Monterey Vacation Packages 2026/2026 from $474

Monterey flight + hotel vacation packages

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

Gedney Farm

$474

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.

Prospect Berkshires

Save 100% on your flight

$669

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Albany (ALB)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

The Cornell Inn, Lenox & The Berkshires

$558

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Albany (ALB)

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Wilder House Berkshires

$624

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Albany (ALB)

This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.

Lodges At Cresthaven

$552

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) to Albany (ALB)

A 24-hour gym, free self parking, and laundry facilities are featured at this lodge. WiFi in public areas is free. A business center, a terrace, and a picnic area are also on offer.

Top Monterey hotels deals

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$120 total

Jan 4 - Jan 5, 2026

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.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$103 total

Dec 12 - Dec 13

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$127 total

Dec 7 - Dec 8

Total with taxes and fees

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.

The Red Lion Inn

30 Main Street Stockbridge MA

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$180 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This smoke-free 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. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

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

190 Meadow Street South Lee MA

Free Cancellation

$124 nightly

$139 total

Dec 8 - Dec 9

Total with taxes and fees

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.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

Free Cancellation

$101 nightly

$113 total

Dec 15 - Dec 16

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.

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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 $474. 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.