Hancock Vacation Packages 2026 from $471

Hancock flight + hotel vacation packages

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

Lodges At Cresthaven

$471

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$906

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) 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.

The Whitlock

Save 100% on your flight

$876

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.

The Ponds at Foxhollow

Save 100% on your flight

$695

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a terrace and laundry facilities.

Holiday Inn Club Vacations Oak 'n Spruce Resort

$628

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

New York (NYC) 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.

Top Hancock hotels deals

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$156 total

Oct 4 - Oct 5

Total with taxes and fees

2 outdoor tennis courts, 2 hot tubs, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Hot Tub

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$136 total

Sep 7 - Sep 8

Total with taxes and fees

This aparthotel 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.

Pool

Parking included

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Free Cancellation

$143 nightly

$160 total

Sep 27 - Sep 28

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$126 total

Oct 1 - Oct 2

Total with taxes and fees

This aparthotel 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 Inn

461 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$112 total

Sep 28 - Sep 29

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.

Pool

Hot Tub

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$162 total

Sep 28 - Sep 29

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.

Pet friendly

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.

Stay near popular Hancock attractions

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.

See properties

Frequently asked questions

How much are vacation packages to Hancock?

Your vacation daydreams can all come true in Hancock for as low as $471. Our packages include flights and hotels, so organizing everything should be a piece of cake. The only thing you'll need to worry about is having an incredible time.

How long should my Hancock vacation be?

If you need some guidance, most travelers spend about 3 nights vacationing in Hancock. But to discover the true spirit of this place, stay a little longer. You'll be able to explore more and really take in the local culture.

Where can I get the best vacation package deals for Hancock?

You'll discover a terrific range of Hancock package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 properties around the globe, arranging your ideal getaway will be easy.

Why should I book my Hancock vacation bundle via Travelocity?

Whether you're searching for the ultimate unplugged vacation or you crave the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to search through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available for you round-the-clock.

Can I save money on my Hancock car rental if I book it with a hotel or flight?

You most certainly can — bundle your hotel, flight and car into a Hancock vacation package and you'll save tons. With so much to uncover in the Hancock area, that rental car will more than come in handy. Once you've buckled up, crank up the music and find your way to Fenway Park, a well-known sight around 110 mi from Hancock.

Which airport is best for Hancock?

Bradley Intl. Airport (BDL) is where many vacationers disembark. It's located 55 mi southeast from downtown Hancock. Alternatively, check out the deals to Albany Intl. Airport (ALB), which is 30 mi away from central Hancock.

Where should I stay when visiting Hancock?

The Jiminy Peak Mountain Resort is popular with many visitors. Book now to avoid missing out.