Monterey Vacation Packages 2026 from $384

Monterey flight + hotel vacation packages

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

Vacation Village in the Berkshires

$384

per person

May 29 - Jun 1

found 2 hours ago

Roundtrip flight included

Denver (DEN) to Albany (ALB)

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

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

$430

per person

May 29 - Jun 1

found 2 hours ago

Roundtrip flight included

Denver (DEN) to Albany (ALB)

This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.

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

Save 100% on your flight

$1,010

per person

Jul 20 - Jul 24

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Albany (ALB)

Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Berkshires Untold

$498

per person

May 29 - Jun 1

found 2 hours ago

Roundtrip flight included

Denver (DEN) to Albany (ALB)

A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.

Hampton Inn & Suites Berkshires-Lenox

$475

per person

May 29 - Jun 1

found 2 hours ago

Roundtrip flight included

Denver (DEN) to Albany (ALB)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Monterey hotels deals

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

Monterey MA

Get rates

This vacation home features a hot tub and a sauna. A garden, laundry facilities, and barbecue grills are also on offer.

Hot Tub

Kitchen

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$103 total

May 4 - May 5

Total with taxes and fees

Pet friendly

Parking included

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$120 total

May 28 - May 29

Total with taxes and fees

This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

The Red Lion Inn

30 Main Street Stockbridge MA

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$185 total

Apr 29 - Apr 30

Total with taxes and fees

This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Spa

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

190 Meadow Street South Lee MA

Free Cancellation

$143 nightly

$159 total

Apr 30 - May 1

Total with taxes and fees

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

Free Cancellation

$114 nightly

$128 total

May 4 - May 5

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.

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.

Frequently asked questions

How much are vacation packages to Monterey?

You might be pleasantly surprised — you could find yourself in Monterey for a mere $384. 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 110 mi from Monterey. With your own wheels, you'll be there in no time.

Which airport is best for Monterey?

Bradley Intl. Airport (BDL), 30 mi southeast of inner Monterey, is likely to be where you'll fly into. Your other choices are Albany Intl. Airport (ALB) (50 mi away from central Monterey) and Hartford, CT (HFD-Hartford - Brainard) (40 mi 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.