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Top Hotels in Berkshire - Book from 49 Berkshire Hotels available at best prices starting from @ CAD 82. Avail best offers on Berkshire Hotel booking, we provide wide range of Cheap to Luxury Hotels in Berkshire. Get up to 20% Off* on hotel booking in Berkshire with MakeMyTrip using coupon code : “SUPERSAVER” valid on 100,000+ Hotels. View More
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56 Properties in Berkshire

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Room in a Homestay

The Cornell Inn, Lenox & The Berkshires

Lenox | 8.9 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Room in a Homestay
| Sleeps 2 guests
Room in a Homestay

Room in a Homestay

Room in a Property

Private access to a Bedroom & Bathroom, shared access to Living room, Kitchen & other common spaces with fellow guests

Please refer to Property Layout section on the Details page for access information for All spaces

Refrigerator
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.7

(551 Ratings)

CAD 199

+ CAD 78 taxes & fees

Per Night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington | 7.2 km drive to Great Barrington Airport, MA (GBR-Walter J. Koladza)
Skiing
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.6

Based on 684 Ratings

Location4.6

Cleanliness4.7

Room4.7

Hospitality4.7

Value For Money3.5

(684 Ratings)

CAD 212

+ CAD 25 taxes & fees

Per Night

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Room in a Homestay

Harbour House Inn

Room in a Homestay
| Sleeps 2 guests
Room in a Homestay

Room in a Homestay

Room in a Property

Private access to a Bedroom & Bathroom, shared access to Living room, Kitchen & other common spaces with fellow guests

Please refer to Property Layout section on the Details page for access information for All spaces

Skiing
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.8

(35 Ratings)

CAD 368

+ CAD 21 taxes & fees

Per Night

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Room in a Homestay

Chambery Inn

Lee
Room in a Homestay
| Sleeps 2 guests
Room in a Homestay

Room in a Homestay

Room in a Property

Private access to a Bedroom & Bathroom, shared access to Living room, Kitchen & other common spaces with fellow guests

Please refer to Property Layout section on the Details page for access information for All spaces

SpaSpa
Free Shuttle ServiceFree Shuttle Service
Free Cancellation
Hurry! only 1 room left at this price
Excellent4.7

Based on 363 Ratings

Location4.9

Cleanliness4.8

Value For Money5

Value For Money5

(363 Ratings)

CAD 240

+ CAD 28 taxes & fees

Per Night

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The Yankee, Trademark Collection by Wyndham

Lenox | 4.6 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
GymGym
JacuzziJacuzzi
Free Cancellation till 24 hrs before check in
Breakfast Included
Excellent4.5

Based on 951 Ratings

Cleanliness4.6

Room4.3

Hospitality4.7

(951 Ratings)

CAD 143

+ CAD 17 taxes & fees

Per Night

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Hotel On North

Pittsfield | 7.5 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
BarBar
Elevator/LiftElevator/Lift
Free Cancellation
Excellent4.7

Based on 682 Ratings

Location5

Cleanliness4.8

Room4.8

Hospitality4.7

(682 Ratings)

CAD 240

+ CAD 28 taxes & fees

Per Night

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Holiday Inn Express Great Barrington

Great Barrington | 7.9 km drive to Great Barrington Airport, MA (GBR-Walter J. Koladza)
Skiing
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.4

Based on 595 Ratings

Cleanliness4.5

Room4.4

Hospitality4.6

(595 Ratings)

CAD 150

+ CAD 18 taxes & fees

Per Night

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Gedney Farm

Skiing
JacuzziJacuzzi
Free Cancellation till 24 hrs before check in
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.6

Based on 118 Ratings

Cleanliness4.6

Room4.6

Hospitality4.6

(118 Ratings)

CAD 331

+ CAD 32 taxes & fees

Per Night

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Vacation Village in the Berkshires

Hancock
Swimming PoolSwimming Pool
GymGym
JacuzziJacuzzi
Excellent4.3

Based on 1757 Ratings

Hospitality4.1

Room4.3

Cleanliness4.5

Value For Money4.1

(1757 Ratings)

CAD 146

+ CAD 17 taxes & fees

Per Night

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Courtyard by Marriott Lenox Berkshires

Lenox | 7.7 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
GymGym
JacuzziJacuzzi
Hurry! only last few rooms left at this price
Excellent4.6

