New Ashford Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for New Ashford hotels

A patio area with outdoor furniture, a fire pit, and potted plants.

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

A cozy living room with a stone fireplace, comfortable seating, and a television.

1. The Springs Motel

New Ashford

Elizabeth

฿3,782

฿4,149 total

includes taxes & fees

20 Sept - 21 Sept

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

A spacious living room with large windows, a fireplace, and a variety of seating options.

2. Vacation Village in the Berkshires

Williamstown

Sarah

฿3,167

฿3,903 total

includes taxes & fees

21 Sept - 22 Sept

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A bar area with wooden beams, red chairs, and a long wooden table.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

3. The Williams Inn

Williamstown

John

฿6,466

฿7,223 total

includes taxes & fees

20 Sept - 21 Sept

A building with a covered parking area and a grassy front yard.

A motel with multiple rooms, a parking area, and a large tree in the foreground.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

4. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

฿3,329

฿3,718 total

includes taxes & fees

17 Sept - 18 Sept

A garden with a swing set, a blue chair, and a flower bed.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

5. Maple Terrace Motel

Williamstown

Christine

฿4,161

฿4,648 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

6. Cozy Corner Motel

Williamstown

Jeremy

฿2,936

฿3,451 total

includes taxes & fees

17 Sept - 18 Sept

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hay bale display with pumpkins and scarecrows.

A white two-story building with a porch, labeled as a motel.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

7. Willows Motel Williamstown

Williamstown

Bill

฿2,815

฿3,144 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

A modern hotel building with the name "Hotel Downtown" on the facade.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

8. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

฿4,767

฿5,325 total

includes taxes & fees

14 Oct - 15 Oct

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

9. Jiminy Peak Mountain Resort

Hancock

Jacqueline

฿4,764

฿5,321 total

includes taxes & fees

17 Sept - 18 Sept

A living room with a fireplace, two sofas, and four black side tables.

A dining area with a wooden table, four chairs, and a framed picture on the wall.

A two-story building with a symmetrical facade, large columns, and a central entrance.

A bedroom with a bed, a sofa, a fireplace, and a chandelier.

10. The Revival House

Adams

Katrina

฿5,513

฿6,158 total

includes taxes & fees

20 Sept - 21 Sept

A kitchen with a countertop, a refrigerator, and a window.

A kitchen with a refrigerator, a coffee maker, and a microwave.

A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

11. The Villager Motel

Williamstown

Rebecca

฿2,963

฿3,309 total

includes taxes & fees

17 Sept - 18 Sept

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

12. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,685

฿4,116 total

includes taxes & fees

1 Oct - 2 Oct

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

A gazebo in a garden with a house in the background.

A room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.

A gazebo in a lush garden with flowering plants and a large tree.

13. Harbour House Inn

Cheshire

Gregory

฿8,445

฿8,927 total

includes taxes & fees

29 Sept - 30 Sept

A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

A buffet area with a counter, food items, and a beverage station.

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

฿3,828

฿4,276 total

includes taxes & fees

14 Oct - 15 Oct

A building entrance with a large planter with purple flowers and a small tree.

A library with bookshelves, a television, and two armchairs.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

15. Hotel On North

Pittsfield

Drew

฿4,469

฿4,992 total

includes taxes & fees

17 Sept - 18 Sept

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A hallway with a collection of plates on the walls, leading to a staircase.

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

16. The Porches Inn at Mass MoCA

North Adams

Cheryl

฿6,561

฿8,073 total

includes taxes & fees

21 Sept - 22 Sept

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

17. The Yankee Inn

Lenox

Robert

฿3,862

฿4,313 total

includes taxes & fees

22 Sept - 23 Sept

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

18. Williamstown Motel

Williamstown

Ahmet

฿3,296

฿3,681 total

includes taxes & fees

17 Sept - 18 Sept

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A snack bar with shelves of snacks and a refrigerated display.

19. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Steve

฿4,065

฿4,541 total

includes taxes & fees

17 Sept - 18 Sept

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A hotel patio with outdoor seating and a fire pit.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A spacious living room with a large sofa, a coffee table, and a fireplace.

20. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

฿4,870

฿5,439 total

includes taxes & fees

20 Sept - 21 Sept

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Learn more about New Ashford

Come to upscale New Ashford and enjoy its skiing, mountain views and festivals.

See all hotels in New Ashford

A forest with tall trees and a small wooden shelter.

Top New Ashford Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Spacious condo in a beautiful setting with great views, and amenities (pools, fire pits , and hot-tub). Loved it !"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Beautiful view. Clean and comfortable. Great breakfast choices"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"I really love staying here. It’s no nonsense clean and i feel safe traveling as a woman alone… However they really need to step up their morning breakfast. I eat gluten free and they never have any. I’ve asked for ivermectin a month now and they just tell me they will mention it…."

Hotel On North

10/10 Excellent

"Great location, clean room!"

The Whitlock

10/10 Excellent

"Front desk staff amazing. Very quaint and well maintained building. Room large and free standing tub wonderful. Great location. Good bargin as well."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Clean, staff was great, and ample parking"

More cheap stays in New Ashford

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,067

฿2,309 total

17 Sept - 18 Sept

includes taxes & fees

5.4/10 (905 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

฿3,650

฿3,979 total

30 Sept - 1 Oct

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

฿3,685

฿4,116 total

1 Oct - 2 Oct

includes taxes & fees

8.4/10 Very good! (1,003 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

฿3,862

฿4,313 total

22 Sept - 23 Sept

includes taxes & fees

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA

฿4,065

฿4,541 total

17 Sept - 18 Sept

includes taxes & fees

9.4/10 Exceptional! (208 reviews)

The Whitlock

16 Church St Lenox MA

฿4,613

฿5,153 total

20 Sept - 21 Sept

includes taxes & fees

8.4/10 Very good! (383 reviews)

Frequently asked questions

What's the best place for a stay in New Ashford?

Based on Expedia's traveller preferences, The Springs Motel is a top place to stay in New Ashford. Other good choices for your trip to the area are Vacation Village in the Berkshires and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in New Ashford.

If I need to cancel my hotel reservation in New Ashford, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in New Ashford.

What's it like to stay in New Ashford?

Visitors can enjoy all that New Ashford has to offer, including the ski areas, mountain views and festivals. This city also attracts tourists with its scenic landscape. In New Ashford, there are 2 hotels and other accommodation options to choose from. Find out more about New Ashford.

What should I do while I'm visiting New Ashford?

A couple of favourite 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. Take a look at what more there is to see and do in Expedia's New Ashford guide.

What's the seasonal weather in New Ashford?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in New Ashford are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in New Ashford on Expedia.com

Find hotels in New Ashford, MA from ฿2,309

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in New Ashford

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for New Ashford hotels

1. The Springs Motel

2. Vacation Village in the Berkshires

3. The Williams Inn

4. Howard Johnson by Wyndham Williamstown

5. Maple Terrace Motel

6. Cozy Corner Motel

7. Willows Motel Williamstown

8. Hotel Downstreet, an Ascend Collection Hotel

9. Jiminy Peak Mountain Resort

10. The Revival House

11. The Villager Motel

12. Best Western Plus Berkshire Hills Inn & Suites

13. Harbour House Inn

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

15. Hotel On North

16. The Porches Inn at Mass MoCA

17. The Yankee Inn

18. Williamstown Motel

19. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

20. Hilton Garden Inn Lenox Pittsfield

Learn more about New Ashford

Top New Ashford Hotel Reviews

Vacation Village in the Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hotel On North

The Whitlock

Best Western Plus Berkshire Hills Inn & Suites

More cheap stays in New Ashford

FairBridge Inn Express

Hotel Vervana, Trademark Collection by Wyndham

Best Western Plus Berkshire Hills Inn & Suites

The Yankee Inn

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Whitlock

Frequently asked questions

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