Woodstock Vacations from $722

A Woodstock vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in Woodstock offer free breakfast, and properties like Woodstock Way Hotel and The Herwood Inn are conveniently located about 12 miles from Hunter Mountain, a popular ski area. Flights often arrive at Newark Liberty Intl. Airport (EWR), about 93 miles away.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Woodstock package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Among the best vacation packages in Woodstock for families, consider one that includes a stay at the 4-star Woodstock Way Hotel. Rated 9.4 out of 10, this property offers family rooms and a game room, making it comfortable for all ages, and travelers frequently highlight its beautiful facilities and great location about 12 miles from Hunter Mountain.


Couples seeking a romantic escape might consider a Woodstock vacation package with a stay at The Herwood Inn. This 4.5-star hotel, rated 9.1 out of 10, features a hot tub and kitchenettes, with travelers often praising its cozy atmosphere and unique rooms. It's also conveniently located about 12 miles from Hunter Mountain.


For travelers looking for the best value, a Woodstock vacation package with a stay at Morning Glory B n B Woodstock NY is a strong option. Rated 9 out of 10 and costing around $260 per night, this B&B provides free breakfast and kitchen facilities, and travelers frequently commend the welcoming staff and clean rooms. It's also about 12 miles from Hunter Mountain.


*Package availability and prices may change depending on dates and demand.

Woodstock is a strong choice for family vacation packages, offering a blend of outdoor activities and comfortable accommodations. Many hotels cater to families with amenities like family rooms, game rooms, and kitchens, providing convenience for longer stays.


For an illustrative family hotel, the 4-star Woodstock Way Hotel, rated 9.4 out of 10 by travelers, features family rooms, a game room, and kitchens, making it easy to settle in. Travelers frequently highlight its super comfortable rooms and beautiful facilities.


Families can explore natural attractions such as Mohonk Lake, about 9 miles from central Woodstock, which offers scenic views and recreational opportunities. Minnewaska State Park, about 16 miles away, is another excellent option for hiking and enjoying the outdoors together.

Most Woodstock vacation packages include hotels with mountain-view rooms, reflecting the area's scenic ski destination type. Woodstock Way Hotel, a 4-star property rated 9.4 out of 10 by travelers, and The Herwood Inn, a 4.5-star property rated 9.1 out of 10, both offer mountain-view room options when building a Woodstock vacation package. Keep in mind that specific room views are typically dependent on the room type and rate booked.

A Woodstock vacation can be filled with outdoor adventures and scenic beauty, especially given its reputation as a ski destination:


Browse and book things to do in Woodstock on Expedia.

For a Woodstock vacation package, renting a car is highly recommended to fully explore the area. As a ski destination outside a city, attractions and outdoor activities are spread out, and a car offers the most flexibility to reach them.


Woodstock is about 93 miles from Newark Liberty Intl. Airport (EWR), and while some hotels may offer shuttle services, having your own vehicle allows for convenient travel to ski resorts like Hunter Mountain or natural parks such as Minnewaska State Park. A rental car helps you easily access all the scenic views and adventure activities that make Woodstock a popular destination.

Woodstock vacation package hotels are generally well-located, with many properties within easy walking distance of central Woodstock.


For example, Woodstock Way Hotel is about a 5-minute walk from central Woodstock, offering quick access to local shops and dining. The Herwood Inn is also conveniently located, about a 10-minute walk from the town center, while Twin Gables of Woodstock is another option just about a 5-minute walk away. Staying near central Woodstock allows travelers to easily explore the town's unique atmosphere on foot.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Woodstock vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Woodstock, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Woodstock vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Woodstock getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.