Hancock Vacation Packages 2026 from $442

Hancock flight + hotel vacation packages

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

The Dewey

$442

per person

Mar 16 - Mar 19

found 8 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

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

Prospect Berkshires

$523

per person

Mar 16 - Mar 19

found 8 hours ago

Roundtrip flight included

Orlando (MCO) 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 Equinox Golf Resort & Spa

Manchester Village Historic District

Save 100% on your flight

$1,225

per person

Feb 13 - Feb 15

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Gedney Farm

$466

per person

Mar 16 - Mar 19

found 8 hours ago

Roundtrip flight included

Orlando (MCO) 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.

The Cornell Inn, Lenox & The Berkshires

$503

per person

Mar 16 - Mar 19

found 8 hours ago

Roundtrip flight included

Orlando (MCO) 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 Hancock hotels deals

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

Free Cancellation

Reserve now, pay when you stay

$208 nightly

$233 total

Jan 12 - Jan 13

Total with taxes and fees

Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.

Pool

Hot Tub

Club Wyndham Bentley Brook

1 Corey Road Hancock MA

Get rates

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free hotel. Take advantage of ski storage on site, and enjoy snowboarding. Enjoy the indoor pool and perks like free self parking and free WiFi.

Pool

Parking included

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Hancock MA

$247 nightly

$276 total

Jan 11 - Jan 12

Total with taxes and fees

Ski-in/ski-out access and an indoor pool are featured at this smoke-free apartment. A gym, a hot tub, and laundry facilities are also on offer.

Pool

Hot Tub

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Hancock MA

Get rates

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room. A gym and a hot tub are also provided.

Pool

Hot Tub

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$141 total

Jan 11 - Jan 12

Total with taxes and fees

This condo 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

$125 nightly

$140 total

Feb 2 - Feb 3

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 perks like free self parking.

Pool

Hot Tub

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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

Hancock which includes signage and autumn leaves

Jiminy Peak Mountain Resort

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

Mountain Coaster

Enjoy an outing to Mountain Coaster during your stay in Hancock. Take in the entertainment venues and mountain views in this quaint area.

Alpine Super Slide

Enjoy an outing to Alpine Super Slide during your stay in Hancock. Discover the mountain views and restaurants in this quaint area.

Frequently asked questions

How much are vacation packages to Hancock?

Your vacation daydreams can all come true in Hancock for as low as $442. 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.