Based on 548 Ratings

Cleanliness4.7

Room4.7

Hospitality4.6

(548 Ratings)

CAD 202

+ CAD 24 taxes & fees

Per Night

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Best Western Plus Berkshire Hills Inn & Suites

Pittsfield | 3.8 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
GymGym
Free Shuttle ServiceFree Shuttle Service
Breakfast Included
Very Good4.2

Based on 977 Ratings

Location4.1

Cleanliness4.4

Room4.2

Value For Money4.1

Hospitality4.5

(977 Ratings)

CAD 137

+ CAD 16 taxes & fees

Per Night

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The Porches Inn at Mass MoCA

North Adams
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.7

Based on 375 Ratings

Location4.3

Cleanliness4.7

Room4.7

Hospitality4.7

(375 Ratings)

CAD 261

+ CAD 62 taxes & fees

Per Night

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Hampton Inn & Suites Berkshires Lenox

Lenox | 4.7 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
GymGym
Free Shuttle ServiceFree Shuttle Service
Free Cancellation
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.6

Based on 980 Ratings

Location4.5

Cleanliness4.7

Room4.6

Hospitality4.7

Value For Money4.3

(980 Ratings)

CAD 165

+ CAD 17 taxes & fees

Per Night

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Hilton Garden Inn Lenox Pittsfield

Pittsfield | 4 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
JacuzziJacuzzi
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Hurry! only last few rooms left at this price
Excellent4.6

Based on 625 Ratings

Location4

Cleanliness4.7

Room4.6

Hospitality4.7

(625 Ratings)

CAD 169

+ CAD 18 taxes & fees

Per Night

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Jiminy Peak Mountain Resort

Hancock
Skiing
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Very Good4.1

Based on 925 Ratings

Location4.2

Cleanliness4.1

Room3.8

Hospitality4.1

Value For Money3.9

(925 Ratings)

CAD 265

+ CAD 31 taxes & fees

Per Night

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The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee
GymGym
Breakfast Included
Excellent4.5

Based on 959 Ratings

Cleanliness4.6

Room4.3

Hospitality4.6

(959 Ratings)

CAD 154

+ CAD 18 taxes & fees

Per Night

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Holiday Inn Club Vacations Oak n' Spruce Resort

Lee
Swimming PoolSwimming Pool
GymGym
JacuzziJacuzzi
Free Cancellation
Excellent4.4

Based on 594 Ratings

Cleanliness4.4

Room4.3

Hospitality4.4

(594 Ratings)

CAD 199

+ CAD 41 taxes & fees

Per Night

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The Red Lion Inn

Stockbridge
SpaSpa
Skiing
GymGym
Free Cancellation
Hurry! only 1 room left at this price
Excellent4.4

Based on 979 Ratings

Hospitality4.6

Room4.1

Cleanliness4.5

Value For Money4

(979 Ratings)

CAD 255

+ CAD 61 taxes & fees

Per Night

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Fairfield Inn & Suites by Marriott Williamstown

Williamstown
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.3

Based on 320 Ratings

Cleanliness4.6

Room4.5

Hospitality4.5

(320 Ratings)

CAD 201

+ CAD 23 taxes & fees

Per Night

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Room in a Homestay

Shaker Mill Inn

West Stockbridge
Room in a Homestay
| Sleeps 2 guests
Room in a Homestay

Room in a Homestay

Room in a Property

Private access to a Bedroom & Bathroom, shared access to Living room, Kitchen & other common spaces with fellow guests

Please refer to Property Layout section on the Details page for access information for All spaces

CanoeingCanoeing
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.8

(378 Ratings)

CAD 184

+ CAD 18 taxes & fees

Per Night

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FAQs - Things to Know before Booking Hotel in Berkshire

Q: ✅ What are the budget properties featuring all required facilities to stay in Berkshire?

A: The best hotels are available near , Pittsfield, Lenox, Lee, Hancock & West Stockbridge
Here’s a list of the top five budget accommodations rated by our customers, near these areas :

Q: ✅ I have booked a stay at a resort recently in Berkshire for the coming month. Is there any way to get a free room upgrade?

