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Top Monterey hotels deals

Life House Berkshires

Life House Berkshires

3.5 out of 5
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

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
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

The Red Lion Inn

3.5 out of 5
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

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
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

Howard Johnson by Wyndham Lenox

2 out of 5
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

The Lenox Collection

3.5 out of 5
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
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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.

Popular places to visit

Image for Bidwell House Museum

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.

Bidwell House Museum

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

Photo by Elizabeth Massa Peroulakis
Photo by Elizabeth Massa Peroulakis

Frequently asked questions

How much are vacation packages to Monterey?
With a Travelocity vacation package, you can live it up in Monterey for a mere . Hotels, flights and experiences — we’ve got you. You’ll save tons just for combining your bookings. And with everything taken care of before leaving, you don’t have to worry about a thing.
Where can I get the best vacation package deals for Monterey?
Landing an unbeatable package deal to Monterey is easy with Travelocity. With access to 400 partner airlines and 665,000 properties all over the world, you’ll have loads of choice when it comes to picking your flights and hotels.
Why should I purchase my Monterey vacation package with Travelocity?
From amazing destinations to fun experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer support will also ensure you’re being taken care of while you’re on your trip. And don’t fret if you find a cheaper price on your booking, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Monterey car rental if I book it with a hotel or flight?
Bundling your car, flight and hotel into a Monterey vacation package is a great way to land the best prices. Plus, having your own car rental gives you the freedom to get to all those famous sights you want to explore. Situated 171 kilometersfrom Monterey, Broadway is one attraction that should be on your can’t-miss list. Load up the car and make a day trip of it.
What is the best time of year to go to Monterey?
If you love wandering wisely, is a terrific time to do it. That’s when room rates tumble. In contrast, prices soar around . are the most popular months to stay in Monterey, so expect big lines at top attractions. Hoping to avoid high season? You’ll find sparser crowds during .
Which airport is best for Monterey?
Hartford, CT (BDL-Bradley Intl.) is 55 kilometersfrom the downtown area and is the starting point for many exciting adventures. Alternatively, Albany, NY (ALB-Albany Intl.) is 80 kilometersaway from central Monterey and Hartford, CT (HFD-Hartford - Brainard) is 69 kilometersaway from central Monterey.
What is there to do in Monterey?
Bidwell House Museum should be on your travel itinerary. After you’ve crossed off this popular attraction, simply wander the streets of Monterey and get a feel for what makes this cool city tick.
Where should I stay when visiting Monterey?
Many people opt to hit the hay at the Peaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires. It’s the perfect base for your Monterey escape.
Can I go on vacation to Monterey at this time?
Don’t plan your trip to Monterey without the facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor can fill you in. It has all the information you need to make your vacation plans as relaxed as possible.