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B&B Winchendon

97 Bed and Breakfasts in and around Winchendon City (Massachusetts, United States)

Our top selectionPrice: Low → HighPrice: High → LowBest rated

Room type

Holiday home

Guest room

Apartment

Review score

General amenities

Free Wifi

Electric vehicle charging station

Garden

Pets allowed

Free parking

Sauna

More

Room Amenities

Private bathroom

Private entrance

Air conditioning

Bath

Private terrace

Private kitchen

More

Accessibility

Wheelchair accessible

Entire unit located on ground floor

Adults only

Modern Waterfront Gem w/ Dock on Lake Monomonac - B&B Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac - B&B Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac

Direct reservation

Accommodations just outside your destination

Near Winchendon

Lakeside Retreat - HOT TUB, Swimming, Boats - B&B Rindge

Lakeside Retreat - HOT TUB, Swimming, Boats - B&B Rindge

Lakeside Retreat - HOT TUB, Swimming, Boats

Direct reservation

(9.7 km from Winchendon)

Maguire House Bed and Breakfast - B&B Ashburnham

Maguire House Bed and Breakfast - B&B Ashburnham

Maguire House Bed and Breakfast

Direct reservation

(10.7 km from Winchendon)

Pet-friendly, secluded, and peaceful pondside home near to Keene and Rindge NH - B&B Fitzwilliam

Pet-friendly, secluded, and peaceful pondside home near to Keene and Rindge NH - B&B Fitzwilliam

Pet-friendly, secluded, and peaceful pondside home near to Keene and Rindge NH

Direct reservation

(13.4 km from Winchendon)

Deck & Fire Pit: Cottage Near Monadnock State Park - B&B Jaffrey

Deck & Fire Pit: Cottage Near Monadnock State Park - B&B Jaffrey

Deck & Fire Pit: Cottage Near Monadnock State Park

Direct reservation

(16.3 km from Winchendon)

Spacious Accessible Waterfront Retreat with Hot Tub - B&B Orange

Spacious Accessible Waterfront Retreat with Hot Tub - B&B Orange

Spacious Accessible Waterfront Retreat with Hot Tub

Direct reservation

(17.3 km from Winchendon)

Room in Fitchburg - B&B Fitchburg

Room in Fitchburg - B&B Fitchburg

Room in Fitchburg

Direct reservation

(23 km from Winchendon)

earthship forest exile - B&B Temple

earthship forest exile - B&B Temple

earthship forest exile

Direct reservation

(23.5 km from Winchendon)

Modern 3BR Near FSU - 15 Min to Wachusett - B&B Fitchburg

Modern 3BR Near FSU - 15 Min to Wachusett - B&B Fitchburg

Modern 3BR Near FSU - 15 Min to Wachusett

Direct reservation

(23.7 km from Winchendon)

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski - B&B Fitchburg

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski - B&B Fitchburg

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Direct reservation

(24.3 km from Winchendon)

5 Bedroom Cozy New England home - Cobb Meadow House - B&B Dublin

5 Bedroom Cozy New England home - Cobb Meadow House - B&B Dublin

5 Bedroom Cozy New England home - Cobb Meadow House

Direct reservation

(24.5 km from Winchendon)

Cozy Cabin in a Rural setting 8 - B&B Peterborough

Cozy Cabin in a Rural setting 8 - B&B Peterborough

Cozy Cabin in a Rural setting 8

Direct reservation

(24.5 km from Winchendon)

Cozy Cabin in a rural setting (#10) In Temple, NH - B&B Temple

Cozy Cabin in a rural setting (#10) In Temple, NH - B&B Temple

Cozy Cabin in a rural setting (#10) In Temple, NH

Direct reservation

(24.5 km from Winchendon)

Cozy Cabin in a Rural setting-14 - B&B Peterborough

Cozy Cabin in a Rural setting-14 - B&B Peterborough

Cozy Cabin in a Rural setting-14

Direct reservation

(24.5 km from Winchendon)

Luxurious and Cozy Cabin in a Rural Setting #16 - B&B Temple

Luxurious and Cozy Cabin in a Rural Setting #16 - B&B Temple

Luxurious and Cozy Cabin in a Rural Setting #16

Direct reservation

(24.5 km from Winchendon)

The Tartan Fox at the Meadmere - B&B Swanzey

The Tartan Fox at the Meadmere - B&B Swanzey

The Tartan Fox at the Meadmere

Direct reservation

(28.6 km from Winchendon)

The Bridges Inn at Whitcomb House B&B - B&B Swanzey

The Bridges Inn at Whitcomb House B&B - B&B Swanzey

The Bridges Inn at Whitcomb House B&B

Direct reservation

(30.9 km from Winchendon)

The Greenfield Inn - B&B Greenfield

The Greenfield Inn - B&B Greenfield

The Greenfield Inn

Direct reservation

(32.6 km from Winchendon)

Rustic-Chic Cottage w/ Yard & Grill - Near Hiking! - B&B Northfield

Rustic-Chic Cottage w/ Yard & Grill - Near Hiking! - B&B Northfield

Rustic-Chic Cottage w/ Yard & Grill - Near Hiking!

Direct reservation

(32.8 km from Winchendon)

Cozy Keene Retreat - Walk To Downtown! - B&B Keene

Cozy Keene Retreat - Walk To Downtown! - B&B Keene

Cozy Keene Retreat - Walk To Downtown!

Direct reservation

(33.3 km from Winchendon)

Updated Vintage Apartment < 1/2 Mi to Main St - B&B Keene

Updated Vintage Apartment < 1/2 Mi to Main St - B&B Keene

Updated Vintage Apartment < 1/2 Mi to Main St

Direct reservation

(33.5 km from Winchendon)

The Burrell House - B&B Keene

The Burrell House - B&B Keene

The Burrell House

Direct reservation

(33.8 km from Winchendon)

The Leverett House - B&B Keene

The Leverett House - B&B Keene

The Leverett House

Direct reservation

(34 km from Winchendon)

Charming 4BR colonial close to downtown - B&B Keene

Charming 4BR colonial close to downtown - B&B Keene

Charming 4BR colonial close to downtown

Direct reservation

(34.2 km from Winchendon)

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Winchendon

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