Guide to book Bed & Breakfast in Windsor, Massachusetts

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Harbour House Inn

725 North State Road, Cheshire MA - 1225

(855) 516-1090

6.86 miles

Rating - Harbour House Inn

A complimentary full breakfast is included.

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Topia Inn - An Organic Oasis

10 Pleasant Street, Adams MA - 1220

(855) 516-1090

8.26 miles

Rating - Topia Inn - An Organic Oasis

A complimentary full breakfast is served daily from 8:30 AM to 10 AM.

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The Cornell Inn, Lenox

203 Main St, Lenox MA - 1240

(855) 516-1090

15.63 miles

Rating - The Cornell Inn, Lenox

Wi-Fi Is Free And The Views Are Stunning At The Non-Smoking Cornell Inn, Set On Four Acres Of Groomed Gardens. The Non-Smoking Cornell Inn Is Set In Three Period-Style Buildings That House 28 Rooms, All Uniquely Furnished And Outfitted With Free Wi-Fi, Cable Tv And Air Conditioning. There'S An Outdoor Deck With Mountain And Waterfall Views, And The Terrace And Garden Invite Restfulness And Daydreaming. Corporate Travelers Are Happy To Know The Inn Features A Business Center With Fax And Copy Services. The Property Is At The Base Of Kennedy Park, A Wooded Nature Preserve With Recreational Trails. It'S A Half-Mile From The Berkshire Equestrian Center And The Historic Village Of Lenox, Where You'Ll Find Art Galleries, Shops And Restaurants. Tanglewood Is Two Miles Away, And Both The Bousquet Ski Area And Berkshire Scenic Railroad Museum Are A 10-Minute Drive. Albany International Airport Is 51 Miles Away.

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Birchwood Inn

7 Hubbard Street, Lenox MA - 1240

(855) 516-1090

15.8 miles

Rating - Birchwood Inn

This Bed And Breakfast In The Scenic Berkshires Boasts Uniquely Styled Guest Rooms, Each With A Private Bathroom. Hiking And Bicycle Trails In Kennedy Park Are Just 1 Mile Away.Rooms At The Birchwood Inn Feature Free Wi-Fi Access And A Seating Area. They Are Decorated In Bright Colours, Wood Floors, And Plush Bedding. Select Rooms Have A Fireplace Or A Tv.Guests Can Relax On The Large Terrace Or In The Library At The Birchwood B&B. Conceirge Services And Daily Newspapers Are Also Available.Enjoy A Full Country Breakfast, Including Dishes Like Apple Pancakes, Fresh Fruit, And Homemade Breads, Served In The Dining Room. Afternoon Tea And Pastries Are Also Offered.Tanglewood Musical Center Is 5 Minutes’ Drive From The Inn. Edith Wharton’S Estate, The Mount, Is 2 Miles Away.

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Berkshire Mountain House

150 Berkshire Way, Stephentown NY - 12168

(855) 516-1090

16.4 miles

Rating - Berkshire Mountain House

A complimentary buffet breakfast is served daily from 8:30 AM to 10 AM.

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Eastgate Inn B&B

207 West Street, Lenox MA - 1240

(855) 516-1090

17.04 miles

Rating - Eastgate Inn B&B

The recreational activities listed below are available either on site or nearby; fees may apply.

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Chambery Inn

199 Main St, Lee MA - 1238

(855) 516-1090

17.53 miles

Rating - Chambery Inn

Free Wi-Fi, Individually Decorated Rooms And Breakfast In Bed Are A Few Of The Special Touches At The Chambery Inn, A Historic Converted Building In Lee'S Charming Town Center. The Three-Story Converted Schoolhouse Has Nine Rooms Furnished In French-Inspired Style. The Former Parochial School Retains Many 19Th-Century Architectural Features, Such As Embossed Ceilings, Multiple Fireplaces And Even The Original Schoolhouse Chalkboards As A Nod To Its Past. Each Room Is Unique, With Canopy Beds, Fireplaces And Jetted Tubs Among The Features. Guests Have Access To Free Wi-Fi, But More Importantly, This Bed-And-Breakfast Brings Breakfast To Your Room For You To Enjoy In Private. Parking Is Free. The Bed-And-Breakfast Is On The Main Drag In The Center Of Lee, Making Up Part Of The Charm Of This Classic New England Town. There Are Restaurants Along Main Street As Well As Shopping; And Lee Premium Outlets Are A Mile Away, Including Brooks Brothers, Nike And Banana Republic. Tanglewood Musical Center Is A 10-Minute Drive Away, And Another Area Gem, The Berkshire Scenic Railroad Museum, Is Four Miles Away, Offering Area Tours On Vintage Trains. Bradley International Airport Is 53 Miles And Albany International Airport Is 56 Miles From The Inn.

