Monterey Vacation Packages 2026 from $642

Monterey flight + hotel vacation packages

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

Bluebird Spa City Motor Lodge

Downtown Saratoga Springs

$642

per person

Sep 1 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Albany (ALB)

This hotel features free WiFi in public areas, concierge services, and self parking. Express check-out and luggage storage are also provided.

Prospect Berkshires

$1,253

per person

Jul 11 - Jul 15

found 10 hours ago

Roundtrip flight included

Chicago (CHI) 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.

On Catskill Main Street, Upscale Charm + Outdoor Living Beatrice by Avantstay

$1,670

per person

Jul 11 - Jul 15

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Albany (ALB)

This cottage includes free WiFi in public areas and barbecue grills.

The Wiltwyck

$697

per person

Jul 11 - Jul 15

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Albany (ALB)

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

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

$846

per person

Jul 23 - Jul 27

found 14 hours ago

Roundtrip flight included

Chicago (CHI) to Albany (ALB)

This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the 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.

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$166 total

Jul 6 - Jul 7

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.

The Yankee Inn

461 Pittsfield Rd Lenox MA

$105 nightly

$117 total

Jun 8 - Jun 9

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$133 total

Jun 8 - Jun 9

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

$184 nightly

$205 total

Jul 7 - Jul 8

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.

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

190 Meadow Street South Lee MA

Free Cancellation

$152 nightly

$169 total

Jun 9 - Jun 10

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.

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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 $642. 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.