10 Best Motels in Chatham: Find Cheap Motels in Chatham, NY 2026

Aerial scene of Chatham, Ontario, Canada

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Our top choices for Chatham motels

Berkshire Travel Lodge

Austerlitz

Stacy

$66 nightly

Jun 11 - Jun 12

Total with taxes and fees

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Yekaterina

$86 nightly

Jun 10 - Jun 11

Total with taxes and fees

The Little Lion

Great Barrington

Mia

$88 nightly

Jun 10 - Jun 11

Total with taxes and fees

Pleasant Valley Motel West Stockbridge

West Stockbridge

Olga V

$72 nightly

Jun 10 - Jun 11

Total with taxes and fees

Berkshire Lake Lodge

Lee

Grzegorz

$123 nightly

Jun 10 - Jun 11

Total with taxes and fees

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Lenox

robert

$79 nightly

Jun 10 - Jun 11

Total with taxes and fees

In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Heather

$79 nightly

Jun 10 - Jun 11

Total with taxes and fees

Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Pittsfield

Brian

$79 nightly

Jun 10 - Jun 11

Total with taxes and fees

FairBridge Inn Express

Pittsfield

William

$73 nightly

Jun 23 - Jun 24

Total with taxes and fees

Chatham Travel Lodge

Old Chatham

jennifer

$112 nightly

Jun 10 - Jun 11

Total with taxes and fees

Econo Lodge Lee - Great Barrington

Lee

William

$71 nightly

Jun 16 - Jun 17

Total with taxes and fees

Classic Double Room, 2 Queen Beds, Courtyard View | Bathroom | Designer toiletries, hair dryer, towels, soap

East Rock Inn

Great Barrington

Laura

$131 nightly

Jun 23 - Jun 24

Total with taxes and fees

Americas Best Value Inn Albany East Greenbush

Rensselaer

Janelle

$90 nightly

Jun 10 - Jun 11

Total with taxes and fees

Sunset Inn

Lee

Jay

$107 nightly

Jul 6 - Jul 7

Total with taxes and fees

Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

Hillsdale

Daljit

$130 nightly

Jul 6 - Jul 7

Total with taxes and fees

Four Season Motel

Castleton-on-Hudson

Joseph

$80 nightly

Jun 12 - Jun 13

Total with taxes and fees

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Top Chatham Hotel Reviews

Berkshire Mountain Lodge

6/10 Okay

"We have stayed at least four times at Berkshire Mountain Lodge, and enjoyed it every time. This last time we were a little disappointed as our room furniture condition was not great. The sofa had some rips and didn’t look in very great shape and the chair also had a couple of ribs in it. The standing lamp was wobbly, and the table next to the sofa was also wobbly. Not the condition we have had with our stays before. Also, the gym is great, but there is no bench to work out with the universal machine which has diagrams on it that include using it with a bench. And free weights would be really nice also also. The pool and hot tub are great, the little game room and the large living area for movie night is all a great edition."

Country Inn & Suites by Radisson, Downtown Albany New York

2/10 Terrible

"The room was incredibly dirty. The floors had water stains, and the bathroom was barely cleaned. Water stains were visible everywhere, even the toilet was gross. I stayed for two nights, and my room was never cleaned, and new towels weren’t provided. The hotel was extremely noisy. Guests were inconsiderate and didn’t seem to be aware of the time or that other guests were around. I couldn’t sleep a single night that I decided to leave at 6 AM. I rang the bell to check out, but no staff came. I just dropped my keys in the front and left. The staff was never around, and the elevators took forever, even though no one was using them. The hotel also had a very unpleasant smell. I would not recommend staying at this hotel at all. It’s absolutely filthy."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."

The Yankee Inn

10/10 Excellent

"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub for the many surrounding activities--it's slightly over an hour drive to Hartford, and I was happy to leave the hustle and bustle of the city and return to the beauty of the Berkshires. I was surrounded by nature, but a grocery store, pharmacy, laundromat, and stores were also a short distance down the road. An extensive daily breakfast selection surpassed any I've recently had, and I've done my fair share of traveling."

Find out more about Chatham

Chatham Motels information

Number of reviews	8,156
Accommodation	26 Motels
Lowest Price	$74
Highest Price	$146

Frequently asked questions

What is the nightly rate for a motel in Chatham?

You can find a great deal from $74 on Chatham motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chatham motels, try to be flexible with travel dates, and sort search results by price from low to high.

Is it better to stay in a Chatham motel or hotel?

Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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Our top choices for Chatham motels

Berkshire Travel Lodge

Monument Mountain Motel

The Little Lion

Pleasant Valley Motel West Stockbridge

Berkshire Lake Lodge

Howard Johnson by Wyndham Lenox

Travelodge by Wyndham Great Barrington Berkshires

Berkshire Inn

FairBridge Inn Express

Chatham Travel Lodge

Econo Lodge Lee - Great Barrington

East Rock Inn

Americas Best Value Inn Albany East Greenbush

Sunset Inn

The Brooks Motel

Four Season Motel

Top Chatham Hotel Reviews

Berkshire Mountain Lodge

Country Inn & Suites by Radisson, Downtown Albany New York

Comfort Inn & Suites East Greenbush - Albany

Berkshires Untold

The Red Lion Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Vacation Village in the Berkshires

The Yankee Inn

Four Points by Sheraton Albany

Find out more about Chatham

Chatham Motels information

Frequently asked questions

Explore a world of travel with Expedia

Find Chatham motels from $74

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chatham motels

Berkshire Travel Lodge

Monument Mountain Motel

The Little Lion

Pleasant Valley Motel West Stockbridge

Berkshire Lake Lodge

Howard Johnson by Wyndham Lenox

Travelodge by Wyndham Great Barrington Berkshires

Berkshire Inn

FairBridge Inn Express

Chatham Travel Lodge

Econo Lodge Lee - Great Barrington

East Rock Inn

Americas Best Value Inn Albany East Greenbush

Sunset Inn

The Brooks Motel

Four Season Motel

Top Chatham Hotel Reviews

Berkshire Mountain Lodge

Find out more about Chatham

Chatham Motels information

Frequently asked questions

Explore a world of travel with Expedia