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Conroy's B&B

11 East Street (Route 7), Stockbridge MA - 1262

(855) 516-1090

19.34 miles

Rating - Conroy's B&B

Featuring An Outdoor Swimming Pool, Conroy'S B&B Is A Berkshires Farmhouse Located In Stockbridge, Massachusetts. Free Wi-Fi Access Is Available.Air Conditioning And A Fireplace Are Included In Each Room. Private Bathrooms Are Equipped With Free Toiletries. Ironing Facilities Are Also Provided.Conroy'S B&B Is Situated Across 3 Acres And Features A Garden And Shared Terrace. The Property Offers Free Parking.A Breakfast Including Fresh Fruit, Eggs, Coffee And More Is Served Each Morning.Norman Rockwell Museum Is 8 Minutes’ Drive From Conroy’S. Beartown State Forest Is 10 Minutes’ Drive.

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Federal House Inn

1560 Pleasant Street, South Lee MA - 1238

(855) 516-1090

20.24 miles

Rating - Federal House Inn

The recreational activities listed below are available either on site or nearby; fees may apply.

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Shaker Mill Inn

2 Oak Street, West Stockbridge MA - 1266

(855) 516-1090

20.49 miles

Rating - Shaker Mill Inn

The recreational activities listed below are available either on site or nearby; fees may apply.

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Brandt House

29 Highland Avenue, Greenfield MA - 1301

(855) 516-1090

23.8 miles

Rating - Brandt House

Located In Greenfield, 6 Km From Deerfield, Brandt House Is A Boutique Bed And Breakfast Situated On 3.5 Acres Of Garden And Public Areas. The Property Also Offers Free High Speed Internet.Every Room Has A Flat-Screen Cable Tv. Some Rooms Have A Seating Area To Relax In After A Busy Day. Each Room Is Fitted With A Private Bathroom. For Your Comfort, You Will Find Free Toiletries And A Hairdryer.You Will Find A Shared Lounge At The Property. A Warm Breakfast Is Served Daily.The Brandt House Is 33 Km From Brattleboro, 33 Km From Northampton, And 63 Km From Springfield. Bradley International Airport Is 72 Km From The Property.

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The Ellery

259 Elm Street, Northampton MA - 1060

(855) 516-1090

24.47 miles

Rating - The Ellery

Complimentary Breakfast, An Outdoor Pool And Rooms With Flat-Panel Tvs And Free Wi-Fi Help Our Guests Feel At Home At The Non-Smoking Autumn Inn. Renovated In 2010, The Two-Story, Non-Smoking Autumn Inn Offers 32 Rooms That Include Flat-Panel Tvs With Premium Cable, Complimentary Wi-Fi And Coffeemakers. The Hotel Serves A Free Continental Breakfast Each Morning In The Great Room. Guests May Stop By The Lobby To Check Email And Print Boarding Passes From The Computer Workstation Or, During Winter Months, Enjoy The Warmth Of The Large Fireplace. The Property Also Features A Seasonal Outdoor Pool. The Front Desk Is Open 24 Hours A Day For Added Convenience. The Autumn Inn Is Located In Central Northampton, A Few Blocks From The Campus Of Smith College. The Hotel'S Central Location Puts It A 15-Minute Walk From The Fort Hill Historic District, Childs Park And The Museum Of Art And The Botanic Garden At Smith College. There Are Numerous Parks And Conservation Areas Along The Connecticut River, 10 Minutes Away By Car, And The University Of Massachusetts Amherst Is Less Than 10 Miles Northeast. Bradley International Airport Is 35 Miles South. Hartford, Connecticut Is 45 Miles South Of The Property.

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Old Mill Inn

87 School St, Hatfield MA - 1038

(855) 516-1090

24.54 miles

Rating - Old Mill Inn

Old Mill Inn Is Located In A Historic Building In Hatfield, Right Next To A Waterfall. Free Wi-Fi Access Is Available.Rooms Here Will Provide You With A Private Bathroom With Shower Or Bathtub, Air Conditioning And Flat-Screen Cable Tv. Some Rooms Have A River View. Extras Include Linen And A Coffee Machine.At Old Mill Inn You Will Find A Garden And A Terrace. Free Parking Is Possible And Complimentary Breakfast Is Served Daily On Site.The Property Is 9 Km From Smith College And 49 Km From Bradley Airport. Several Dining Options Are Located Within 2 Km.

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Harbour House Inn

725 North State Road, Cheshire, MA - 1225

6.86 miles

Rating - Harbour House Inn

A complimentary full breakfast is included.

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Topia Inn - An Organic Oasis

10 Pleasant Street, Adams, MA - 1220

8.26 miles

Rating - Topia Inn - An Organic Oasis

A complimentary full breakfast is served daily from 8:30 AM to 10 AM.

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The Cornell Inn, Lenox

203 Main St, Lenox, MA - 1240

15.63 miles

Rating - The Cornell Inn, Lenox

Wi-Fi Is Free And The Views Are Stunning At The Non-Smoking Cornell Inn, Set On Four Acres Of Groomed Gardens. The Non-Smoking Cornell Inn Is Set In Three Period-Style Buildings That House 28 Rooms, A...

