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Top 10 Things To Do In Woodstock
#1City Scavenger Hunt by Operation City Quest of Massachusetts
Using your smartphone, you'll be given a list of challenges to complete and riddles to solve on our scavenger hunt app. The solved riddle will be an object f...
#2Wacky Walks Scavenger Hunt Adventure of Massachusetts
Wacky Walks is a royalty themed scavenger hunt. It is similar to a board game, in which the power of the game shifts from one player to another and instead o...
#3Survival Challenge by Zombie Scavengers of Massachusetts
Can you survive the zombie apocalypse… Zombie Scavengers leads you into the city to collect supplies to survive during this interactive scavenger game...
#4All-Inclusive Luxury Group Tour of the Berkshires
This all-inclusive trip offers a unique juxtaposition of historic inns, fine dining, and modern and contemporary art all set within the scenery of the Berksh...
#5All-Inclusive Luxury Group Tour of Vermont
Set amidst the scenic fall foliage of Vermont and the Northern Berkshires in October, this trip offers picturesque views and cultural exploration. From quain...
#6Botanical Collecting Experience and Nature Walk in Belchertown
ItineraryJoin Kristi in her nature walks for collecting botanical specimens used for her artwork. Gain insight on how to pick your own materials, educational...
#7Crazy Dash Walking Adventure of Connecticut
Using your smartphone, you'll be given an app to download and a starting location. Once you arrive at the starting location, you'll send a text to check in a...
#83Quest Challenge Scavenger hunts of Connecticut
Using your smartphone, you'll be given an app to download and a starting location. Once you arrive at the starting location, you'll send a text to check in a...
#9City Scavenger Hunts by Operation City Quest of Connecticut
Using your smartphone, you'll be given a list of challenges to complete and riddles to solve on our scavenger hunt app. The solved riddle will be an object f...
#10Wacky Walks Scavenger Hunt Adventure of Connecticut
Wacky Walks is a royalty themed scavenger hunt. It is similar to a board game, in which the power of the game shifts from one player to another and instead o...
Most Popular Booked Woodstock Hotels
Price for 1 night 2 adults*
Per night/room
Feb 9 - Feb 10
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VTThis smoke-free resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 indoor tennis courts and indoor pool.
Per night/room
Jan 28 - Jan 29
The Blue Horse Inn
3 Church Street, Woodstock, VTA seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.
Per night/room
Jan 31 - Feb 1
The Jackson House Inn
43 Senior Lane, Woodstock, VTA bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a picnic area are also on offer.
Per night/room
Jan 31 - Feb 1
The Woodstocker B&B
61 River St, Woodstock, VTA sauna, free self parking, and free newspapers are featured at this bed & breakfast. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Per night/room
Jan 28 - Jan 29
Braeside Lodging
908 East Woodstock Road, Woodstock, VTThis motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.
Per night/room
Feb 22 - Feb 23
506 On the River Inn
1653 West Woodstock Road, Woodstock, VTThis hotel features an indoor pool, a spa tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the fitness center and perks like free self parking and a free ski shuttle.
Per night/room
Jan 28 - Jan 29
The Shire Woodstock
46 Pleasant St., Woodstock, VTThis hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
The Village Inn of Woodstock
41 Pleasant Street, Woodstock, VTA bar/lounge and a terrace are featured at this inn, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and concierge services are also provided.
Places To Go In Woodstock
Welcome, traveler, to Woodstock. Your journey has landed you here, and new adventures are calling your name. Now that you’ve arrived, you can stay in the safety and comfort of your hotel and watch the world spin past…or you can embrace this new place you’ve come to. Learn its streets. Meet its people. Learn its history. Your hand is already on the doorknob, isn’t it?
Things to Do in Woodstock
You’ll not be wanting for things to do in Woodstock. Explore the downtown area in search of museums and boutiques…or that next delicious meal. What tickles your fancy? A delectable five-course supper at the restaurant you’ve been hearing about? Or perhaps you’d rather read the paper while sipping hot coffee at one of the cafes scattered throughout town. Take in a show at the theatre, or just walk along down the main thoroughfare, watching people wander past.
Why spend hours ruminating over what to do in Woodstock? Let the possibilities wash over you as you explore this new region. Move out on foot and get to know the area on a more personal level. Find that perfect souvenir at one of the smaller shops, or reinvent your entire artistic aesthetic at your new favorite gallery.
Is the wind whispering suggestions in your mind? Rent a car and take it out beyond city limits and into the wild blue yonder. Explore the smaller cities and towns past the border, and get to know the stories behind them. Visit a county fair and let childhood memories wash over you as cotton candy melts in your mouth. Sample hand-made jam at a stop on a forgotten highway, or let the hustle and bustle of modern life sweep you away as you lose yourself in the organized chaos of a modern metropolis. Your choices are endless—and so are the adventures to come.
When you book your journey with Travelocity, you’re never far from Woodstock attractions. After all, the money you save when you plan a trip with us is best spent along the way. Whether it’s the roar of the city you crave, or the quiet solitude that comes with a simpler getaway, everything you need to get started is right here.
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