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

Cozy cabin in tranquil Canaan NY with WiFi, AC
Canaan NY
2.61 mi from city center
With a stay at this cabin in Canaan, you'll be within a 5-minute drive of Queechy Lake and Furnace Brook Winery at Hilltop Orchards.
Pet friendly
Air conditioning

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$119 nightly
The price is $133 total per night
$133 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.26 mi from city center
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 Coaster.
Pool
Parking included

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$115 nightly
The price is $128 total per night
$128 total
Apr 5 - Apr 6
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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.18 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$127 nightly
The price is $141 total per night
$141 total
Mar 7 - Mar 8
Total with taxes and fees
Free Cancellation
10.1 mi from city center
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 and Berkshire Athenaeum.
Pool
Pet friendly

Berkshires Untold
194 Pittsfield Rd Lenox MA
$83 nightly
The price is $93 total per night
$93 total
Mar 23 - Mar 24
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$135 nightly
The price is $151 total per night
$151 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
13.01 mi from city center
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 Music Center and Housatonic River.
Pool
Air conditioning

Quality Inn Great Barrington
372 Main Street Great Barrington MA
$65 nightly
The price is $73 total per night
$73 total
Mar 23 - Mar 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
$105 nightly
The price is $117 total per night
$117 total
Apr 3 - Apr 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$98 nightly
The price is $109 total per night
$109 total
Mar 29 - Mar 30
Total with taxes and fees
Free Cancellation
11.39 mi from city center
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Pet friendly

The Red Lion Inn
30 Main Street Stockbridge MA
$209 nightly
The price is $233 total per night
$233 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.29 mi from city center
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 River.
Pool
Spa

Huttopia Berkshires
312 Kittle Rd Williamstown MA
$168 nightly
The price is $188 total per night
$188 total
Mar 8 - Mar 9
Total with taxes and fees
12.73 mi from city center
With a stay at Huttopia Berkshires in Williamstown, you'll be within a 10-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Pool
Pet friendly
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 | 1,407 hotels |
|---|---|
Lowest Price | $73 |
Highest Price | $233 |
Popular hotels | Cozy cabin in tranquil Canaan NY with WiFi, AC, Vacation Village in the Berkshires, Berkshire Mountain Lodge, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn Great Barrington, Comfort Inn & Suites East Greenbush - Albany, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Red Lion Inn, Huttopia Berkshires |
Most Recent Canaan Hotel Reviews

The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 17 hours ago
CheapTickets Verified Review
"Absolutely friendly staff. Recognized me from previous stays. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
- Comfort Inn & Suites East Greenbush - Albany
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- The Red Lion Inn
- Huttopia Berkshires
- Hotel On North
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Courtyard by Marriott Lenox Berkshires
- Pocketbook Hotel and Bath
- Best Western Plus Berkshire Hills Inn & Suites
- Fairfield Inn & Suites Albany East Greenbush
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- voco James Newbury Hudson Valley by IHG
- The Cornell Inn, Lenox & The Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- Prospect Berkshires
- The Ponds at Foxhollow
- Quality Inn Lee - Lenox South
- Holiday Inn Express Hotel & Suites West Coxsackie by IHG
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- New England Hotels
- Upstate New York Hotels
- The Catskills Hotels
- Lenox Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Hudson Valley Hotels
- Lee Hotels
- North Adams Hotels
- Hudson River Valley Hotels
- Appalachian Mountains Hotels
- Western Massachusetts Hotels
- Rensselaer Hotels
- Becket Hotels
- Lanesborough Hotels
- Adams Hotels
- Sheffield Hotels
- Mid-Atlantic Hotels
- West Coxsackie Hotels
Top Picks
Hotels
- Cheap Hotels in Grand Island
- Cheap Hotels in Hyde Park
- Cheap Hotels in Lake George
- Cheap Hotels in Newburgh
- Cheap Hotels in Ithaca
- Cheap Hotels in Hampton Bays
- Cheap Hotels in Syracuse
- Cheap Hotels in Niagara Falls
- Cheap Hotels in Utica
- Cheap Hotels in Yonkers
- Cheap Hotels in Shelter Island Heights
- Cheap Hotels in Ronkonkoma
- Cheap Hotels in Kingston
- Cheap Hotels in Greenport
- Cheap Hotels in Tarrytown
- Cheap Hotels in Farmingdale
- Cheap Hotels in Saratoga Springs
- Cheap Hotels in Montauk
- Cheap Hotels in Lake Placid
- Cheap Hotels in Clifton Park
- Cheap Hotels in Deposit
- Cheap Hotels in Lakeville
- Cheap Hotels in Fishkill
- Cheap Hotels in White Plains
- Cheap Hotels in Riverhead






