Book Chatham hotels

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chatham

Cheap Chatham hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is AU$191 per night from 17 Dec to 18 Dec
AU$191
17 Dec - 18 Dec
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Opens in a new windowVacation Village in the Berkshires
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Fully refundable
The price is AU$136 per night from 28 Dec to 29 Dec
AU$136
28 Dec - 29 Dec
includes taxes & fees
A stay at Comfort Inn Glenmont - Albany South places you in the heart of Glenmont, within a 10-minute drive of MVP Arena and Albany Capital Center.
Opens in a new windowComfort Inn Glenmont - Albany South
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is AU$156 per night from 17 Dec to 18 Dec
AU$156
17 Dec - 18 Dec
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Save an average of 15% on thousands of hotels when you're signed in
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$118 per night from 24 Dec to 25 Dec
AU$118
24 Dec - 25 Dec
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 8 Jan to 9 Jan
AU$199
8 Jan - 9 Jan 2026
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is AU$319 per night from 14 Jan to 15 Jan
AU$319
14 Jan - 15 Jan 2026
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic ...
Opens in a new windowThe Red Lion Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 17 Dec to 18 Dec
AU$184
17 Dec - 18 Dec
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
The price is AU$448 per night from 5 Jan to 6 Jan
AU$448
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at Pocketbook Hotel and Bath in Hudson, you'll be within a 10-minute walk of Hudson Area Library and Stoddard Corner.
Opens in a new windowPocketbook Hotel and Bath
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 18 Dec to 19 Dec
AU$202
18 Dec - 19 Dec
includes taxes & fees
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Don't see what you're looking for?
See all available properties in Chatham
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels in Chatham

You'll have to move faster than a cute cat video goes viral if you want to stay near Chatham. There's just 1 accommodation option within 10 kilometres of the action, so get moving!

Travellers will want to set up camp at the Chatham Travel Lodge, as it's the only available hotel close to the action.

You may also like to stay at the Inn At Richmond, which you can find 18 kilometres away. Or you might like the Wyndham Bentley Brook, just a distance of 35 kilometres from Chatham. If those choices don't jump out at you, you may prefer the Stockbridge Country Inn or the Fairfield Inn and Suites by Marriott Lenox Great Barrington.

Attractions and Hotels Near Chatham

But don't just limit your sightseeing to Chatham. Take some time to experience some of the awesome sights and activities that the wider Hudson Valley region has to offer. Don't even think of heading home without visiting some of the region's stunning rivers, valleys and rolling hills. Historic bridges and open-air markets are also worth a peek. Additionally, if you've ever wanted to go rock climbing, hiking and sea kayaking, you'll have the opportunity to in this corner of United States of America.

Housatonic is another place where you can lay back and get acquainted with the room service menu. Sitting 17 kilometres southeast of Chatham, it's where you'll find the Berkshire Theatre Festival and National Shrine of the Divine Mercy. Housatonic hotel options include the The Briarcliff Motel and Thornewood Inn. 20 kilometres to the east of Chatham you'll also find Stockbridge, home to the Federal House Inn and 1862 Seasons on Main Bed and Breakfast. Tanglewood Music Center and Tyringham Cobble are just some of the most popular sites to experience while in Stockbridge.

You'll find some great things to see and do in Lenox. The Berkshire Scenic Railway Museum, Wood's Pond and the Cranwell Golf Club are up there with the best. This regional centre is positioned 25 kilometres east of Chatham and has a population of 2,000. Got another day on your hands? Take advantage of the photo ops at the Kennedy Park and Ventfort Hall Mansion and Gilded Age Museum. Lenox has places to stay to suit all budgets and tastes, such as the Gateways Inn & Restaurant and Hampton Terrace Inn.

Just landed at Bradley International Airport? Feeling gross after the flight? Don't stress. Body wash and towels are available nearby at the Sheraton Hartford Hotel at Bradley Airport. If you can't snap up a room there, take a look at the Holiday Inn Express & Suites Bradley Airport. It's also close to the airport, which sits 85 kilometres from the centre of town.

Chatham hotels essential information

Accommodation
1,591 hotels
Lowest Price
AU$118
Highest Price
AU$448
Popular hotels
Vacation Village in the Berkshires, Comfort Inn Glenmont - Albany South, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Pocketbook Hotel and Bath, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Most recent Chatham hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.