The Berkshires Cottages

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Our top choices for The Berkshires cottages

1. Mtn-view Retreat in Huson Valley: Great for Groups

Hudson

includes taxes & fees

21 Aug - 22 Aug

2. Perfect for a peaceful get away in clean fresh Vermont air!

Woodford

Adam a.

includes taxes & fees

31 Aug - 1 Sept

3. Berkshires farm, 30+ guests, 50 acres

New Lebanon

includes taxes & fees

8 Sept - 9 Sept

4. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

includes taxes & fees

24 Aug - 25 Aug

5. 3 Mi to Mount Snow: Spacious West Dover Home

West Dover

includes taxes & fees

26 Aug - 27 Aug

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Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"This is my second time staying. The elevators had an awful smell. It just didn’t seem as clean as I remembered."

Vacation Village in the Berkshires

8/10 Good

"Check- in and out was easy and the staff were professional and friendly. The area we stayed in appeared to be an older section of the resort. Rooms were very clean but dated. Really comfortable bed! The kitchen has a countertop stove but there is no oven. Indoor and outdoor pools were great and the game room was a real plus for the 2 grandkids! There is a small country store and Deli nearby. Be sure to take advantage because the closest grocery store and restaurants are 20+ minutes away."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I enjoyed having so much room in my two bedroom unit. Very nice grounds and pools for a family. I liked the smaller pool by my unit. The food bar is a big weakness. They need a decent place that one can get a breakfast without going off property. They also need regular trash pickup so the bears don’t raid the dumpster! Big turn off- I called for a late check out since 10:00 am is early! They said a flat NO! Early check in cost me $25 too! In all we liked the unit and property!"

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

8/10 Good

"Shower base was very slippery-dangerous. Air-conditioning controls were poor. Thermostat was difficult to adjust and there was no ability to direct the cold air from the fan away from directly blowing on the bed. Had to move furniture to block it. Everything else was fine."

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The Berkshires Cottages information

Number of reviews	84
Accommodation	89 Cottages
Lowest Price	NZ$692
Highest Price	NZ$3,576

Frequently asked questions

How much do cottages in The Berkshires cost?

Prices for cottages in The Berkshires range between NZ$692 and NZ$3,576 per night. Whatever your budget, you'll find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in The Berkshires?

Explore our 89 cottages in The Berkshires and then select your favourite. Whether you're organising a holiday with the whole fam or a break with pals, your perfect stay is just a few clicks away with Expedia.

What is there to do in The Berkshires near my cottage?

One of the most important travel accessories for your The Berkshires trip is a good itinerary! Tanglewood Music Centre, Shakespeare and Company and The Mount are among the most popular sights if you're on your way to Lenox. Williamstown is also home to terrific attractions, such as Chapin Library of Rare Books and Manuscripts. In the mood to explore more? Carve out some time for Hopkins Observatory and Williams College Museum of Art too.

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Alford Holiday Rentals

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Treat yourself

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Check prices for these dates

Our top choices for The Berkshires cottages

1. Mtn-view Retreat in Huson Valley: Great for Groups

2. Perfect for a peaceful get away in clean fresh Vermont air!

3. Berkshires farm, 30+ guests, 50 acres

4. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

5. 3 Mi to Mount Snow: Spacious West Dover Home

Find holiday rentals that suit your style

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Vacation Village in the Berkshires

The Yankee Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

The Red Lion Inn

Quality Inn Great Barrington

Jiminy Peak Mountain Resort

Find out more about The Berkshires

The Berkshires Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Book a The Berkshires Cottage

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires cottages

1. Mtn-view Retreat in Huson Valley: Great for Groups

2. Perfect for a peaceful get away in clean fresh Vermont air!

3. Berkshires farm, 30+ guests, 50 acres

4. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

5. 3 Mi to Mount Snow: Spacious West Dover Home

Find holiday rentals that suit your style

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Find out more about The Berkshires

The Berkshires Cottages information

Frequently asked questions

Explore a world of travel with Expedia