This is one of our favorite places to walk/run when we are in Woodstock. There are several starting points, including this trailhead. Highly recommended for those who want to stretch their legs a bit.

Bearsville Theater is a gorgeous theater located down the street from Woodstock. Not only are the location and venue beautiful, but the shows are fantastic. As an added bonus, the theater shares the grounds with a cantina and a tavern.

There are too many trailheads to list on our website. To learn more about what the area has to offer, we recommend visiting the Catskills Visitor Center.

If you find yourself shopping on Tinker Street, please stop in and check out this local gallery.

If you want to grab some live music before or after the wedding, check out this incredible venue. Filled with Woodstock and music history, this is a definite for anyone who loves music as much the bride and groom.

Opus 40 is a sculpture park located right outside of Woodstock. It is a gorgeous place to walk around, take in nature, and take in some beautiful art.

If you are looking to do some hiking, this is where we recommend you go. There are several trails on Overlook Mountain, one of which takes you to the top of the mountain as well as flatter trails including a trail that leads you to meadow.

Another beautiful place in town to explore some nature.

Gorgeous, flat walking trail with beautiful views of Overlook Mountain.

While in town, if you have time to catch a play or a musical, check out the Woodstock Playhouse, located on Tinker Street in the heart of Woodstock.

If you know the bride and groom, you know how much we LOVE a spa. If you want to pamper yourself a bit before the wedding, stop by Woodstock spa for a massage, facial, steam, or sauna.

If you are looking for a great slice of pizza, this is the place to go! As most of you know, we cannot eat dairy. That is not a problem for Catskill Mountain Pizza. They make one of the best tomato pies we have ever had. If you want to enjoy a cozy night in, we recommend ordering a pizza for pick up and enjoying it in the comfort of your cabin/hotel room.

If you're craving a nice glass of wine and a bowl of pasta, this is the place for you. Though not necessarily walkable distance from the shops and other restaurants Woodstock has to offer, Cucina is located just down the street.

A beautiful vegan restaurant that includes indoor and outdoor seating in their charming garden area.

If you want to take a drive up to Hunter, then you will want to stop by Hunter Mountain Brewery for some of their delicious Indian food as well as their local beers.

This is the closest thing to a diner in Woodstock. They have vegan options, specialty coffees, and seasonal goodies. One of our favorite places to grab breakfast.

"The Moon" as we call it is a great place to sit outside, enjoy some food, and take a look at Overlook Mountain. They have live music most nights and it turns into quite the dance party. You may just catch us dancing there!

Though not located in Woodstock, if you are willing to drive 15-20 minutes, you will get to enjoy one of the best diners we have ever been to. With views of the mountains, this is a fantastic place to enjoy a cup of coffee, some pancakes, and some good company.

The PUB is a great place to sit and watch the world go by in Woodstock! Some of our favorite dishes are the pita plate and the lemon chicken soup.

We have watched this store transform from local diner to Peruvian restaurant to what it is today, a charming cocktail bar. The owner, Mark, is often tending bar and has made us some of the best cocktails we've ever had, including Kate's favorite cocktail: a blood & sand.

This is one of our favorite places to eat in Woodstock, located next to Tannery Brook, it's a fantastic location to enjoy the beautiful Woodstock weather while eating a taco and drinking a margarita. The owners also have several dogs that wander around looking for a few tacos to eat. They are friendly and love to be pet!

A fantastic spot for lunch or a casual dinner. Dine in or take out, we have never been disappointed with the food at Yum Yum.

We stumbled upon this chocolatier during the pandemic and make it a place we stop every trip. The truffles are incredible and the perfect sweet treat at the end of the day.

Ice cream parlor on Tinker Street offering several vegan options!

Of course, one of our favorite shops is a candle store. Every trip, we pick up a several boxes of matches as well as a new candle to add to our collection. Hopefully they carry Peaches & Park sometime soon!

A carefully curated home goods and clothing store filled with dinnerware, vases, jewelry, napkins, sweaters, etc. If you are looking to add a unique piece to your home or wardrobe, this is the place to go.

One of my (Kate's) favorites stores in Woodstock. It's filled with home goods, candles, dishes, towels, etc. The perfect place to stroll around.

This may be one of our favorite stores in Woodstock. The owner is not only a jewelry designer but also grew up in Queens! She has curated a fantastic selection of gifts and home goods

A beautiful windchime store. Even if you are not in the market for a windchime, we recommend taking a walk through and testing out the various chimes. So peaceful!

This is an art gallery that has a fantastic gift shop filled with goods created by local artisans. We actually purchased our coffee mugs from this shop a few years ago. They were created by Marilyn Price, a, 80+ year old potter in the Hudson Valley. We highly recommend stopping by and seeing the local art for sale.

This is one of our favorite stores in all of Woodstock. We've purchased sunglasses, incense, clothing, jewelry- everything. And the owner is one of the sweetest guys in town. Please stop by and check them out!

Mirabai is a serene, new age bookstore that has become one of our favorite spots to browse. They sell crystals, tarot cards, planners, books, and even has a children's section. Please stop by if you're looking for a moment of calm.

One of two bookstores in Woodstock. This is the more traditional of the two. We can think of several guests who will be stopping by this store over the weekend.

When you think of a clothing store in Woodstock, this is the store you are imagining. Highly recommend for those interested in comfortable, artistic basics.

Fantastic men's clothing store filled with formal and non-formal wear.

Clothing store with vintage and new clothing options as well as guitars. Funky store that has been curated very nicely.