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Top Monterey hotels deals

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Monterey, MA
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This vacation home includes a garden and barbecue grills.
Air Conditioning
Kitchen
Historic Home by Butternut Ski Mountain, Great Barrington and Appalachian Trails
Historic Home by Butternut Ski Mountain, Great Barrington and Appalachian Trails
Monterey, MA
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A garden is available at this vacation home.
Kitchen
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Monterey, MA
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This vacation home features barbecue grills.
Kitchen
Pet Friendly
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 $89 per night
This hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...
Housekeeping
Restaurant
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $95 per night
This hotel features an indoor pool, a fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
Restaurant
Bar
Holiday Inn Express Hotel & Suites Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Free Cancellation
The price is $81 per night
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Housekeeping
Hot Tub
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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 in Monterey

Image for Tanglewood Music Center

Tanglewood Music Center

5/5(150 reviews)

Take in a show or just stop by for a photo at Tanglewood Music Center, a popular theater in Lenox. While you're in the area, stroll along the lakeside.

Tanglewood Music Center
Image for Norman Rockwell Museum

Norman Rockwell Museum

4.5/5(193 reviews)

You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.

Norman Rockwell Museum
Image for Bousquet Ski Area

Bousquet Ski Area

4/5(9 reviews)

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.

Bousquet Ski Area

Frequently asked questions

How much are vacation packages to Monterey?
Vacation packages, which include hotels and flights in Monterey, start from as little as . Turn your travel dreams into reality and secure your vacation with Travelocity today.
Where can I get the best vacation package deals for Monterey?
No matter your travel style, Travelocity can help you snap up the best Monterey package deal. All you need to do is pick and choose between our 400 air carriers and 665,000 worldwide properties.
Why should I purchase my Monterey vacation bundle via Travelocity?
From our 24/7 customer support to our range of amazing destinations, we’re committed to giving you the vacation of a lifetime. All you need to do is to click and book — our Price Match Guarantee will make sure you get the cheapest price.
Can I save on my Monterey car rental if I combine it with my hotel or flight?
You most certainly can — combine your flight, hotel and car into a Monterey vacation package and you’ll save a handsome sum. With so much to see in Monterey, that set of wheels will make it easy to explore. Once you’re in the driver’s seat, turn up the stereo and make your way to Times Square, a well-known sight approximately 106 mi from Monterey.
What is the best time of year to go to Monterey?
It all depends on whether you prefer to save cash or visit Monterey when it’s in full swing. The quietest time to explore this part of the world is . But if you’d like to experience this destination at its peak, consider . Want to save your hard-earned money? The most affordable month is . usually has the most expensive prices.
Which airport is best for Monterey?
Hartford, CT (BDL-Bradley Intl.) (34 mi away from the downtown area), Albany, NY (ALB-Albany Intl.) (50 mi away from central Monterey) and Hartford, CT (HFD-Hartford - Brainard) (43 mi away from central Monterey) are the best options for Monterey.
What is there to do in Monterey?
Don’t miss the excellent photo-ops at Bidwell House Museum, one of the most popular attractions in Monterey. There’s so much more to discover around this exciting city, so give yourself enough time to experience some of its off-the-beaten-path gems.
Where should I stay when visiting Monterey?
The Holiday Inn Club Vacations Oak n’ Spruce Resort is the number one choice of many travelers. Book now before it’s too late.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.