Cheshire Holiday Packages

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Cheshire Accommodation

Time's ticking. We suggest that you don't leave booking accommodation in Cheshire until the last minute. There are only 6 available properties in the surrounding area, so have a peek on Wotif today to score yourself a top deal.

Craving a taste of life's little luxuries? Thinking of treating yourself while you're away? Book a plush room at The Wallingford Victorian Inn (245 N Main St), and you'll feel like a film star. Go on — you've earned it. Alternatively, take a look at the Americas Best Value Inn Cheshire (1106 S Main St). It's a great option if you want a place that's comfy, cosy and easy on the bank balance.

Car Hire in Cheshire

Collecting some wheels right at Bradley International Airport means that you don't need to waste time with transfers or taxis. Payless is just a quick walk from the terminal building.

Searching for a car rental in the centre of town? Enterprise (209 Maple Ave) is the perfect place! Have a wander around and give their staff a shout if you could do with some help.

Holidays to Cheshire

Before you kiss the cat goodbye and jump in that taxi to the airport, it's good to know a couple of things about where you're headed. Keep reading for a few helpful deets about Cheshire.

Want to visualise where you'll be staying? Cheshire is situated 120 kilometres northeast of the city of New York.

With so many cool activities on offer in the area, it's not hard to see why some 29 000 people call this area of Connecticut home.

Top Cheshire hotels

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is NZ$194 per night from 28 Sept to 29 Sept
NZ$194
28 Sept - 29 Sept
includes taxes & fees
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
"It was a good room nothing fancy but a good 4 star Clean quiet and good parking"

Reviewed on 22 Sept 2025

Opens in a new windowCheshire Welcome Inn
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 5 Oct to 6 Oct
NZ$208
5 Oct - 6 Oct
includes taxes & fees
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
"Excellent hotel. Close to everything. Friendly staff"

Reviewed on 9 Sept 2025

Opens in a new windowBest Western Hartford Hotel & Suites
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$183 per night from 28 Sept to 29 Sept
NZ$183
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
"Property was very clean, staff were very nice and helpful the bed was very comfortable and the room was well appointed."

Reviewed on 19 Sept 2025

Opens in a new windowThe Capitol Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.