Top Monterey hotels deals
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
per night
Jun. 16 - Jun. 17
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
per night
Jun. 26 - Jun. 27
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
The Red Lion Inn
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $246 per night
CA $246
per night
Jun. 26 - Jun. 27
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
per night
Jun. 17 - Jun. 18
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
per night
Jun. 16 - Jun. 17
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Parking included
The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is CA $134 per night
CA $134
per night
Jun. 16 - Jun. 17
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Parking included
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.
Popular places to visit
Bidwell House Museum
You can enjoy some culture when you stop by Bidwell House Museum in Monterey. While you're in the area, stroll along the lakeside.
Monterey Vacations
Got your plane ticket printed out and your suitcase packed? Read on for a few basic Monterey tips before you head off.
If you wander 17 miles (27 kilometers) south of Pittsfield, or 25 miles (40 kilometers) east of Hudson, you'll be in the heart of Monterey.
Forget about the big-name attractions — it's the locals that really make a place tick. In this part of The Berkshires, you'll find 1,000 of them.
Places to visit in Monterey
There's nothing like the feeling of staring at a blanket of powder snow and knowing you've got the whole day in front of you to tear up the slopes. Slip on your gloves and put on your skis — Ski Butternut is calling your name! Want more options? Adore nature so much that you could just hug a tree? Find the time to wrap your limbs around one of the imposing specimens at Questing. You'll have an abundance to pick from! But that's not all there is. The preservation of native animals and plants is vitally important. Soak up the peacefulness of nature at Dry Hill and see what sorts of animals call it home.Where do you fly into for Monterey?
Touching down at Bradley International Airport (BDL)? Once you disembark, the middle of Monterey is about 35 miles (56 kilometers) away. Call a cab and enjoy the drive — your vacation has just begun!Photos of local treasures
Browse Monterey vacation photos for more inspiration