44 Properties in Stockbridge, Massachusetts, United States of America. December 28, 2024 through January 2, 2025

Where to?

Dates

Travelers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Sort & Filter

Compare properties

Get a side-by-side view of up to 5 properties.

Search by property name

e.g. Marriott

Filter by

Traveler experience

Eco-certifications

LGBTQ welcoming

Business friendly

Family friendly

Adults only

Wedding

Romantic

Budget

Beach

Luxury

Guest rating

Making a selection from this group results in this page refreshing to show relevant results

Good 7+

Very good 8+

Wonderful 9+

Any

Star rating

1 star

2 stars

3 stars

4 stars

5 stars

Stay options

Making a selection from this group results in this page refreshing to show relevant results

Any

Hotels

Homes

Room amenities

Accessibility features

Jetted or soaking bathtub

Private hot tub

In-room entertainment

Yard

Fireplace

Personal safe

WiFi

Refrigerator

Coffee/tea maker

Private sauna

Swim-up room

Kitchen or kitchenette

Private pool

Ground floor

Balcony or patio

Porch or lanai

Private bathroom

Blackout curtains

Air conditioning

Top floor

Property type

Camping

Houseboat

Riad

Condo resort

Condo

Farm

Safari

Cottage

TownHouse

Aparthotel

Tree house

Resort

Capsule Hotel

Ryokan

Inn

Residence

Lodge

Palace

Cabin

Cruise

Castle

Villa

Hotel

Bed & breakfast

Private vacation home

Hostal

Pousada (Brazil)

Country House

Motel

Holiday Park

Pension

Hostel/Backpacker accommodation

Ranch

Pousada

Apartment

Guesthouse

Chalet

Room views

Valley view

Resort view

Hill view

Water view

Marina view

Vineyard view

Courtyard view

River view

Beach view

Mountain view

Golf course view

Desert view

Park view

Garden view

Lake view

Harbor view

Ocean view

Lagoon view

Pool view

City view

Canal view

Bay view

Property amenities

Pool

Pet friendly

Wifi Included

Air conditioned

Airport shuttle included

Hot tub

Water park

Spa

Casino

Washer and dryer

Kitchen

Electric car charging station

Gym

Cribs

Parking

Outdoor space

Restaurant

Bar

Golf course

Indoor pool

Payment type

Pay with Hotels.com gift card

Reserve now, pay later

Reserve without a credit card

Pay over time with Affirm

One Key benefits and discounts

Member Prices

Discounted properties

Save on select stays

VIP Access properties

Meal plans available

All inclusive

Breakfast included

Dinner included

Lunch included

Number of bedrooms

Studio

Total price

Min

Max

$0, Minimum, Total price

$5,000 and above, Maximum, Total price

Accessibility

Roll-in shower

Stair-free path to entrance

Service animals allowed

Sign language-capable staff

In-room accessibility

Accessible bathroom

Elevator

Wheelchair accessible parking

Availability

Only show available properties

Property cancellation options

Fully refundable property

Popular filters

Popular

Popular locations

Making a selection from this group results in this page refreshing to show relevant results

Norman Rockwell Museum

Naumkeag Museum

National Shrine of the Divine Mercy

Berkshire Botanical Garden

Mission House

Housatonic River

Berkshire Theatre Festival

Frelinghuysen Morris House and Studio

Stockbridge Bowl

Schantz Galleries

Neighborhood

Making a selection from this group results in this page refreshing to show relevant results

Stockbridge

Property brand

Hilton Garden Inn

CR Managers LLC

Quality

Wyndham Extra Holidays

Howard Johnson

BedandBreakfast.com

Holiday Inn Club Vacations

Holiday Inn

Fairfield Inn and Suites

eviivo NORAM

Holiday Inn Express

Ascend Collection

element

Trademark

Econo Lodge

Hampton Inn

InnRoad

Magnuson Managed

Best Western Plus

Courtyard

Travelodge

AMEX

Beach access

Near the beach

Stays within a 15-minute walk to the beach

On the beach

Nothing between you and the sand

44 properties

How our sort order works

Search results

Continue with your booking

The Red Lion Inn

Stockbridge

Pool

8.88.8 out of 10

Excellent

excellent

1,010 reviews

(1,010 reviews)

$231 nightly

The current price is $1,426 total

$1,426 total

Total with taxes and fees

We have 1 left at this price

More information about The Red Lion Inn, opens in a new tab

Suite, Private Bathroom (Parlour Suite) | Premium bedding, individually decorated, individually furnished. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Breakfast included
Pool

9.29.2 out of 10

Wonderful

wonderful

111 reviews

(111 reviews)

$411 nightly

The current price is $2,483 total

$2,483 total

Total with taxes and fees

We have 1 left at this price

More information about The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, opens in a new tab

The Yankee Inn

Lenox

Breakfast included
Pool
Hot tub

Reserve now, pay later

9.29.2 out of 10

Wonderful

wonderful

1,007 reviews

(1,007 reviews)

$61 off

$98 nightly

The current price is $548 total

$548 total

Total with taxes and fees

We have 1 left at this price

More information about The Yankee Inn, opens in a new tab

Sort & Filter

Search by property name

Filter by

Traveler experience

Guest rating

Star rating

Stay options

Room amenities

Property type

Room views

Property amenities

Payment type

One Key benefits and discounts

Meal plans available

Number of bedrooms

Total price

Accessibility

Availability

Property cancellation options

Popular filters

Popular locations

Neighborhood

Property brand

Beach access

Search results

Photo gallery for The Red Lion Inn

The Red Lion Inn

Photo gallery for The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Photo gallery for The Yankee Inn

The Yankee Inn