A: Getting a free room upgrade in Berkshire totally depends on the season and the hotel (property). It’s quite usual for MakeMyTrip users to get room upgrades for free, during the off-season in Berkshire. You can also get an upgrade if a large number of rooms are vacant in the hotel or resort. Also, at the time of check-in, one can enquire about a room upgrade at the hotel reception.
Visit Here for room upgrade!!

Q: ✅ What are the best localities in Berkshire to stay with family in a hotel?

A: There are 2 five-star, 9 four-star, 22 three-star, 1 resorts & 0 budget hotels in Berkshire. You can book hotels under different sets of budgets.
The best area in Berkshire is Pittsfield & the main attractions here are & Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Grab the Deals Here!!

Q: ✅ Why do the hotel fares change so frequently in Berkshire?

A: The hotel room fares change frequently, depending on the inventory of a particular hotel. Season & flight fares also directly impact the hotel fares in Berkshire. To check out current offers Click Here!!

Q: ✅Which are the most reviewed hotels of Berkshire?

A: These are most reviewed hotels in Berkshire. You can book your stay after going through the reviews. Here is a list of top reviewed hotels in Berkshire.

Q: ✅ How to pick the best hotels & properties for Berkshire accommodation?

A: You can pick properties on the basis of top reviews from our travellers, their location vis-a-vis famous landmarks, budget and availability of facilities

Top Rated/Reviewed Hotels Top 4 Star hotels Top Budget hotels for Stay
  1. 33 Main
  2. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
  3. The Williams Inn
  4. The Red Lion Inn
  5. Holiday Inn Express & Suites PITTSFIELD - BERKSHIRES
  1. Harbour House Inn
  2. Gateways Inn & Restaurant
  3. Gedney Farm
  4. Jiminy Peak Mountain Resort
  5. The Trail in Adams - Berkshires’ Art Hotel


Q: ✅ Suggest some popular hotels & properties in Berkshire to enjoy holidays with family. What are the payment options available?

A: If you are planning a trip to Berkshire with your family, there are a large number of hotels and resorts, available at decent prices. The hotels listed with MakeMyTrip offer a wide range of services to make your trip hassle-free, and you can make your booking before you reach the venue.
You can pick from these handpicked accommodations in Berkshire on the basis of our user reviews
  1. Shaker Mill Inn
  2. Vacation Village in the Berkshires
. Also, you can try delicious local cuisine, at food joints located nearby these hotels.
The different kind of payment options available if you book a hotel in Berkshire with MakeMyTrip are: Pay@Hotel, No Cost EMI, Credit Card & Debit Card.

Q: What do we mean by ‘Book Now Pay Later’?

A: Reserve your hotel at AED 1 and pay the remaining amount during or after the stay. So #BreakTheBookingRoutine now and book your stay hassle-free.

Q: ✅ How many guests can one room accommodate, in the hotels located in Berkshire?

A: Most hotels in Berkshire permit additional guests to stay or share the room, at additional charges. Guest capacity also depends on the hotel’s policy, as every hotel has a different policy. Many hotels in Berkshire feature family rooms, which are large in size or have adjacent rooms sharing a common door. If you have any further doubts, you can contact the hotel’s helpline number or Check Here!!

Q: ✅ What are the 5 best luxury hotels in Berkshire offering excellent hospitality in 2025?

A: Here is a list of the top 5 best hotels offering excellent hospitality services in Berkshire
  1. Shaker Mill Inn
  2. Vacation Village in the Berkshires

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About Hotels Booking in Berkshire


Check out best Berkshire hotel deals and offers on more than 49 hotels in Berkshire only on MakeMyTrip!

Wondering where to book your stay in Berkshire? We understand your desire for comfort and hence have listed out the best Berkshire hotels for you, based on expert advice and the services they offer. Above once are the most popular hotels in Berkshire. Select from best 49 hotels in Berkshire.

All Above properties for Berkshire are updated on Monday, November 17, 2025- 15.09.

Book affordable hotels in Berkshire at discounted prices with MakeMyTrip. Check out your Preferred stay from popular area in Berkshire, Stay in Berkshire's best hotels! Berkshire Hotels Price Starts from Minimum CAD 82 for Budget hotel. If you’re looking for a cheap hotel in Berkshire, you should consider visiting during the low season. Book at least 90 days before your stay begins to get the best price for your Berkshire accommodation. Check Price Now!


