Hancock Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Hancock Vacation

When a city adventure is calling your name, answer it with a Hancock vacation package. With all your travel needs worked out before you leave, all you need to do here is focus on having the time of your life. Any trip to Hancock needs a well-planned itinerary. Fill yours with major attractions such as Jiminy Peak Mountain Resort, Pittsfield State Forest and Skyline Country Club. Whatever your travel plans or the size of your budget, organizing a tailored Hancock vacation is a walk in the park with Expedia.

Top Hancock Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Latham Albany Airport

Baymont by Wyndham Latham Albany Airport

2.5 out of 5
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
6.2/10 (1,368 reviews)
Tough start. Read the reviews about moldy rooms. I get it now. Our first room had a bathroom that required complete renovation or condemnation. Mildew across the entire ceiling. We were given a new room, yay! The bathroom was an upgrade, but still had problems namely a toilet that had been sprayed down with blue cleaner but not wiped up. Room itself was great. It was my third stay there. Before it was just a dilapidated hallway. That was ok To deal with. Bathrooms are not. Still a reasonable place, with the right room, for one person who needs to hold over for 12 or less hours. Not recommended for more than a one night stay.

Reviewed on Jul. 13, 2025

Park Manor Hotel

Park Manor Hotel

4 out of 5
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.2/10 Very Good! (1,113 reviews)
We have a great time

Reviewed on Jul. 19, 2025

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.8/10 Good! (1,174 reviews)
Can’t beat the convenience to the airport. The staff is always pleasant and helpful. Have stayed here the night before an early flight many times.

Reviewed on Jul. 14, 2025

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,007 reviews)
It was clean and room was spacious. Only thing missing was a pool.

Reviewed on Jul. 15, 2025

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (1,001 reviews)
The staff accommodated my needs when I missed my flight. It was safe and clean in the area.

Reviewed on Jul. 18, 2025

Ready to book your vacation to Hancock?

 

Choose your dates

Hancock Hotel Deals

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
The price is CA $221 per night from Jul 30 to Jul 31
CA $221
CA $247 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very Good! (948 reviews)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"

Reviewed on Jul. 7, 2025

Jiminy Peak Mountain Resort
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
9.2/10 Wonderful! (530 reviews)
Berkshire Yoga Festival 2025 wonderful stay
"It was great, interesting first experience with a Murphy bed - could use some updates, otherwise a great stay"

Reviewed on Jul. 4, 2025

Get rates
Club Wyndham Bentley Brook
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
The price is CA $221 per night from Jul 20 to Jul 21
CA $221
CA $670 total
Jul 20 - Jul 21
includes taxes & fees
9.6/10 Exceptional! (4 reviews)
Awesome spot
"Girlfriend’s weekend away. Loved the home, amenities and cleanliness. Just a few updates and it’ll be 5 stars. Thanks for a great time."

Reviewed on Apr. 15, 2025

Comfortable Berkshires retreat on mtn resort, SISO
See all 951 properties in Hancock
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Hancock vacation package cost?
You can grab a vacation package to this top destination from CA $891 on Expedia. But how much your vacation to Hancock costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Hancock?
You can generally find reduced prices and greater availability in March, April and May. Take a look at our cheap Hancock vacation packages and you could get some excellent off-season deals.
How many days is enough for Hancock?
With a well-organized travel plan, you can easily visit the most popular Hancock attractions in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Hancock vacation for longer.
How to find the best Hancock package deals?
Landing a cheap Hancock package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Hancock package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Hancock vacation as a package?
You can enjoy significant savings on your Hancock escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Hancock?
If you have your Hancock vacation dates confirmed, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Hancock?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the type of activities on offer will also help you decide when to visit Hancock.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will probably be the largest expense during your trip to Hancock.
  3. Decide how long to go away for: Now that you're up to speed on Hancock, you can figure out the ideal length of your break. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the ideal Hancock vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.