South Shaftsbury Vacations from ¥419,448

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

The Latest South Shaftsbury Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
The Perch Hotel
Hilton Garden Inn Saratoga Springs
The Springwater B&B
The Amelia

Find the Best South Shaftsbury Vacation Packages

South Shaftsbury Hotel Deals

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury VT
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is ¥24,480 per night from May 27 to May 28
¥24,480
¥27,344 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"I loved the use of space for local artists to display there art. Beautiful work. The hotel was very clean. Loved that you could get a coffee or water throughout the day. I wish that the pool was opened all day. Ample parking"

Reviewed on May 23, 2026

Hotel Downstreet, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is ¥26,424 per night from Jun 1 to Jun 2
¥26,424
¥35,194 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (844 reviews)
"This is one of my favorite hotels. It’s close to restaurants but is also quiet with lots of cozy common space. It’s dog-friendly, has a great social hour and restaurant, and the morning coffee is delicious!"

Reviewed on May 23, 2026

Kimpton Taconic Hotel by IHG
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.

Explore a world of travel with Expedia

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