Canaan, NY Castles With Overnight Rooms from $76| Expedia

A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.

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Recommended hotels in Canaan

1. Inn at Silver Maple Farm

East Chatham

Linda

$184 nightly

Nov 22 - Nov 23

Total with taxes and fees

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

2. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

$98 nightly

Nov 15 - Nov 16

Total with taxes and fees

3. Berkshire Travel Lodge

Austerlitz

Kris

$75 nightly

Oct 25 - Oct 26

Total with taxes and fees

A red building with a sign reading "Shaker Mill Inn."

4. Shaker Mill Inn

West Stockbridge

Mahadeva

$121 nightly

Nov 2 - Nov 3

Total with taxes and fees

A building with solar panels on the roof, a brick facade, and red Adirondack chairs outside.

5. The Yankee Inn

Lenox

Basil

$106 nightly

Oct 27 - Oct 28

Total with taxes and fees

A white colonial-style building with a front porch, multiple windows, and hanging flower baskets.

6. Chatham Travel Lodge

Old Chatham

Patrick

$112 nightly

Oct 25 - Oct 26

Total with taxes and fees

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

7. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

$79 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

8. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Ginger

$99 nightly

Nov 22 - Nov 23

Total with taxes and fees

A motel with a row of rooms, a parking lot, and a hilly backdrop.

9. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

$69 nightly

Oct 25 - Oct 26

Total with taxes and fees

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

10. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

$126 nightly

Nov 1 - Nov 2

Total with taxes and fees

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

$110 nightly

Oct 30 - Oct 31

Total with taxes and fees

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

12. Berkshire Mountain Lodge

Pittsfield

Joel

$110 nightly

Nov 23 - Nov 24

Total with taxes and fees

A large, modern two-story house with a prominent gable roof, large windows, and a covered porch area.

13. Berkshires Untold

Lenox

Madhavi R

$133 nightly

Nov 3 - Nov 4

Total with taxes and fees

A motel with a parking lot, a swimming pool, and outdoor seating.

14. Berkshire Inn

Pittsfield

cheryl

$79 nightly

Nov 23 - Nov 24

Total with taxes and fees

A multi-story hotel with a clear entrance, a covered waiting area, and a landscaped front yard.

15. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

$119 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story building with a central entrance, a covered porch, and a small balcony.

16. The Central Downtown Inn & Suites

Pittsfield

Debra

$99 nightly

Oct 25 - Oct 26

Total with taxes and fees

A white house with a porch, surrounded by a grassy lawn and trees with autumn foliage.

17. NEW RENO - Historic Loft w/views of the Berkshires

New Lebanon

John

$226 nightly

Nov 1 - Nov 2

Total with taxes and fees

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

18. Element by Marriott Lenox Berkshires

Lenox

Francis

$135 nightly

Nov 8 - Nov 9

Total with taxes and fees

A snow-covered outdoor area with a patio, seating, and a covered dining area.

19. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

$160 nightly

Oct 27 - Oct 28

Total with taxes and fees

A lodge with a large building and a dock by a lake, surrounded by forest.

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

$109 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Top Canaan Hotel Reviews

Quality Inn Lee - Lenox South

10/10 Excellent

"Nice modern motel well located for AT hike"

Jiminy Peak Mountain Resort

8/10 Good

"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."

Berkshires Untold

10/10 Excellent

"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

Find out more about Canaan

Canaan Castles information

Number of reviews	12,610
Accommodation	0 Castles
Lowest Price	$76
Highest Price	$229

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Things to do in Albany

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Recommended hotels in Canaan

1. Inn at Silver Maple Farm

2. Best Western Plus Berkshire Hills Inn & Suites

3. Berkshire Travel Lodge

4. Shaker Mill Inn

5. The Yankee Inn

6. Chatham Travel Lodge

7. Howard Johnson by Wyndham Lenox

8. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. Pleasant Valley Motel West Stockbridge

10. Courtyard by Marriott Lenox Berkshires

11. Hampton Inn & Suites Berkshires-Lenox

12. Berkshire Mountain Lodge

13. Berkshires Untold

14. Berkshire Inn

15. Hilton Garden Inn Lenox Pittsfield

16. The Central Downtown Inn & Suites

17. NEW RENO - Historic Loft w/views of the Berkshires

18. Element by Marriott Lenox Berkshires

19. The Cornell Inn, Lenox & The Berkshires

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Top Canaan Hotel Reviews

Quality Inn Lee - Lenox South

Jiminy Peak Mountain Resort

Berkshires Untold

Berkshire Mountain Lodge

The Whitlock

The Yankee Inn

The Cornell Inn, Lenox & The Berkshires

Quality Inn Great Barrington

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Canaan

Canaan Castles information

Explore a world of travel with Expedia

Canaan Castle Hotels

Check prices for these dates

Recommended hotels in Canaan

1. Inn at Silver Maple Farm

2. Best Western Plus Berkshire Hills Inn & Suites

3. Berkshire Travel Lodge

4. Shaker Mill Inn

5. The Yankee Inn

6. Chatham Travel Lodge

7. Howard Johnson by Wyndham Lenox

8. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. Pleasant Valley Motel West Stockbridge

10. Courtyard by Marriott Lenox Berkshires

11. Hampton Inn & Suites Berkshires-Lenox

12. Berkshire Mountain Lodge

13. Berkshires Untold

14. Berkshire Inn

15. Hilton Garden Inn Lenox Pittsfield

16. The Central Downtown Inn & Suites

17. NEW RENO - Historic Loft w/views of the Berkshires

18. Element by Marriott Lenox Berkshires

19. The Cornell Inn, Lenox & The Berkshires

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Top Canaan Hotel Reviews

Quality Inn Lee - Lenox South

Find out more about Canaan

Canaan Castles information

Explore a world of travel with Expedia