Compare Cheap Hotels in Canaan
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Canaan Hotels

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
May 31 - Jun 1
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.36 mi from city center
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 Marketplace.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd Lenox MA
$92 nightly
The price is $103 total per night
$103 total
May 4 - May 5
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.04 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Pet friendly
Parking included

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$110 nightly
The price is $123 total per night
$123 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.26 mi from city center
Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Parking included

The Red Lion Inn
30 Main Street Stockbridge MA
$214 nightly
The price is $239 total per night
$239 total
May 4 - May 5
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.29 mi from city center
When you stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Pool
Spa

Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
$114 nightly
The price is $126 total per night
$126 total
May 24 - May 25
Total with taxes and fees
Free Cancellation
16.64 mi from city center
With a stay at Comfort Inn & Suites East Greenbush - Albany, you'll be centrally located in Castleton-on-Hudson, within a 15-minute drive of MVP Arena and Funplex Fun Park.
Pool
Breakfast included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$145 nightly
The price is $162 total per night
$162 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
13.01 mi from city center
When you 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 National Shrine of the Divine Mercy and Tanglewood Music Center.
Pool
Air conditioning

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$114 nightly
The price is $128 total per night
$128 total
May 11 - May 12
Total with taxes and fees
Free Cancellation
11.39 mi from city center
When you stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.
Breakfast included
Pet friendly

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$119 nightly
The price is $133 total per night
$133 total
May 17 - May 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.22 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Pool
Breakfast included

Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night
$166 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
10.3 mi from city center
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included

Quality Inn Great Barrington
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night
$85 total
May 25 - May 26
Total with taxes and fees
Free Cancellation
15.72 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included

Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$250 nightly
The price is $282 total per night
$282 total
May 25 - May 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.39 mi from city center
With a stay at Pocketbook Hotel and Bath in Hudson, you'll be a 3-minute walk from Oakdale Beach and 6 minutes by foot from Stoddard Corner.
Free WiFi
Restaurant

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
$174 nightly
The price is $195 total per night
$195 total
May 5 - May 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.05 mi from city center
Located in Lenox, Courtyard by Marriott Lenox Berkshires is a 1-minute drive from Kennedy Park and 6 minutes from The Mount.
Pool
Parking included
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.
Canaan hotels essential information
Accommodation | 1,440 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $282 |
Popular hotels | Berkshire Mountain Lodge, Berkshires Untold, Vacation Village in the Berkshires, The Red Lion Inn, Comfort Inn & Suites East Greenbush - Albany, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Hampton Inn & Suites Berkshires-Lenox, Hotel On North, Quality Inn Great Barrington, Pocketbook Hotel and Bath, Courtyard by Marriott Lenox Berkshires |
Most Recent Canaan Hotel Reviews

Berkshires Untold
4 out of 5
Posted 16 hours ago
CheapTickets Verified Review
"It’s all about the looks. The money was spent on the lobby, which is over-the-top and jarringly unexpected in what turned out to be an old exterior hallway 2-story motel. The hotel rooms are small, with modern beds squeezed in tight against the outer walls, requiring you to crawl over beds to reach lights or AC units. Furnishings are minimal and modern, but the hotel would be well-served to spend more on upkeep and amenities and less on styling. A single 3/4 full roll of toilet paper, a Kleenex box with four tissues left in it, an armoire that looks cute—but won’t stay shut and has a door that swings open and slams into the wall repeatedly, a funky looking black and white tile bathroom floor, which is super stylish—but white tiles in front of the sink look stained and grubby. The minimum number of towels. Paid breakfast in the bar/lobby restaurant. Are we in Italy? Beds were comfy with good linens and the place is clean, but it feels like owners are “playing” hotel."
A verified traveler stayed at Berkshires Untold






