The Best Historic Hotels in New Ashford, MA from AED 837 in 2026

A forest with tall trees and a small wooden shelter.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on New Ashford Historic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for New Ashford historic hotels

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

A spacious living area with a stone fireplace, comfortable seating, and a dining area.

A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

A living room with a sofa, a coffee table, a TV, and a window with curtains.

1. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock

Kristina L.

AED 364

AED 837 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with white cabinets, a wooden dining table, and pendant lights.

A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

A cozy room with a wooden bench, a small table, and a chair.

A room with a wooden bench, a table, and a door with glass panels.

2. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

AED 841

AED 1,768 total

includes taxes & fees

30 Oct - 31 Oct

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

A wooden deck with a grill, a table, and chairs.

A two-story house with a front porch, a small garden, and a mailbox.

A living room with a fireplace, a television, a ceiling fan, a clock, and a window with curtains.

3. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls

Anita T.

AED 691

AED 1,440 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Top New Ashford Hotel Reviews

Hotel On North

10/10 Excellent

"Charming hotel, far exceeded expectations. Clean. Well managed. Stayed for a girls weekend and enjoyed the area and surrounding towns. Would highly recommend."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"I had a room that overlooked the water and the views never got old. Lounging on the balcony, or sitting at the small table in my room was perfect to relax. I also enjoyed the jetted tub in my room. The Indian restaurant at the Inn is fantastic. The Inn is older, but well maintained and staff was very pleasant and accommodating."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

The Yankee Inn

10/10 Excellent

"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Forgot the woman’s name who checked us in but she was so helpful and friendly with awesome dinner suggestions. Locations was great to walk around town"

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"We had a good stay the staff when I arrived was super nice and personable and we really like the amenities. I really like the water that was filtered in the front and the breakfast was very good choices. Our room was very clean and the TV selection was great."

Frequently asked questions

What should I expect on my historical trip to New Ashford?

You're likely already making plans to see the places with historical relevance while on vacation in New Ashford. Also explore the many sights including the ski areas and mountain views

How many historical hotels are there in New Ashford?

New Ashford is home to 2 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.

What are the most important historical places and other sights in New Ashford?

A couple of favorite places to visit are Mount Greylock State Reservation and Green River Wildlife Management Area. You'll also find Brodie Mountain and Williamstown Theatre Festival in the area.

What is a historic hotel like in New Ashford?

By choosing a historic hotel, you can sleep someplace that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be considered a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in New Ashford, giving a historical feel.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value as well as how it influenced the community.

Do historic hotels in New Ashford have modern facilities?

Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in New Ashford, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on New Ashford Historic Hotels

Our top choices for New Ashford historic hotels

1. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

2. A roomy remodeled retreat close to MassMoCA

3. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!