Stephentown, NY Castles With Overnight Rooms from $72| Expedia

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Recommended hotels in Stephentown

A two-story red building with a porch, a mailbox, and a gravel driveway.

1. Berkshires Apartment at the Stephentown Hotel

Stephentown

Nicole O.

$219 nightly

Oct 25 - Oct 26

Total with taxes and fees

A cabin with a wooden deck, a covered porch, and a gravel driveway.

2. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Robert B.

$505 nightly

Oct 25 - Oct 26

Total with taxes and fees

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

$499 nightly

Oct 25 - Oct 26

Total with taxes and fees

A red building with a green door labeled "Apartment 1," a small garden with mulch and plants, and a white car parked in the background.

4. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Stephentown

Christine P.

$261 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story building with a red exterior, a front porch, and a covered outdoor seating area.

5. 2 Bed Berkshire Getaway @ Stephentown Hotel

Stephentown

Sandra V.

$288 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

6. Vacation Village in the Berkshires

Williamstown

Luke

$117 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

7. The Yankee Inn

Lenox

Basil

$106 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

8. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

$98 nightly

Nov 15 - Nov 16

Total with taxes and fees

A red building with a chimney, surrounded by trees and grass.

9. Gregory House Country Inn

Averill Park

DONNA

$103 nightly

Oct 26 - Oct 27

Total with taxes and fees

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

$110 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

11. Berkshire Inn

Pittsfield

cheryl

$79 nightly

Nov 23 - Nov 24

Total with taxes and fees

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

12. Jiminy Peak Mountain Resort

Hancock

Olga

$143 nightly

Oct 26 - Oct 27

Total with taxes and fees

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

13. Hotel On North

Pittsfield

Devon

$132 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

14. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

$79 nightly

Oct 25 - Oct 26

Total with taxes and fees

A patio area with outdoor furniture, a fire pit, and potted plants.

15. The Springs Motel

New Ashford

Elizabeth

$106 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

16. Berkshire Mountain Lodge

Pittsfield

Joel

$110 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

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

Pittsfield

Ginger

$99 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

18. The Central Downtown Inn & Suites

Pittsfield

Debra

$99 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

19. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

$119 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

20. FairBridge Inn Express

Pittsfield

Richard

$65 nightly

Nov 12 - Nov 13

Total with taxes and fees

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Top Stephentown Hotel Reviews

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."

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Stephentown Castles information

Number of reviews	10,271
Accommodation	0 Castles
Lowest Price	$72
Highest Price	$561

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Recommended hotels in Stephentown

1. Berkshires Apartment at the Stephentown Hotel

2. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

4. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski