Williamstown Vacations from $621
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Williamstown vacation packages
Price found within the past 48 hours. Click for updated prices.
Spacious Home in Troy
$621
per person
Oct 22 - Oct 26
found 22 hours ago
Roundtrip flight included
Chicago (CHI) to Albany (ALB)
4/10 (1 review)
First of all when we got there we weren't told where the parking area was . We had 5 people staying 3 nights. There were 3 bath mats, 3 bath towels & 2 washcloths. No hand towels. No kitchen towels. The shower head didn't work correctly. Dining area lights didn't work. Control panel on the washer/dryer was falling off. No place to put our clothes. The one dresser had stuff stored in it Master bed sheets had a cigerette burn. Half empty bottles of water laying around. But the worst part was when I did the dishes, all the water from the sink poured into the cupboard and flooded the floor. I cleaned it up & we looked to see if something needed tightening but it was more than that & when I messaged the host was told they would look at it. Nobody came.
Reviewed on May 25, 2026
Prospect Berkshires
$1,393
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Albany (ALB)
9.8/10 Exceptional! (40 reviews)
Once I got the cabin I expected it was an amazing stay.
Right on the water as shown on the website.
I look forward to my next stay.
Reviewed on Aug 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Williamstown
View all tripsStay near popular Williamstown attractions
Williams College
9.4/10 (534 reviews)
Williams College offers a prestigious liberal arts education amid the scenic Berkshire Mountains. Visitors can explore the renowned Williams College Museum of Art and attend public lectures in this intellectual haven.
The Clark Art Institute
9.8/10 (202 reviews)
The Clark Art Institute houses masterpieces by Monet and Renoir within a stunning 140-acre campus. Wander through galleries designed by Tadao Ando, then stroll reflecting pools with Berkshire hills as your backdrop.
Sterling and Francine Clark Art Institute
9.8/10 (172 reviews)
The Clark showcases masterful Impressionist works by Renoir and Monet within a stunning 140-acre campus. Explore art-filled galleries before wandering the outdoor sculpture trails and reflecting pools.
Williamstown Theatre Festival
9.0/10 (51 reviews)
This prestigious summer festival has launched acclaimed plays and attracted Broadway stars since 1955. Enjoy intimate performances in the picturesque Berkshires, where cultural richness meets natural beauty.
Waubeeka Golf Links
8.2/10 (18 reviews)
This 18-hole championship course winds through the Berkshire Mountains with tree-lined fairways and stunning vistas. Book early morning tee times for the most serene round amid the rolling New England terrain.
Chapin Library of Rare Books and Manuscripts
8.4/10 (8 reviews)
After visiting Chapin Library of Rare Books and Manuscripts, make a plan to see the other sights and activities in Williamstown. In the area, take in the fascinating museums and mountain views.
Brodie Mountain
9.0/10 (30 reviews)
Brodie Mountain's serene trails wind through the Taconic Mountains, offering peaceful hikes with scenic Berkshire views. Pack sturdy shoes and water for this undeveloped natural retreat with spectacular fall foliage.
Williams College Museum of Art
9.4/10 (66 reviews)
This teaching museum houses over 15,000 artworks spanning global history and contemporary movements. Explore thought-provoking exhibitions while enjoying the free admission and intimate gallery spaces.
Williamstown Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$128 nightly
$143 total
Aug 31 - Sep 1
Total with taxes and fees
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$254 nightly
$284 total
Aug 19 - Aug 20
Total with taxes and fees
9.6/10 Exceptional! (655 reviews)
"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying."
Reviewed on Aug 12, 2026
Willows Motel Williamstown
480 Main St Williamstown MA
Fully refundableReserve now, pay when you stay
$109 nightly
$122 total
Aug 16 - Aug 17
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Room was very clean, fully set up with all that we needed. The beds were very comfortable and breakfast had delicious fruits and muffins. Would recommend staying here"
Reviewed on Aug 3, 2026
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.
Find the Best Williamstown Vacation Packages
Williamstown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 4,300 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Jiminy Peak Mountain Resort, Natural Bridge State Park and Williamstown Theatre Festival |
More vacations you might like
Frequently asked questions
How much does a Williamstown vacation package cost?
You'll find cheap prices from $621 on Expedia for your Williamstown break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Williamstown costs.
What are the cheapest months to go to Williamstown?
You're likely to find lower rates and greater availability in January, October and December. Check out our cheap Williamstown vacation packages and you could score some great off-season discounts.
How many days is enough for Williamstown?
With a well-organized itinerary, you can easily visit the top Williamstown sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Williamstown vacation for longer.
Is it worth booking a vacation package to Williamstown?
Williamstown is a good vacation destination with attractions like The Clark Art Institute among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Williamstown vacation promises fun for everyone.
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 travel dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Williamstown package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Williamstown vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can customize your Williamstown escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Williamstown?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Williamstown escape.
How to plan a trip to Williamstown?
- Choose your travel dates: What you plan to do in Williamstown and your favorite season will help you decide when to go.
- Set a budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Williamstown. Then, pick a hotel that works with your budget, whether that's an economical stay or a more luxurious retreat.
- Organize your Williamstown getaway with Expedia's trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Williamstown together.
- Decide your trip length: Consider how long you want to spend discovering Williamstown. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal Williamstown vacation package for you.
- Add on excursions and experiences: Take a look at our dedicated travel guide to find some awesome things to do in Williamstown. Book tickets or make reservations in advance to save time and avoid the hassle of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later Williamstown vacation packages?
Secure your dream trip to Williamstown with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals while they last.
Explore a world of travel with Expedia
- Cheap Hotels in Williamstown
- Resorts in Williamstown
- Hotels with Free Breakfast in Williamstown
- Hotels with Fireplaces in Williamstown
- Aparthotels in Williamstown
- Pittsfield Hotels
- Boutique Hotels in North Adams
- Cottages in North Adams
- Hotels with Bars in Williamstown
- Hotels near Williams College
- Luxury Hotels in North Adams
- Hotels with Hot Tubs in Williamstown
- Lenox Hotels
- B&B in North Adams
- Golf Hotels in Williamstown
- Romantic Hotels in Williamstown
- Hotels near Waubeeka Golf Links
- Pet-Friendly Hotels in Williamstown
- Condo Rentals in Williamstown
- Hotels near Taconic Golf Club
- B&B in Williamstown
- Motels in Williamstown
- Hotels with a Pool in Williamstown
- Hotels with Free Parking in Williamstown
- Pet-Friendly Hotels in North Adams
- Gay friendly Hotels in Williamstown
- Hotels with an Indoor Pool in North Adams
- Historic Hotels in Williamstown
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Williams College Museum of Art
- Williamstown Hotels
- Resorts & Hotels with Spas in North Adams
- North Adams Hotels
- Best Western Hotels in Williamstown
- Hotels near Williamstown Theatre Festival
- Hotels with an Outdoor Pool in Williamstown
- Luxury Hotels in Williamstown
- Extended Stay Hotels in Williamstown
- Cabin Rentals in Williamstown
- Apartments in Williamstown
- 5 Star Hotels in Williamstown
- Cabin Rentals in North Adams
- Cheap Hotels in North Adams
- 4 Star Hotels in Williamstown
- Hotels near Mount Greylock
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near The Clark Art Institute
- Hotels with an Indoor Pool in Williamstown
- Hotels with Restaurants in Williamstown
- Resorts & Hotels with Spas in Williamstown
- Hotels with Laundry Facilities in Williamstown
- Adams Hotels
- Crane Museum of Papermaking
- Visit North Adams
- North Adams Public Library
- Williamstown Theatre Festival
- North Adams Vacations
- Visit Hancock
- Windsor Lake Park
- The Clark Art Institute
- Berkshire East Ski Resort
- Hopkins Observatory
- Adams Vacations
- Rowe Vacations
- Studio 21 South
- Mount Greylock
- Wahconah Falls State Park
- Mountain Meadow Preserve
- Brodie Mountain
- Drury Vacations
- Williams College
- Hancock Vacations
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Mount Greylock State Reservation Visitor Center
- Barrington Stage Company
- Cheshire Vacations
- Western Gateway Heritage State Park
- Visit Williamstown
- Jiminy Peak Mountain Resort
- Berkshire Athenaeum
- East Hoosac Quaker Meetinghouse
- Susan B. Anthony Birthplace Museum
- Chapin Library of Rare Books and Manuscripts
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.