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Monterey flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was CA $942, price is now CA $860 per person
CA $860
per person
Nov 30 - Dec 6
just found
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
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.
Marriott Albany

Marriott Albany

3.5 out of 5
Price was CA $1,299, price is now CA $1,203 per person
CA $1,203
per person
Dec 21 - Dec 24
found 21 hours ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy an outdoor pool, a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Colonie Center Mall and Palace Theater are located nearby.
South Shire

South Shire

4 out of 5
Price was CA $1,655, price is now CA $1,570 per person
CA $1,570
per person
Jan 2 - Jan 4
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
Stay at this B&B in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.
The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was CA $1,419, price is now CA $1,357 per person
CA $1,357
per person
Dec 21 - Dec 24
found 21 hours ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Schenectady Light Opera Performing Arts Center are located nearby.
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was CA $1,241, price is now CA $1,199 per person
CA $1,199
per person
Dec 21 - Dec 24
found 21 hours ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
Stay at this hotel in Troy. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions No Fun - Troy and Arts Center of the Capital Region are located nearby.

Top Monterey hotels deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $116 per night
CA $116
CA $160 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. 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
Hot tub
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
CA $149 total
Nov 1 - Nov 2
includes taxes & fees
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
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free cancellation
The price is CA $98 per night
CA $98
CA $110 total
Dec 1 - Dec 2
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
Free cancellation
The price is CA $154 per night
CA $154
CA $200 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $170 per night
CA $170
CA $190 total
Nov 29 - Nov 30
includes taxes & fees
Stay at this 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 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 $220 per night
CA $220
CA $315 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
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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.

Stay near popular Monterey attractions

Lake Garfield

Commune with nature and explore the great outdoors at Lake Garfield during your travels in Monterey. While you're in the area, wander around the forests.
See properties

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!

Frequently asked questions

How much are vacation packages to Monterey?
You might be pleasantly surprised — you could find yourself in Monterey for a mere CA $860. At Travelocity, we save you money and hassle with our awesome vacation packages. With experiences, hotels and flights all in one place, what's stopping you?
Where can I get the best vacation package deals for Monterey?
Travelocity is the place to go to score an awesome Monterey package deal. Choose from 400 air carriers and 1,000,000 properties across the globe and put together a vacation package that fits your style. With this amount of choice at your fingertips, it's time to start booking your next big adventure.
Why should I purchase my Monterey vacation package via Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you're always getting the best deal possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and get packing!
Can I save on my Monterey car rental if I book it with my hotel or flight?
With a Monterey vacation package, you can bundle your hotel, car and flight bookings and save tons. If you can't wait to uncover the best of this awesome destination, why not make tracks to Times Square? This top sight is 177 kilometers from Monterey. With your own wheels, you'll be there in no time.
Which airport is best for Monterey?
Bradley Intl. Airport (BDL), 48 kilometers southeast of inner Monterey, is likely to be where you'll fly into. Your other choices are Albany Intl. Airport (ALB) (80 kilometers away from central Monterey) and Hartford, CT (HFD-Hartford - Brainard) (64 kilometers away from central Monterey).
What is there to do in Monterey?
Don't miss the excellent photo-ops at Bidwell House Museum, one of the most renowned attractions in Monterey. There's so much more to discover in this exciting city, so give yourself enough time to visit some hidden gems.
Where should I stay when visiting Monterey?
The Monterey Home w/ Hot Tub, Pool & Game Room! is the number one choice of many visitors. Book now before it's too late.

Photos of local treasures

Browse Monterey vacation photos for more inspiration

A winding road through a forest with autumn foliage.
A lake surrounded by autumn-colored trees reflecting on the water.
A snowy landscape with bare trees and distant mountains.
A farm with a red barn, goats, and a person near the fence.