Five Star Hotels in Berkshire

Vacation Village in the Berkshires, Berkshire

Vacation Village in the Berkshires

 0 1 2 3 4 0 1 2 3 4

CAD 145

Per Night

Hancock

Hotels in Nearby Cities

Hotels By Category in Berkshire

Get the best deals on different type of Hotel categories in Berkshire with MakeMyTrip.com. Choose from 49 hotels in Berkshire. Just CAD 82 onwards ✔ Use coupon code & Get Upto 70% OFF instantly. Make your stay special and comfortable with MakeMyTrip Hotels. Spacious rooms and impeccable service within your budget.

Berkshire Hotels by Location

Properties in Berkshire

Hotels By Star Category in Berkshire

Most Booked Hotels in Berkshire

Courtyard by Marriott Lenox Berkshires, Berkshire

Courtyard by Marriott Lenox Berkshires

 0 1 2 0 1 2 3 4

CAD 225

Per Night

Lenox

Fairfield Inn & Suites by Marriott Williamstown, Berkshire

Fairfield Inn & Suites by Marriott Williamstown

 0 1 2 0 1 2 3 4

CAD 220

Per Night

Williamstown

The Yankee, Trademark Collection by Wyndham, Berkshire

The Yankee, Trademark Collection by Wyndham

 0 1 2 0 1 2 3 4

CAD 174

Per Night

Lenox

Howard Johnson by Wyndham Lenox, Berkshire

Howard Johnson by Wyndham Lenox

 0 1 0 1 2 3 4

CAD 110

Per Night

Lenox

The Porches Inn at Mass MoCA, Berkshire

The Porches Inn at Mass MoCA

 0 1 2 0 1 2 3 4

CAD 237

Per Night

North Adams

The Cornell Inn, Lenox & The Berkshires, Berkshire

The Cornell Inn, Lenox & The Berkshires

 0 1 2 0 1 2 3 4

CAD 197

Per Night

Lenox

Hotel On North, Berkshire

Hotel On North

 0 1 2 0 1 2 3 4

CAD 208

Per Night

Pittsfield

33 Main, Berkshire

33 Main

 0 1 2 3 0 1 2 3 4

CAD 573

Per Night

Lenox

Holiday Inn Express Great Barrington, Berkshire

Holiday Inn Express Great Barrington

 0 1 0 1 2 3 4

CAD 160

Per Night

Great Barrington

The Trail in Adams - Berkshires’ Art Hotel, Berkshire

The Trail in Adams - Berkshires’ Art Hotel

 0 1 2 0 1 2 3 4

CAD 242

Per Night

Global Presence

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Premium Hotels in Nearby Cities

Hilton Albany, Berkshire

Hilton Albany

 0 1 2 3 0 1 2 3 4

CAD 197

Per Night

Downtown

Saratoga Casino Hotel, Berkshire

Saratoga Casino Hotel

 0 1 2 3 0 1 2 3 4

CAD 292

Per Night

Saratoga Springs City Center

Graduate by Hilton Storrs, Berkshire

Graduate by Hilton Storrs

 0 1 2 3 0 1 2 3 4

CAD 221

Per Night

Tolland

Seesaw's Lodge, Berkshire

Seesaw's Lodge

 0 1 2 3 0 1 2 3 4

CAD 355

Per Night

Peru

DoubleTree by Hilton Hotel Bristol, Connecticut, Berkshire

DoubleTree by Hilton Hotel Bristol, Connecticut

 0 1 2 3 0 1 2 3 4

CAD 220

Per Night

Southington

Embassy Suites Saratoga Springs, Berkshire

Embassy Suites Saratoga Springs

 0 1 2 3 0 1 2 3 4

CAD 161

Per Night

Saratoga Springs City Center

Residence Inn Springfield Chicopee, Berkshire

Residence Inn Springfield Chicopee

 0 1 2 3 4 0 1 2 3 4

CAD 237

Per Night

Chicopee

The Litchfield Inn, Berkshire

The Litchfield Inn

 0 1 2 3 0 1 2 3 4

CAD 421

Per Night

The Landing Hotel at Rivers Casino & Resort, Berkshire

The Landing Hotel at Rivers Casino & Resort

 0 1 2 3 0 1 2 3 4

CAD 239

Per Night

The White Hart, Berkshire

The White Hart

 0 1 2 3 4 0 1 2 3 4

CAD 629

Per Night