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Chesterfield Bed and Breakfasts

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Forty Putney Road Bed & Breakfast

Brattleboro, VT

Walk to Downtown Brattleboro from this truly beautiful Inn. Pub, Billiards, Hot Tub and more...

from $159

4.7 (51)
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Forty Putney Road Bed & Breakfast

Forty Putney Road Bed & Breakfast

from $159

Brattleboro, VT

4.7 (51)

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Deerfield Inn

Deerfield, MA

Stay 3 nights for the price of 2 thru April 30! A National Historic Landmark Bed & Breakfast.

from $149

4.1 (2)
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Deerfield Inn

Deerfield Inn

from $149

Deerfield, MA

4.1 (2)

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Chesterfield Inn

West Chesterfield, NH

Midweek Special: Stay two nights Sunday through Thursday and get $50 off second day!

from $149

4.7 (82)
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Chesterfield Inn

Chesterfield Inn

from $149

West Chesterfield, NH

4.7 (82)

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Inn Victoria

Chester, VT

Elegant Romantic Victorian Bed and Breakfast on the village green in beautiful Chester, Vermont. Cl

from $130

4.9 (15)
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Inn Victoria

Inn Victoria

from $130

Chester, VT

4.9 (15)

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Inn at Mount Snow

West Dover, VT

Experience the Casual Elegance that is The Inn at Mount Snow.

from $89

3.7 (6)
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Inn at Mount Snow

Inn at Mount Snow

from $89

West Dover, VT

3.7 (6)

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Swiss Inn & Restaurant

Londonderry, VT

Located in the heart of the Green Mountains. All rooms have private bath, cable color tv, air con...

from $75

4.3 (9)

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Swiss Inn & Restaurant

Swiss Inn & Restaurant

from $75

Londonderry, VT

4.3 (9)

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Deerhill Inn

West Dover, VT

Leave the cares of the world behind, relearn what it means to relax and reconnect, in one of our ...

from $116

4.8 (30)
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Deerhill Inn

Deerhill Inn

from $116

West Dover, VT

4.8 (30)

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Centennial House Bed & Breakfast

Northfield, MA

Recognized for excellence, our spacious B&B offers comfort, charm, great food near WMass attr...

from $119

4.8 (32)
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Bridges Inn at Whitcomb House

Swanzey, NH

Four miles from Keene. Idyllic 1792 inn, in quaint southwestern NH village, near covered bridges.

from $95

4.8 (121)
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Bridges Inn at Whitcomb House

Bridges Inn at Whitcomb House

from $95

Swanzey, NH

4.8 (121)

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The West Dover Inn

West Dover, VT

Enchanted by the summer's cool clear days, the autumn's brilliant colors and the winter’s q...

from $90

4.2 (55)
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The West Dover Inn

The West Dover Inn

from $90

West Dover, VT

4.2 (55)

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The Monadnock Inn

Jaffrey,

Nestled at the base of Mt. Monadnock, the Inn offers tastefully decorated guest rooms and more

4.1 (11)
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Latchis Hotel

Brattleboro, VT

Brattleboro's only downtown Hotel and recently selected as Brattleboro's Best Hotel/B&B.

from $90

3.8 (19)
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Latchis Hotel

Latchis Hotel

from $90

Brattleboro, VT

3.8 (19)

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The Snow Goose Inn at Mount Snow

West Dover, VT

The Snow Goose Inn is set back on three acres of beautiful Vermont woodland. This 13 room/(2 suit...

from $95

4.5 (5)
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The Snow Goose Inn at Mount Snow

The Snow Goose Inn at Mount Snow

from $95

West Dover, VT

4.5 (5)

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from $140

4.2 (9)

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Poetry Ridge Bed and Breakfast

Poetry Ridge Bed and Breakfast

from $140

Greenfield, MA

4.2 (9)

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Dancing Bear Guest House

Shelburne Falls, MA

from $99

4.5 (7)

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Dancing Bear Guest House

Dancing Bear Guest House

from $99

Shelburne Falls, MA

4.5 (7)

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1868 Crosby House B&B

Brattleboro, VT

from $125

4.8 (82)
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1868 Crosby House B&B

1868 Crosby House B&B

from $125

Brattleboro, VT

4.8 (82)

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from $99

4.6 (37)
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from $119

4.9 (22)

