Best Bed and Breakfast Stephentown - £114 B&Bs in Stephentown

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Our top choices for Stephentown bed & breakfast

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

1. Inn at Silver Maple Farm

East Chatham

Erdem

includes taxes & fees

1 Sept - 2 Sept

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

2. Shaker Mill Inn

West Stockbridge

Mervin

includes taxes & fees

9 Sept - 10 Sept

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

3. Harbour House Inn

Cheshire

Gregory

includes taxes & fees

1 Sept - 2 Sept

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

4. The Trail in Adams - Berkshires’ Art Hotel

Adams

Jenna

includes taxes & fees

8 Sept - 9 Sept

A garden with a white gazebo, a brick pathway, and various plants and flowers.

5. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

includes taxes & fees

13 Sept - 14 Sept

A historic building with a wooden door, two wreaths, and a sign that reads "Old Judge Mansion."

6. Olde Judge Mansion

Troy

EDNA

includes taxes & fees

3 Sept - 4 Sept

A garden with a stone wall, various plants, and a small shed.

7. Gardner Farm Inn

Troy

Lynn

includes taxes & fees

14 Sept - 15 Sept

A dining table with a view of trees and parked cars through a window with wooden shutters.

8. The Morgan State House

Albany

Mary

includes taxes & fees

2 Sept - 3 Sept

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Top Stephentown Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"Best buy in the area during the high season. Spacious room and great location. Only negative is that property is a bit dated but recent renovations have been made."

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Find out more about Stephentown

Stephentown B&B information

Number of reviews	2,034
Accommodation	36 B&B
Lowest Price	£114
Highest Price	£327

Frequently asked questions

Searching for B&Bs in Stephentown?

Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're travelling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travellers. When you want to explore some attractions in town, Zema's Nursery and Taconic Ridge State Forest are worth a stop.

How do you know if a B&B is a good option for your stay?

With attentive service, opportunities to meet other guests and of course a full breakfast, B&Bs offer a truly one-of-a-kind setting.

What are the best bed and breakfasts in Stephentown?

Here are some well-liked B&Bs in the area: Berkshire Mountain House: 7 rooms. 2.4 mi (3.9 km) from the heart of Stephentown. Enjoy the free buffet breakfast and rooftop terrace. The Cornell Inn, Lenox & The Berkshires: 14.2 mi (22.8 km) from the city centre. Enjoy the free full breakfast and unique decor. Inn at Silver Maple Farm: 11 rooms. 10 mi (16.1 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. Chambery Inn: 9 rooms. Located 18.4 mi (29.7 km) from the core of Stephentown. Enjoy the private garden and snack bar/deli.

What's the best time of year to book my B&B in Stephentown?

When you're dreaming of a stay in Stephentown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

What is there to do in Stephentown?

When you want to see some attractions in town, you might consider a visit to Zema's Nursery and Taconic Ridge State Forest. Jiminy Peak Mountain Resort and Pontoosuc Lake are also some sites to visit if you want to see more of the area.

How can I get to and around Stephentown?

Mapping out your trip in and around Stephentown is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 10.3 mi (16.6 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 24.2 mi (38.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stephentown bed & breakfast

1. Inn at Silver Maple Farm

2. Shaker Mill Inn

3. Harbour House Inn

4. The Trail in Adams - Berkshires’ Art Hotel

5. Whistler's Inn Bed & Breakfast

6. Olde Judge Mansion

7. Gardner Farm Inn

8. The Morgan State House

9. The Inn at Stockbridge

10. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

11. Chambery Inn

12. Devonfield Inn B&B

13. The Cornell Inn, Lenox & The Berkshires

14. Elegant Carriage House room with a queen bed and private patio.

15. Experience Timeless Elegance in The Edith Wharton Room!

16. Cozy Carriage House room with a double bed and private balcony

17. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

18. Historic Susan B. Anthony Room - Cozy & Charming Stay

19. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

20. Elegant suite with a king bed, fireplace, and kitchenette.

Top Stephentown Hotel Reviews

Berkshire Mountain Lodge

Hyatt Place Albany/Downtown

Holiday Inn Club Vacations Oak 'n Spruce Resort

Jiminy Peak Mountain Resort

Berkshires Untold

The Red Lion Inn

Find out more about Stephentown

Stephentown B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find the Best Stephentown Bed and Breakfast

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stephentown bed & breakfast

1. Inn at Silver Maple Farm

2. Shaker Mill Inn

3. Harbour House Inn

4. The Trail in Adams - Berkshires’ Art Hotel

5. Whistler's Inn Bed & Breakfast

6. Olde Judge Mansion

7. Gardner Farm Inn

8. The Morgan State House

9. The Inn at Stockbridge

10. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

11. Chambery Inn

12. Devonfield Inn B&B

13. The Cornell Inn, Lenox & The Berkshires

14. Elegant Carriage House room with a queen bed and private patio.

15. Experience Timeless Elegance in The Edith Wharton Room!

16. Cozy Carriage House room with a double bed and private balcony

17. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

18. Historic Susan B. Anthony Room - Cozy & Charming Stay

19. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

20. Elegant suite with a king bed, fireplace, and kitchenette.

Top Stephentown Hotel Reviews

Berkshire Mountain Lodge

Find out more about Stephentown

Stephentown B&B information

Frequently asked questions

Explore a world of travel with Expedia