Deals on vacations and trips to Monterey
Save when you book Monterey package deals
Monterey flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Prospect Berkshires
Save 100% on your flight
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond
Save 100% on your flight
per person
Oct 22 - Oct 25
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay
per person
Oct 22 - Oct 25
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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.
The Cornell Inn, Lenox & The Berkshires
per person
Oct 22 - Oct 25
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Top Monterey hotels deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
Sep 7 - Sep 8
Total includes 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
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $179 total per night
$179 total
Aug 26 - Aug 27
Total includes 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.
Pet friendly
Parking included
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $104 total per night
$104 total
Sep 1 - Sep 2
Total includes 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
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
$79 nightly
The price is $88 total per night
$88 total
Sep 1 - Sep 2
Total includes taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
Pool
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $116 total per night
$116 total
Sep 2 - Sep 3
Total includes 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
The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $254 total per night
$254 total
Aug 27 - Aug 28
Total includes 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.
Pool
Spa
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
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