Western Massachusetts Luxury Holidays

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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
  • 48 min drive from Six Flags New England
Stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Chesterwood and Norman Rockwell Museum are located ...
9.2/10 Wonderful! (85 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on 27 Oct 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
  • 47 min drive from Six Flags New England
Stay at this historic hotel in Northampton. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (1,000 reviews)
So much to say but most of all need to say the staff is outstandingly amazing cannot say enough about how great they are thank you so much!

Reviewed on 12 Jan 2026

Hotel Northampton
The Orchards Hotel

The Orchards Hotel

2.5 out of 5
222 Adams Rd Williamstown MA
  • 2 hours drive from Six Flags New England
Stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Colonial Plaza and Linear Park are ...
A little dated. Restaurant shut down for renovations, disappointing

Reviewed on 9 Mar 2020

The Orchards Hotel
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.