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Monterey flight + hotel packages

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was CA $1,023, price is now CA $869 per person
CA $869
per person
Sep 11 - Sep 14
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
Book a stay at this family-friendly 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.
The Whitlock

The Whitlock

2 out of 5
Price was CA $1,279, price is now CA $1,038 per person
CA $1,038
per person
Sep 11 - Sep 14
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $1,124, price is now CA $925 per person
CA $925
per person
Sep 11 - Sep 14
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
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.
Weathervane Motel

Weathervane Motel

2 out of 5
Price was CA $1,275, price is now CA $1,102 per person
CA $1,102
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hildene and Equinox Preservation Trust are located nearby.
Seesaw's Lodge

Seesaw's Lodge

4 out of 5
Price was CA $2,490, price is now CA $2,168 per person
CA $2,168
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this lodge in Peru. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Bromley Alpine Slide and Bromley Mountain Ski Resort are located nearby.

Top Monterey hotels deals

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
Get rates
Stay at this vacation home in Monterey. Enjoy free WiFi, a sauna, and a garden. Popular attractions Lake Garfield and Bidwell House Museum are located nearby.
Hot tub
Kitchen
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is CA $168 per night
CA $168
CA $220 total
Aug 9 - Aug 10
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.
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 $200 per night
CA $200
CA $223 total
Jul 30 - Jul 31
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.
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is CA $212 per night
CA $212
CA $237 total
Aug 25 - Aug 26
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
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is CA $167 per night
CA $167
CA $186 total
Aug 18 - Aug 19
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.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $228 per night
CA $228
CA $317 total
Jul 30 - Jul 31
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.
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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 $869. 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 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.