A stone tower with a metal gate, surrounded by trees and a stone wall.

Boutique Hotels & Resorts in Cheshire from AU$201

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cheshire Boutique Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Cheshire boutique hotels

A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.
A courtyard with outdoor seating, stone walls, and a variety of plants.
A spacious lobby with a stone fireplace, leather sofas, and a wooden ceiling.
A spacious hall with round tables and chairs, wooden beams on the ceiling, and large windows allowing natural light.

1. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
Southbury
United States
Zuleika
AU$201
includes taxes & fees
4 Oct - 5 Oct
Heritage Hotel, Golf & Conference Center
View all properties

Top Cheshire Hotel Reviews

New Haven Hotel

New Haven Hotel

8/10 Good
"The room was clean and the hotel staff was OK. Parking is extra and located across the street. The downtown area that it situated down is nice and has some amenities. I wouldn’t stay here for a vacation but for a business trip it’s OK and serve the purpose Nicely as a business traveler looks for 9+ properties. This one fits at a nine."
Chris 1-night trip
Posted 17 hours ago
New Haven Hotel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"I love the fresh cut up fruits for breakfast. Microwave is not available in our room. The electrical socket near the tv was not working. Construction noises woke me up. Other than those small little things everything was perfect."
Rosella 1-night trip
Posted 21 hours ago
Hyatt Place Milford / New Haven

Frequently asked questions

What's there to see and do in Cheshire?
Enjoy the great selection of restaurants while you're in the area. Maplecroft Plaza Shopping Center, Cheshire Hollow Farm and Mount Southington Ski Area are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Toyota Oakdale Theatre, Sleeping Giant State Park and Palace Theatre while you're here.
What kind of weather should I plan for when I travel to Cheshire?
Understanding the weather in Cheshire is important when planning your trip. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.
What's the best way to get to my boutique hotel in Cheshire?
You have a few options for getting to Cheshire. The nearest major airport is Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia