Williamstown Vacation Packages

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Your Williamstown Vacation

Our vacation packages to Williamstown give you the power to create your own adventure. Tailor your journey to suit your interests and needs and make the most of your time in this fabulous city. Every trip to Williamstown needs a well-crafted itinerary. Fill yours with major attractions like Williams College, Massachusetts Museum of Contemporary Art and Mount Greylock. Your dream Williamstown vacation is just clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored just for you.

Top Williamstown Vacation Deals

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

The Wiltwyck

3.5 out of 5
Price was CA $1,441, price is now CA $1,107 per person
CA $1,107
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (153 reviews)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was CA $2,197, price is now CA $1,276 per person
CA $1,276
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway

Reviewed on Jun. 23, 2025

Hasbrouck House

Hasbrouck House

4 out of 5
Price was CA $2,679, price is now CA $1,938 per person
CA $1,938
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9.2/10 Wonderful! (47 reviews)
Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby course.

Reviewed on Aug. 6, 2025

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 CA $1,877, price is now CA $1,490 per person
CA $1,490
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
No reviews
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Price was CA $3,561, price is now CA $2,995 per person
CA $2,995
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
No reviews

Ready to book your vacation to Williamstown?

 

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Williamstown Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Sep 11 to Sep 12
CA $147
CA $180 total
Sep 11 - Sep 12
includes taxes & fees
8.6/10 Excellent! (1,961 reviews)
"The property was nice and had activities like a volley ball net and basketball court however no balls were provided. All together the property was very nice but had potential to be nicer. Also daytime front desk staff were not very helpful and actually cranky sounding. Not so pleasant to deal ..."

Reviewed on Aug. 20, 2025

Vacation Village in the Berkshires
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Sep 7 to Sep 8
CA $284
CA $318 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (486 reviews)
"Clean"

Reviewed on Aug. 18, 2025

The Williams Inn
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2 out of 5
213 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Aug 24 to Aug 25
CA $152
CA $170 total
Aug 24 - Aug 25
includes taxes & fees
6.4/10 (867 reviews)
"When first approaching the property my initial thought was “ oh boy, I paid a lot for this!” The outside appeared small and old but everything else about it was great. Clean, very friendly front desk people, quiet, comfortable. The room was updated and had great water pressure in the shower, spacious ..."

Reviewed on Aug. 11, 2025

Howard Johnson by Wyndham Williamstown
See all 1,252 properties in Williamstown
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.
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Frequently asked questions

How much does a Williamstown vacation package cost?
You'll find cheap prices from CA $1,107 on Expedia for your Williamstown getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Williamstown costs.
What are the cheapest months to go to Williamstown?
January, March and December are the best times to search for cheap Williamstown vacation packages. Choosing to travel in less busy periods means you can generally find better prices on accommodations and flights.
How many days is enough for Williamstown?
The ideal duration of your Williamstown vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to hit all the top sights and discover some hidden treasures along the way.
Is it worth booking a vacation package to Williamstown?
Williamstown has everything you need for a wonderful trip. Get your Williamstown vacation off to a flying start by exploring major attractions like The Clark Art Institute.
How to find the best Williamstown package deals?
Bagging a cheap Williamstown package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Williamstown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Williamstown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a tailored Williamstown vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Williamstown?
If you've got your Williamstown vacation dates finalized, book early to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Williamstown?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to vacation in Williamstown.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Williamstown.
  3. Decide how long to go away for: Now that you're more familiar with Williamstown, you can figure out the ideal length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Williamstown vacation package that brings all your bookings together.

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