Small Hotels, B&Bs, Inns, Guesthouses in Chester NY

The Dominion House Bed & Breakfast

Bed & Breakfast in Chester NY

From $243

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

64 more hotels nearby!

LEGOLAND New York Resort 3.7 km from Chester

Hotel in Goshen NY

8.2

Very Good

$

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Small Hotel

Family Friendly Hotel

Hotel with Parking

KW homes 4.8 km from Chester

Guest House in Florida NY

1.0

Rated

$

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Small Guest House

Dog Friendly Guest House

Guest House with Parking

Stagecoach Inn 5.2 km from Chester

Hotel in Goshen NY

9.4

Excellent

From $287

$

Small Hotel

Inns are known for their cozy and intimate atmosphere, making them suitable for a charming getaway. The historic ambiance and personalized service enhance the experience.

Orange Inn Boutique Hotel 5.2 km from Chester

Hotel in Goshen NY

9.6

Excellent

$

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Small Hotel

Luxury Hotel

Hotel for Honeymoon

Peach Grove House 6.8 km from Chester

Bed & Breakfast in Warwick NY

9.8

Excellent

$

Small Bed & Breakfast

Offering a quaint and cozy experience, this bed and breakfast is ideal for those seeking a peaceful retreat. The personalized service and attention to detail enhance its intimate charm.

The Inn at Stony Creek 6.9 km from Chester

Inn in Warwick NY

9.7

Excellent

From $238

$

Small Inn

This inn offers comfortable and well-appointed rooms in a peaceful setting. It is a great choice for those looking for a relaxing and intimate escape.

La Colina 7.1 km from Chester

Inn in New Hampton NY

$

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Small Inn

Inn with Swimming Pool

Heated Pool Outdoor Pool

Inn with Parking

Villa Verde B&B, Greenwood Lake, NY 7.5 km from Chester

Bed & Breakfast in Monroe NY

9.3

Excellent

$

Small Bed & Breakfast

This charming B&B offers a personal touch and a cozy atmosphere. It's perfect for guests looking for a more intimate and relaxing stay.

Villa Verde B&B Greenwood Lake NY 7.5 km from Chester

Bed & Breakfast in Monroe NY

9.4

Excellent

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Parking

The Hamlet Inn at Warwick 7.6 km from Chester

Hotel in Warwick NY

6.1

Rated

From $102

$

Small Hotel

While a hotel, its smaller size likely offers a more personalized experience compared to larger resorts. The location and potential for a quieter setting add to its appeal.

Warwick Motel & Suites 7.6 km from Chester

Motel in Warwick NY

5.5

Rated

From $102

$

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Small Motel

Motel near Ski Resorts

Dog Friendly Motel

Rushmore Estate 7.8 km from Chester

Bed & Breakfast in Woodbury NY

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast with Swimming Pool

14 Linden Ave #A Greenwood Lake NY10925 8.2 km from Chester

Chalet in Warwick NY

$

Info Categories

Small Chalet

Dog Friendly Chalet

Chalet with Free Wi-Fi

The Breezy Inn 8.6 km from Chester

Inn in Warwick NY

8.4

Very Good

$

Info Categories

Small Inn

Inn near Ski Resorts

Inn with Parking

Caldwell House Bed and Breakfast 9.8 km from Chester

Bed & Breakfast in Salisbury Mills NY

10

Excellent

From $359

$

Small Bed & Breakfast

This B&B offers a tranquil retreat with beautifully appointed rooms and a focus on guest comfort. It's a highly-rated option for those seeking a peaceful and intimate experience in Orange County.

Hidden Gem 11.0 km from Chester

Guest House in Middletown NY

8.1

Very Good

$

Small Guest House

As a guesthouse, it probably offers a more intimate setting than larger hotels. Details are limited, but guesthouses often provide a unique and personalized experience.

Cider Mill Inn Bed and Breakfast 11.9 km from Chester

Bed & Breakfast in Pine Island NY

From $154

$

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Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Swimming Pool

Outdoor Pool

Buck's Homestead B&B 12.5 km from Chester

Bed & Breakfast in Montgomery NY

From $198

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast with Swimming Pool

Outdoor Pool

Bed & Breakfast with Free Wi-Fi

Paddle Point 12.6 km from Chester

Chalet in West Milford NJ

$

Info Categories

Small Chalet

Chalet with Parking

EV charging stations

Chalet with Free Wi-Fi

Small Hotels in Chester NY