Name: The Williams Inn
Price range: CA $282

Your Whitingham Vacation

Uncover the best of Whitingham with a customized Whitingham vacation package. From its rural countryside and rich history to its spectacular views, you'll love discovering this picturesque city in your own way. Make your trip to Whitingham even more fun and exciting by going sightseeing. Jacksonville Pond, The Ledge and Honora Winery are among the most popular attractions worth exploring. Expedia can help you escape the everyday. Tailor your vacation to Whitingham to suit your travel style, whatever that may be.

Top Whitingham Vacation Deals

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

The Vermont Inn

CA $1,442

per person

Oct 12 - Oct 18

just found

Roundtrip non-stop flight included

Vancouver (YVR) to Rutland (RUT)

9.2/10 Wonderful! (407 reviews)

Was a wonderful little bed and breakfast. Will stay here again.

Reviewed on Jul. 23, 2025

The Shire Woodstock

CA $2,938

per person

Oct 12 - Oct 18

just found

Roundtrip non-stop flight included

Vancouver (YVR) to Springfield (VSF)

8.8/10 Excellent! (811 reviews)

This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.

Reviewed on Aug. 18, 2025

Lake Bomoseen Lodge

CA $1,610

per person

Oct 12 - Oct 18

just found

Roundtrip non-stop flight included

Vancouver (YVR) to Rutland (RUT)

9.4/10 Exceptional! (814 reviews)

Lovely lakeside view. Unhappy that we were placed (without need or request) in a handicapped-accessible room with a shower that splashed water onto the bathroom floor, soaking it. No seat cover on toilet, huge chair inside shower that we had to move out. We should have been told this when we made the reservation (much earlier than friends of ours in an adjacent non-handicapped room!)

Reviewed on Aug. 27, 2025

Deerfield Valley Inn

CA $2,356

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Springfield (VSF)

9.6/10 Exceptional! (62 reviews)

Very authentic and comfortable.

Reviewed on Aug. 22, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

CA $1,779

per person

Oct 12 - Oct 18

just found

Roundtrip non-stop flight included

Vancouver (YVR) to Rutland (RUT)

7.4/10 Good! (1,000 reviews)

Very friendly staff! Jess the receptionist allowed us to check in at 10am rather than 4pm! The ladies working the bar and strabucks counter were super friendly and helpful. The property manager accommodated myself and kids even though the hot tub was out of service, jets didn’t work and it wasn’t hot, she brought us new towels and allowed us to stay in the pool.

Reviewed on Aug. 26, 2025

Ready to book your vacation to Whitingham?

Choose your dates

Whitingham Hotel Deals

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

Whitingham

9.4/10 Exceptional! (7 reviews)

Perfect for a retreat!

"The home was charming and beautiful. The location had beautiful outdoor area that was tranquil. Great surroundings as well. It was the perfect place for our retreat. We will definitely be back again:)"

Reviewed on Jul. 21, 2025

Get rates

Hotel Downstreet, Ascend Hotel Collection

40 Main St, North Adams, MA

Fully refundableReserve now, pay when you stay

CA $207

CA $232 total

Sep 28 - Sep 29

includes taxes & fees

The Williams Inn

101 Spring Street, Williamstown, MA

Fully refundableReserve now, pay when you stay

CA $282

CA $316 total

Sep 7 - Sep 8

includes taxes & fees

See all 1,242 properties in Whitingham

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.