Find Hotels with Free Wifi in Chatham, NY

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

    Upfront pricing

    Our total price for your stay includes taxes and fees

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

    Be picky

    Search almost a million properties worldwide

Check availability on Chatham Hotels with Free Wifi

Top Chatham Hotels with Free Wifi

Terrace/patio
Sugar Shack - 300 square feet of pure sweetness.
Sugar Shack - 300 square feet of pure sweetness.
2.0 star property
10.0 out of 10, Exceptional, (3)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
$303 nightly
The price is $342
Oct 21 - Oct 22
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
2 bedrooms, desk, iron/ironing board, free WiFi
HunnyHAUS: Deluxe TINY*private spa*walk to town
HunnyHAUS: Deluxe TINY*private spa*walk to town
10.0 out of 10, Exceptional, (9)
"No stone left unturned. The hot tub was clean and perfectly situated. the house was clean, with very sweet finishing touches. Within walking distance to shops. Hosts were very responsive. I highly recommend."
$349 nightly
The price is $394
Oct 20 - Oct 21
Total with taxes and fees
HunnyHAUS: Deluxe TINY*private spa*walk to town
Terrace/patio
BLUSH: Boutique TINY home*private spa*walk to town
BLUSH: Boutique TINY home*private spa*walk to town
10.0 out of 10, Exceptional, (6)
"Perfect blend of decore, comfort, and function. We went to Tanglewood which was only a half hour away. Came back to hot tub and fire pit. Beds here are soooo comfy! This is our 2nd time here and won’t be our last."
$303 nightly
The price is $342
Oct 16 - Oct 17
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (675)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
$103 nightly
The price is $115
Nov 10 - Nov 11
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1014)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
$102 nightly
The price is $114
Nov 2 - Nov 3
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
$135 nightly
The price is $151
Nov 9 - Nov 10
Total with taxes and fees
Element Lenox Berkshires
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (770)
"Very convenient and we were happy that the little restaurant we'd chosen for dinner was right across the street (we drove anyway, as it's a busy street)."
$67 nightly
The price is $74
Nov 2 - Nov 3
Total with taxes and fees
Monument Mountain Motel
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great Indian restaurant in the hotel!"
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (901)
"Excellent customer service and great rooms"
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (552)
"Excellent location, friendly service, clean, comfortable room."
$75 nightly
The price is $84
Oct 19 - Oct 20
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
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.
View all properties

Top Chatham Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"It was very nice, clean and perfect location! Walked to all. My only issue was the ac did not work but I opened the windows so all was good. I would stay here again without a doubt. I recommend it as well. "
Marlo 2-night trip
Posted 2 days ago
Quality Inn

Explore a world of travel with Expedia