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Little River Bed and Breakfast

Little River Bed and Breakfast

from $119

Peterborough, NH

4.9 (22)

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Colony House

Keene, NH

from $130

4.7 (142)

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Colony House

Colony House

from $130

Keene, NH

4.7 (142)

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Sawyer Mansion B&B

Whitingham,

from $150

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Sawyer Mansion B&B

Sawyer Mansion B&B

from $150

Whitingham,

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Halladay's Harvest Barn Inn

Bellows Falls, VT

from $99

4.7 (48)

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Halladay's Harvest Barn Inn

Halladay's Harvest Barn Inn

from $99

Bellows Falls, VT

4.7 (48)

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Yagna Inn

Rockingham, VT

from $125

1.0 (1)

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Yagna Inn

Yagna Inn

from $125

Rockingham, VT

1.0 (1)

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Green River Bridge House

Brattleboro, VT

from $175

4.8 (56)
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Green River Bridge House

Green River Bridge House

from $175

Brattleboro, VT

4.8 (56)

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from $125

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The Purple Chef's House

The Purple Chef's House

from $125

Brattleboro,

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Readmore Bed and Breakfast Inn

Bellows Falls, VT

from $130

4.8 (12)

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Readmore Bed and Breakfast Inn

Readmore Bed and Breakfast Inn

from $130

Bellows Falls, VT

4.8 (12)

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Big Bears Lodge

West Dover, VT

from $70

4.6 (8)
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Big Bears Lodge

Big Bears Lodge

from $70

West Dover, VT

4.6 (8)

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The Brandt House

Greenfield, MA

from $105

4.4 (4)
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The Brandt House

The Brandt House

from $105

Greenfield, MA

4.4 (4)

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Cooper Hill Inn

East Dover, VT

from $120

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Cooper Hill Inn

Cooper Hill Inn

from $120

East Dover, VT

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from $100

4.8 (15)
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The Inn of the Tartan Fox

The Inn of the Tartan Fox

from $100

Swanzey, NH

4.8 (15)

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Cold Moon Farm B&B

Jamaica, VT

from $200

4.8 (16)

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Cold Moon Farm B&B

Cold Moon Farm B&B

from $200

Jamaica, VT

4.8 (16)

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The Dumaine House

Jacksonville, VT

from $90

4.8 (5)

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The Dumaine House

The Dumaine House

from $90

Jacksonville, VT

4.8 (5)

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from $119

4.3 (3)
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Chester House Inn

Chester House Inn

from $119

Chester,

4.3 (3)

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from $135

4.9 (26)
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The Fullerton Inn

Chester, VT

from $89

3.9 (20)
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The Fullerton Inn

The Fullerton Inn

from $89

Chester, VT

3.9 (20)

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from $125

4.8 (8)

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Candlelight Bed and Breakfast

Candlelight Bed and Breakfast

from $125

Jacksonville, VT

4.8 (8)

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Deerfield Valley Inn

West Dover, VT

from $85

4.6 (51)
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Deerfield Valley Inn

Deerfield Valley Inn

from $85

West Dover, VT

4.6 (51)

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Frog's Leap Inn

Londonderry, VT

from $79

4.6 (33)

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Frog's Leap Inn

Frog's Leap Inn

from $79

Londonderry, VT

4.6 (33)

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from $95

3.7 (7)
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West Winds Inn

Greenfield,

from $105

4.8 (10)

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West Winds Inn

West Winds Inn

from $105

Greenfield,

4.8 (10)

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Hickory Ridge House

Putney, VT

from $155

4.9 (11)

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Hickory Ridge House

Hickory Ridge House

from $155

Putney, VT

4.9 (11)

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from $100

4.6 (64)
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The Wilmington Inn & Tavern

The Wilmington Inn & Tavern

from $100

Wilmington, VT

4.6 (64)

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Uplands Inn

Antrim, NH

from $80

Uplands Inn

Uplands Inn

from $80

Antrim, NH

Maplehurst Inn

Antrim, NH

from $75

3.6 (7)
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Maplehurst Inn

Maplehurst Inn

from $75

Antrim, NH

3.6 (7)

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Chesterfield B&B reviews

Overall rating:

The Chesterfield B&B review score is based on feedback from travelers from around the world. See property page for full, detailed reviews by real travelers.

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