The Berkshires Hotel Guide - Historic Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Historic Hotels

Top The Berkshires Historic Hotels

Our top choices for The Berkshires historic hotels

The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Wonderful old inn; chock full of charm."
The price is €228
includes taxes & fees
26 Aug - 27 Aug
The Red Lion Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is €204
includes taxes & fees
26 Aug - 27 Aug
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (93)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
The price is €320
includes taxes & fees
26 Aug - 27 Aug
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Exterior detail

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is €230
includes taxes & fees
1 Sept - 2 Sept
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Fridge, microwave, oven, stovetop

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (59)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is €397
includes taxes & fees
28 Aug - 29 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Outdoor pool, a heated pool

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

9.6 out of 10, Exceptional, (25)
"We loved our stay and this house made our trip. The bathroom and kitchen were especially memorable but we loved all the little details that added up to one stunningly restored historic home."
The price is €1,214
includes taxes & fees
14 Sept - 15 Sept
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is €391
includes taxes & fees
14 Sept - 15 Sept
rural, serene + sophisticated space
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 The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Wonderful old inn; chock full of charm."
Karen 1-night trip
Posted 1 day ago
The Red Lion Inn