Woodstock Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 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

Top hotels in Woodstock

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
9.4/10 Exceptional! (219 reviews)
Wonderful

Reviewed on 2 Jan 2026

Woodstock Way Hotel
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St Woodstock NY
The price is ฿4,024 per night from 8 Jan to 9 Jan
฿4,024
฿4,507 total
8 Jan - 9 Jan
includes taxes & fees
9.6/10 Exceptional! (193 reviews)
Staff were kind and communicative and the room was outstanding! One of the prettiest and most unique rooms I’ve stayed in.

Reviewed on 23 Dec 2025

Twin Gables of Woodstock
Hotel Dylan

Hotel Dylan

2 out of 5
320 Maverick Rd Woodstock NY
The price is ฿5,102 per night from 8 Jan to 9 Jan
฿5,102
฿5,714 total
8 Jan - 9 Jan
includes taxes & fees
9.4/10 Exceptional! (41 reviews)
darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there.

Reviewed on 2 Jan 2026

Hotel Dylan
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.

What to do in Woodstock

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.