Read more
Birchwood Inn

7 Hubbard Street, Lenox, MA - 1240

15.8 miles

Rating - Birchwood Inn

This Bed And Breakfast In The Scenic Berkshires Boasts Uniquely Styled Guest Rooms, Each With A Private Bathroom. Hiking And Bicycle Trails In Kennedy Park Are Just 1 Mile Away.Rooms At The Birchwood ...

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Berkshire Mountain House

150 Berkshire Way, Stephentown, NY - 12168

16.4 miles

Rating - Berkshire Mountain House

A complimentary buffet breakfast is served daily from 8:30 AM to 10 AM.

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Eastgate Inn B&B

207 West Street, Lenox, MA - 1240

17.04 miles

Rating - Eastgate Inn B&B

The recreational activities listed below are available either on site or nearby; fees may apply.

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Chambery Inn

199 Main St, Lee, MA - 1238

17.53 miles

Rating - Chambery Inn

Free Wi-Fi, Individually Decorated Rooms And Breakfast In Bed Are A Few Of The Special Touches At The Chambery Inn, A Historic Converted Building In Lee'S Charming Town Center. The Three-Story Convert...

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Conroy's B&B

11 East Street (Route 7), Stockbridge, MA - 1262

19.34 miles

Rating - Conroy's B&B

Featuring An Outdoor Swimming Pool, Conroy'S B&B Is A Berkshires Farmhouse Located In Stockbridge, Massachusetts. Free Wi-Fi Access Is Available.Air Conditioning And A Fireplace Are Included In Each R...

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Federal House Inn

1560 Pleasant Street, South Lee, MA - 1238

20.24 miles

Rating - Federal House Inn

The recreational activities listed below are available either on site or nearby; fees may apply.

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Shaker Mill Inn

2 Oak Street, West Stockbridge, MA - 1266

20.49 miles

Rating - Shaker Mill Inn

The recreational activities listed below are available either on site or nearby; fees may apply.

Read more
Brandt House

29 Highland Avenue, Greenfield, MA - 1301

23.8 miles

Rating - Brandt House

Located In Greenfield, 6 Km From Deerfield, Brandt House Is A Boutique Bed And Breakfast Situated On 3.5 Acres Of Garden And Public Areas. The Property Also Offers Free High Speed Internet.Every Room ...

Read more
The Ellery

259 Elm Street, Northampton, MA - 1060

24.47 miles

Rating - The Ellery

Complimentary Breakfast, An Outdoor Pool And Rooms With Flat-Panel Tvs And Free Wi-Fi Help Our Guests Feel At Home At The Non-Smoking Autumn Inn. Renovated In 2010, The Two-Story, Non-Smoking Autumn I...

Read more
Old Mill Inn

87 School St, Hatfield, MA - 1038

24.54 miles

Rating - Old Mill Inn

Old Mill Inn Is Located In A Historic Building In Hatfield, Right Next To A Waterfall. Free Wi-Fi Access Is Available.Rooms Here Will Provide You With A Private Bathroom With Shower Or Bathtub, Air Co...

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Map of Windsor Bed & Breakfast Hotels

View all Windsor, Massachusetts hotels, motels, lodging and attractions on Windsor, Massachusetts location map.


Weather Forecast for Windsor, Massachusetts

Traveling to Windsor, Massachusetts? Here is your 6-day weather forecast in the area. Whether it is a warm weather destinations or cold climate don’t forget to consider weather, while you pack your bags for this trip. Start your day when the sunrises at 9:45 AM and don’t miss the sunset at 11:53 PM. Today’s winds are traveling west at a speed of 7 MPH. The temperature feels like 57 with a humidity level of 76. Cloud coverage is 59 percent with 8.9 percent visibility. Today’s UV index is 4 make sure to prepare properly. Make sure to plan your travel itinerary to match your travel weather forecast to make the most of your vacation with Reservations.com.


Fahrenheit / Celsius
Today 5/1
Broken clouds

Wednesday 5/1 Weather forecast for Windsor, Massachusetts, Broken clouds
57°F
High: 68°F
Low: 49°F
Precipitation: 35%
Thursday 5/2
Broken clouds

Thursday 5/2 Weather forecast for Windsor, Massachusetts, Broken clouds
56°F
High: 66°F
Low: 45°F
Precipitation: 10%
Friday 5/3
Broken clouds

Friday 5/3 Weather forecast for Windsor, Massachusetts, Broken clouds
52°F
High: 60°F
Low: 45°F
Precipitation: 0%
Saturday 5/4
Broken clouds

Saturday 5/4 Weather forecast for Windsor, Massachusetts, Broken clouds
51°F
High: 59°F
Low: 42°F
Precipitation: 20%
Sunday 5/5
Light rain

Sunday 5/5 Weather forecast for Windsor, Massachusetts, Light rain
45°F
High: 51°F
Low: 45°F
Precipitation: 80%
Monday 5/6
Broken clouds

Monday 5/6 Weather forecast for Windsor, Massachusetts, Broken clouds
53°F
High: 65°F
Low: 47°F
Precipitation: 40%

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