Small Hotels, B&Bs, Motels, Inns with Free Wi-Fi in Cheshire MA

Harbour House Inn

Bed & Breakfast in Cheshire MA

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

34 more hotels nearby!

Mount Royal Inn 5.4 mi from Cheshire

Hotel in Adams MA

8.0

Very Good

From $99

$

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Hotel with Free Wi-Fi

Small Hotel

Luxury Hotel

Weathervane Motel Lanesboro 6.7 mi from Cheshire

Motel in Lanesborough MA

5.4

Rated

From $95

$

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Motel with Free Wi-Fi

Small Motel

Motel near Ski Resorts

Disney Magic at Jiminy Mountain 7.2 mi from Cheshire

Hotel in Hancock MA

9.6

Excellent

$

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Hotel with Free Wi-Fi

Small Hotel

Hotel with Swimming Pool

Outdoor Pool

The Guest House at Field Farm 8.2 mi from Cheshire

Bed & Breakfast in Williamstown MA

9.5

Excellent

From $334

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations

Florida Mountain Log Cabin 10.1 mi from Cheshire

Chalet in Florida MA

10

Excellent

$

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Chalet with Free Wi-Fi

Small Chalet

Chalet with Parking

Blue Vista Motor Lodge 10.1 mi from Cheshire

Motel in Florida MA

10

Excellent

$

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Motel with Free Wi-Fi

Small Motel

Motel with Parking

The Stephentown Hotel 11.5 mi from Cheshire

Inn in Stephentown NY

$

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Inn with Free Wi-Fi

Small Inn

Family Friendly Inn

Heart of the Berkshires Motel 12.1 mi from Cheshire

Motel in Pittsfield MA

6.6

Rated

From $82

$

Info Categories

Motel with Free Wi-Fi

Small Motel

Motel Taking Steps Towards Sustainability

The Inn at Richmond 15.8 mi from Cheshire

Inn in Richmond MA

9.0

Excellent

From $382

$

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Inn with Free Wi-Fi

Small Inn

Family Friendly Inn

The Summer White House Inn 16.7 mi from Cheshire

Bed & Breakfast in Lenox MA

From $93

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

The Inn at Kenmore Hall 16.7 mi from Cheshire

Inn in Richmond MA

10

Excellent

From $430

$

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Inn with Free Wi-Fi

Small Inn

Inn where Extra Health & Safety Measures Have Been Taken

Brook Farm Inn 17.0 mi from Cheshire

Bed & Breakfast in Lenox MA

9.8

Excellent

From $180

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Accessible Bed & Breakfast

Eastgate Inn B&B 17.3 mi from Cheshire

Bed & Breakfast in Lenox MA

10

Excellent

From $167

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast with Parking

Eastgate Inn B&B 17.3 mi from Cheshire

Bed & Breakfast in Lenox MA

10

Excellent

From $167

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Red Door B&B 19.3 mi from Cheshire

Bed & Breakfast in Lee MA

$

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Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Starlight Inn 19.8 mi from Cheshire

Motel in Bennington VT

6.7

Rated

From $64

$

Info Categories

Motel with Free Wi-Fi

Small Motel

Motel near Ski Resorts

Shaker Mill Inn 20.0 mi from Cheshire

Bed & Breakfast in West Stockbridge MA

9.4

Excellent

From $144

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Boutique-style Bed & Breakfast

Shaker Mill Inn 20.1 mi from Cheshire

Bed & Breakfast in West Stockbridge MA

9.4

Excellent

From $144

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Small Bed & Breakfast

Luxury Bed & Breakfast

Pleasant Valley Motel West Stockbridge 20.4 mi from Cheshire

Motel in West Stockbridge MA

5.8

Rated

From $61

$

Info Categories

Motel with Free Wi-Fi

Small Motel

Motel near Ski Resorts

Small Hotels with Free Wi-Fi in Cheshire MA