Deals on vacations and trips to Monterey

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Monterey flight + hotel vacation packages

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

The Wiltwyck

3.5 out of 5
Price was $596, price is now $555 per person
$555
per person
Apr 23 - Apr 25
found 1 hour ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Albany (ALB)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
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 $871, price is now $795 per person
$795
per person
Apr 23 - Apr 25
found 1 hour ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Albany (ALB)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

3 out of 5
Price was $821, price is now $757 per person
$757
per person
Apr 23 - Apr 25
found 1 hour ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Albany (ALB)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $838, price is now $773 per person
$773
per person
Apr 23 - Apr 25
found 1 hour ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed around-the-clock.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $891, price is now $831 per person
$831
per person
Apr 23 - Apr 25
found 1 hour ago
Roundtrip non-stop flight included
West Palm Beach (PBI) 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.

Top Monterey hotels deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $136 total per night
$136 total
Mar 22 - Mar 23
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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Feb 26 - Feb 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $133 total per night
$133 total
Feb 22 - Feb 23
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.
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$103 nightly
The price is $115 total per night
$115 total
Feb 22 - Feb 23
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.
Pool
Pet friendly
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
$118 nightly
The price is $131 total per night
$131 total
Feb 22 - Feb 23
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.
Pool
Air conditioning
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Mar 4 - Mar 5
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included
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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

Frequently asked questions

How much are vacation packages to Monterey?
You might be pleasantly surprised — you could find yourself in Monterey for a mere $555. 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.

Photos of local treasures

Browse Monterey vacation photos for more inspiration

Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon! #Fall #VisitMA
Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon! #Fall #VisitMA
Monterey Land Trust
•New Blog• Would you drive through a forest to visit a farm that doesn't advertise, but makes what it knows best..like goat cheese? 👆🏽Check out the link in profile to read about our visit to the Rawson Brook Farm in the Berkshires, Massachusetts.

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