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Monterey flight + hotel packages

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

The Wiltwyck

3.5 out of 5
Price was CA $1,181, price is now CA $1,023 per person
CA $1,023
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Albany (ALB)
Stay at this guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
The Perch Hotel

The Perch Hotel

2 out of 5
Price was CA $1,630, price is now CA $1,149 per person
CA $1,149
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Albany (ALB)
Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Price was CA $5,008, price is now CA $4,139 per person
CA $4,139
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Albany (ALB)
Book a stay at this historic guesthouse in Catskill. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

3 out of 5
Price was CA $1,849, price is now CA $1,621 per person
CA $1,621
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Albany (ALB)
Stay at this cottage in Stone Ridge. Enjoy free parking, patios, and air conditioning. Popular attractions Tongore Park Beach and Century House Historical Society are located nearby.
Hudson Whaler

Hudson Whaler

2.5 out of 5
Price was CA $1,582, price is now CA $1,466 per person
CA $1,466
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Stoddard Corner and Hudson Area Library 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 Bidwell House Museum and Ashintully Gardens are located nearby.
Hot tub
Kitchen
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 $113 per night
CA $113
CA $126 total
May 4 - May 5
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
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 $118 per night
CA $118
CA $162 total
May 27 - May 28
includes taxes & fees
Book a stay at this golf lodge 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 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 $169 per night
CA $169
CA $250 total
Apr 29 - Apr 30
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 National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.
Pool
Spa
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
190 Meadow Street South Lee MA
Free cancellation
The price is CA $153 per night
CA $153
CA $198 total
Apr 30 - May 1
includes taxes & fees
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 National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.
Pool
Air conditioning
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Free cancellation
The price is CA $155 per night
CA $155
CA $173 total
May 18 - May 19
includes taxes & fees
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 National Shrine of the Divine Mercy are located nearby.
Breakfast included
Pet-friendly
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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

Bidwell House Museum

You can spend an afternoon browsing the exhibits at Bidwell House Museum during your trip to 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!

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 $1,023. 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

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