Woodstock Vacation Packages 2025/2026 from $375

Woodstock flight + hotel vacation packages

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

Howard Johnson by Wyndham Saugerties

$375

per person

Nov 6 - Nov 9

just found

Roundtrip non-stop flight included

Denver (DEN) to Hudson (HCC)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

AutoCamp Catskills

Save 100% on your flight

$466

per person

Nov 6 - Nov 9

just found

Roundtrip non-stop flight included

Denver (DEN) to Hudson (HCC)

A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

$466

per person

Nov 6 - Nov 9

just found

Roundtrip non-stop flight included

Denver (DEN) to Hudson (HCC)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Holiday Inn Express & Suites Kingston-Ulster by IHG

$389

per person

Nov 6 - Nov 9

just found

Roundtrip non-stop flight included

Denver (DEN) to Hudson (HCC)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.

Top Woodstock hotels deals

Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY

$344 nightly

$380 total

Sep 7 - Sep 8

Total with taxes and fees

A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.

Spa

Pet friendly

Hotel Dylan

320 Maverick Rd, Woodstock, NY

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$212 total

Oct 7 - Oct 8

Total with taxes and fees

This motel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is also provided.

Pool

Parking included

Twin Gables of Woodstock

73 Tinker St, Woodstock, NY

$199 nightly

$223 total

Sep 10 - Sep 11

Total with taxes and fees

This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.

Breakfast included

Parking included

Morning Glory B n B Woodstock NY

141 Tinker Street, Woodstock, NY

$199 nightly

$223 total

Sep 8 - Sep 9

Total with taxes and fees

An outdoor tennis court, free self parking, and wedding services are featured at this bed & breakfast. WiFi in public areas is free. A garden is also provided.

Breakfast included

Parking included

The Herwood Inn

148 Tinker St, Woodstock, NY

$220 nightly

$246 total

Sep 23 - Sep 24

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.

Hot Tub

Pet friendly

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

$277 nightly

$310 total

Sep 7 - Sep 8

Total with taxes and fees

This cottage features barbecue grills.

Kitchen

Pet friendly

Don't see what you're looking for?

See all available properties in Woodstock

View all properties

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.

Popular places to visit

Overlook Mountain Trailhead

Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.

Karma Triyana Dharmachakra Monastery

Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.

Woodstock Music Shop

You can search for that perfect souvenir at Woodstock Music Shop during your trip to Woodstock. Discover the mountain views while you're in the area.

Frequently asked questions

How much are vacation packages to Woodstock?

Packages, which include hotels and flights in Woodstock, start from as little as $375. Make your travel dreams come true and book your trip with Travelocity today.

How long should my Woodstock vacation be?

Typically, 2 nights is how long the majority of travelers spend exploring the attractions of Woodstock. Wondering whether that'll be enough time to get to all the things on your sightseeing list? Stay another night or two and experience everything this place has to offer.

Where can I get the best vacation package deals for Woodstock?

You'll come across an amazing range of Woodstock package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, arranging your ideal getaway will be a breeze.

Why should I purchase my Woodstock vacation package via Travelocity?

We offer destinations to suit every type of globetrotter, superb service and support available 24/7. And to top all that off, we'll match any cheaper price you find with our Price Match Guarantee.

Will I save money on my Woodstock car rental if I combine it with hotels and flights?

With a Woodstock vacation package, you can bundle your flight, car and hotel bookings and save tons. When you're ready to uncover the best of this awesome location, why not head to Times Square? This famous attraction is 90 mi from Woodstock. With a rental car, you'll be there belong long.

Which airport is best for Woodstock?

One of the handiest options is Albany Intl. Airport (ALB), located 50 mi north of the hustle and bustle of downtown Woodstock. You can also jet into Stewart Intl. Airport (SWF), 35 mi away from central Woodstock).

What is there to do in Woodstock?

Woodstock is brimming with sights to explore, such as Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery. These two fantastic attractions top most people's travel itineraries.

Where should I stay when visiting Woodstock?

If you're after a place to base yourself, consider the Morning Glory B N B Woodstock Ny. It's the top pick for many travelers.