Hotels in Brainard

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Dates

November 2026

December 2026

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Where to stay in Brainard?

A hotel with a covered entrance, stone facade, and arched windows.

1. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

$126 total

includes taxes & fees

Nov 23 - Nov 24

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

2. Inn at Silver Maple Farm

East Chatham

$184 total

includes taxes & fees

Dec 2 - Dec 3

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

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$104 total

includes taxes & fees

Dec 1 - Dec 2

A wooden deck with white railings and hanging flower baskets.

4. Chatham Travel Lodge

Old Chatham

$125 total

includes taxes & fees

Nov 3 - Nov 4

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

5. Gregory House Country Inn

Averill Park

$139 total

includes taxes & fees

Nov 4 - Nov 5

6. Berkshire Travel Lodge

Austerlitz

$85 total

includes taxes & fees

Nov 3 - Nov 4

Two Adirondack chairs facing a river with a forested hill in the background.

7. The Yankee Inn

Lenox

$128 total

includes taxes & fees

Nov 20 - Nov 21

A hotel room with a large bed, two bedside tables with lamps, a headboard, and a framed photo on the wall.

8. Four Season Motel

Castleton-on-Hudson

$74 total

includes taxes & fees

Nov 8 - Nov 9

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

9. Hotel On North

Pittsfield

$130 total

includes taxes & fees

Nov 29 - Nov 30

10. Berkshire Mountain Lodge

Pittsfield

$128 total

includes taxes & fees

Nov 8 - Nov 9

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

11. Courtyard by Marriott Lenox Berkshires

Lenox

$127 total

includes taxes & fees

Nov 29 - Nov 30

A hotel lobby with leather armchairs, a blue sofa, a white coffee table, and a stone fireplace.

12. Fairfield Inn & Suites Albany East Greenbush

East Greenbush

$131 total

includes taxes & fees

Nov 8 - Nov 9

A spacious hotel lobby with multiple seating areas, large windows, and a television.

13. Hampton Inn & Suites Berkshires-Lenox

Lenox

$122 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Pittsfield

$115 total

includes taxes & fees

Nov 30 - Dec 1

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

15. Vacation Village in the Berkshires

Williamstown

$117 total

includes taxes & fees

Nov 3 - Nov 4

A modern hotel lobby with a dining area, a reception desk, and a bar.

16. Hampton Inn & Suites Albany-East Greenbush

East Greenbush

$165 total

includes taxes & fees

Nov 29 - Nov 30

A two-story building with a symmetrical facade, a central entrance with a decorative arch, and a small tower-like structure on the roof.

17. Americas Best Value Inn Albany East Greenbush

Rensselaer

$78 total

includes taxes & fees

Nov 16 - Nov 17

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

18. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$133 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

19. Howard Johnson by Wyndham Lenox

Lenox

$88 total

includes taxes & fees

Nov 3 - Nov 4

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

20. Jiminy Peak Mountain Resort

Hancock

$150 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Go beyond your typical stay in Brainard

Check out reviews of Brainard hotels guests love

Inn at Silver Maple Farm

East Chatham

10/10 Exceptional

Michelle

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Exceptional

Jenny

Hotel On North

Pittsfield

10/10 Exceptional

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

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

Pittsfield

10/10 Exceptional

William

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Shaker Mill Inn

West Stockbridge

10/10 Exceptional

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

Vacation Village in the Berkshires

Williamstown

10/10 Exceptional

Anonymous traveler

A modern living room with a fireplace, a large TV, and a seating area with a blue sofa and armchairs.

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Rensselaer

10/10 Exceptional

Keyhoon

Fairfield Inn & Suites Albany East Greenbush

East Greenbush

10/10 Exceptional

Pat

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

Frequently Asked Questions

Can I book refundable accommodations in Brainard?

If you need the flexibility to change your plans to Brainard, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Brainard be like during my vacation?

July and August are typically the warmest months in Brainard when the average temp is 67°F. January and February are the coldest months when the average temperature is 28°F. August and July are the months with the most rain.

Why should I book my Brainard hotel with Hotels.com?

There are lots of reasons to book your Brainard trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.