED 458 total
includes taxes & fees
27 Apr - 28 Apr
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Staff was exceptionally helpful and friendly."
The price is AED 493
AED 550 total
includes taxes & fees
26 Apr - 27 Apr
Jiminy Peak Mountain Resort
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is AED 824
AED 920 total
includes taxes & fees
9 May - 10 May
The Ponds at Foxhollow
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.

Frequently asked questions

Searching for B&Bs in New Ashford?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to get some local recommendations, a B&B might be the right choice for your trip. If your ideal vacation to New Ashford includes spending lots of time outside, Mount Greylock State Reservation is a good spot to enjoy the scenery.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs all have a one-of-a-kind setting.
What are the top B&Bs in New Ashford?
Here are some B&Bs in the surrounding area: The Cornell Inn, Lenox & The Berkshires: 16.7 mi (26.8 km) from the heart of New Ashford. Enjoy the free full breakfast and unique décor. Whistler’s Inn Bed & Breakfast: 14 rooms. 16.9 mi (27.2 km) from the heart of downtown. Enjoy the private yard and unique décor. Inn at Silver Maple Farm: 11 rooms. Located 17.2 mi (27.7 km) from the core of New Ashford. Enjoy the free buffet breakfast and designer toiletries.
When should I book my B&B in New Ashford?
When you’re dreaming of a trip to New Ashford, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in New Ashford are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in New Ashford?
When you want to explore some things to do in town, Mount Greylock State Reservation and Green River Wildlife Management Area are some notable sights to visit. You might also consider a trip to sites like Brodie Mountain or Williamstown Theatre Festival if you have time to see more of the area.
How can I get to and around New Ashford?
You can plan your excursions in and around New Ashford ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12.7 mi (20.5 km) away from the city center. Otherwise, look for flights into Albany Intl. Airport (ALB), which is 30.5 mi (49.2 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.