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Featured Inns in Canaan

C$266
Garden Gables Inn

Garden Gables Inn

4.0 out of 5.0 135 Main St, Lenox, MA
4.7/5
(3 Reviews)
Situated in the historical district, this spa inn is 0.3 mi (0.6 km) from Lenox Library and 1.8 mi (2.9 km) from Tanglewood Music Center. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 1 mile (2 km).
 
C$173
Seven Hills Inn

Seven Hills Inn

4.0 out of 5.0 40 Plunkett Street, Lenox, MA
5/5
(1 Reviews)
Situated in Lenox, this inn is 3 mi (4.9 km) from Tanglewood Music Center, and within 6 mi (10 km) of Lee Prime Outlets and National Shrine of the Divine Mercy. October Mountain State Forest and Bousquet Ski Area are also within 9 mi (15 km).
 
C$85
American Inn

American Inn

3.0 out of 5.0 200 Laurel St, Lee, MA
Situated in Lee, this inn is within 1 mile (2 km) of Animagic Museum of Animation, Lee Library and Greenock Country Club. Lee Prime Outlets and The Mount are also within 3 miles (5 km).
 
C$381
The Old Inn On The Green

The Old Inn On The Green

4.0 out of 5.0 134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
Situated in Great Barrington, this inn is 2.5 mi (4 km) from Questing and 2.7 mi (4.4 km) from Dry Hill. Umpachene Falls Park and Les Trois Emme Winery are also within 6 mi (10 km).
 
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Kemble Inn

Kemble Inn

3.5 out of 5.0 2 Kemble Street, Lenox, MA
4.7/5
(3 Reviews)
Situated in the historical district, this romantic inn is 0.2 mi (0.4 km) from Ventfort Hall Mansion and Gilded Age Museum and 1.5 mi (2.4 km) from Tanglewood Music Center. Lenox Library and Shakespeare and Company are also within 10 minutes.
 
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Inn at Kenmore Hall

Inn at Kenmore Hall

3.0 out of 5.0 1385 State Road, Richmond, MA
Situated in Richmond, this historic inn is 1 mi (1.7 km) from Furnace Brook Winery at Hilltop Orchards and 3.1 mi (5 km) from Hancock Shaker Village. Pittsfield State Forest and Pleasant Valley Wilderness Sanctuary are also within 6 miles (10 km).
 
C$293
Thornewood Inn

Thornewood Inn

3.5 out of 5.0 453 Stockbridge Road, Great Barrington, MA
Situated in a rural location, this inn is within 3 miles (5 km) of Lake Mansfield Park, Mahaiwe Performing Arts Center and Beartown State Forest. Ski Butternut and Mission House are also within 6 miles (10 km).
 
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Church Street Inn

Church Street Inn

3.0 out of 5.0 16 Church St, Lenox, MA
4/5
(2 Reviews)
Located in the heart of Lenox, this inn is 0.2 mi (0.3 km) from Lenox Library and 1.4 mi (2.3 km) from Tanglewood Music Center. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 10 minutes.
 
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Luxury Inns in Canaan

For you, a great vacation includes exploring a new landscape, enjoying delicious food with interesting company, and staying somewhere that feels like a home away from home. When you stay at an inn hotel in Canaan, you’ll be able to check all of the above off your travel itinerary.

Inn suites in Canaan will provide you with an immersive way to explore the area. The owner or manager of the inn often lives on the property, and can provide tips on what to see and do during your time there. Not only will you get insider insight into how to best explore the area, but you’ll chow down on home-cooked meals—yes, those are often included.

You can dine in your room or sample the inn’s tasty offerings in a common room with other travelers—it all depends on whether you’re trying to make new friends or just enjoy some solitude. After meal time, wander around the property and explore the picturesque streets of Canaan. If you’re staying near nature, spend an afternoon hiking, camera clutched firmly in your hand. End your evening by returning to your room and reading a good book from the comfort of a plush bed. Ah, relaxation! This is exactly what your wandering soul needed.

Whether you’re looking for a luxury or cheap inn in Canaan, Travelocity has you covered. Discover a variety of inns that are welcoming, well-decorated, and spacious enough for you and your travel companions. Book your accommodation today—dreams of idyllic walks and charming surroundings are sure to follow!

Top Trending Hotels in Canaan

See all 468 properties in Canaan
C$84
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 out of 5.0 12703 Rte 22, Canaan, NY
3.1/5
(9 Reviews)
Situated in Canaan, this motel is within 9 miles (15 km) of Furnace Brook Winery at Hilltop Orchards, Tanglewood Music Center and Berkshire Botanical Garden. Norman Rockwell Museum and Chesterwood are also within 9 miles (15 km).
 
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Chillin' in the Berkshires, Hudson Valley and Southen Vt

Chillin' in the Berkshires, Hudson Valley and Southen Vt

1524 County Rte 5, Canaan, NY
Situated in Canaan, this historic holiday home is within 9 miles (15 km) of Furnace Brook Winery at Hilltop Orchards, New Lebanon Library and Mount Lebanon Shaker Village. Tanglewood Music Center and Hancock Shaker Village are also within 12 miles (20 km).
 
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Berkshire Mountains Private Retreat

Berkshire Mountains Private Retreat

130 Vandenburg Rd, Canaan, NY
Situated in the mountains, this holiday home is within 9 miles (15 km) of Furnace Brook Winery at Hilltop Orchards, New Lebanon Library and Mount Lebanon Shaker Village. Hancock Shaker Village and Pittsfield State Forest are also within 9 miles (15 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.