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Our top choices for Cheshire guest houses
9.2 out of 10, Wonderful, (126)
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
Allison
The price is AU$205
includes taxes & fees
4 Jan - 5 Jan 2026
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is AU$156
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (271)
"What an ideal place to make home base for an extended weekend in the Berkshires with activities. Place is a gem in the woods but accessible to everything. "
liz k.
The price is AU$316
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (25)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
melissa
The price is AU$250
includes taxes & fees
30 Dec - 31 Dec
In town, newly remodeled studio with private balcony
In town, newly remodeled studio with private balconyShelburne Falls
10.0 out of 10, Exceptional, (119)
"set up great! very clean great location, WONDERFUL"
laurie p.
The price is AU$236
includes taxes & fees
5 Jan - 6 Jan 2026
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.
Top Cheshire Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
Find out more about Cheshire
Cheshire Guest Houses information
Number of reviews | 887 |
|---|---|
Accommodation | 9 Guest Houses |
Lowest Price | AU$156 |
Highest Price | AU$316 |
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