Monday, March 27, 2023

Places To Stay In Woodstock

Roscoe & Livingston Manor

Visit Woodstock, GA – A CITY UNEXPECTED

Do you live by repeated viewings of Dirty Dancing and The Marvelous Mrs. Maisel? Then a Catskills weekend getaway to Roscoe and Livingston Manor, NY may be for you!

Located only 7 miles from each other in Sullivan County, this area of upstate New York was known as the Borscht Belt for its prolific selection of summer resorts frequented by Jewish Americans from the 1920s through 1970s.

While sadly many of the resorts have fallen into disrepair , the remnants of the Jewish Alps have remained in an area full of sun-soaked summer hospitality in the form of breweries, campsites, concert halls, and fly fishing in Roscoe, also known as Trout Town, USA.

What to do at this Catskills Weekend Getaway Spot:

7 Railroad Ave, Roscoe NY

This historic museum preserves aspects of the New York & Ontario Railway, which fostered economic growth in the area from 1868 to 1957. One particularly unique facet? The history of the lines trout cars, which would carry fish from Long Island and other upstate hatcheries and repopulate them directly from train cars into streams.


8 Pearl St, Livingston Manor, NY

Be sure to stroll through downtown Livingston, where you can find charming shops like Concrete + Water, perfect for stocking up on upstate haute couture . Concrete + Water is also an excellent choice for home goods, gifts, and trinkets, featuring a curated collection of candles, stationery, high-end soaps, and dishware.


Shop Local At Woodstock Farmers Market

Outdoor displays at the Woodstock Farmers Market.
Leaf-shaped cookie at the Woodstock Farmers Market.

The Woodstock Farmers Market is open year-round, serving the community with delicious local food in two locations: Woodstock and Waterbury, Vermont. However, in this particular scenario, we are of course recommending you drop by the Woodstock storefront! This gourmet grocery store offers all sorts of gourmet products, including fresh organic produce, grab-and-go sandwiches, coffee and espresso, baked goods, meats and cheeses, and other Vermont-made food items. Plus, the Woodstock location sits a convenient three-minute drive from the historic village.

On your visit, we suggest picking up sandwiches as a quick and easy lunchthe Moonlight in Vermont is a customer favorite! If youd like to see all the options for to-go food, you can read the full grab-n-go menu here. Additionally, the Farmers Market makes a great stop on a Vermont road trip to rest and recharge with a coffee and freshly baked pastries. Before you stop by, remember that the market is closed on Mondays! Its current hours are from 9 a.m.-5 pm. Tuesdays through Sundays.

For Classic B& b Charm

  • The Woodstock Inn on the Millstream is a classic inn, with comfortable rooms and cottages boasting carefully-selected antiques, pretty patterns and luxurious touches. The self-catering cottages are ideal for families or groups of friends. Well-placed for exploring Woodstock town, the hotel is also nestled alongside a picturesque stream, and there are hammocks for unwinding in the garden. Stay here for old-fashioned charm and lots of scope for adventure.

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Explore Downtown Woodstock On Foot

The Historic Ebenezer Fitch House on The Green in Woodstock, VT.

One of the best activities in Woodstock is to take your time to walk around and fully experience the town. We suggest parking near the central square, called the Green. Then, make your way down the main road, Central Street, and later cross onto Elm Street, towards the Ottauquechee River. Strolling through Woodstock Village truly feels like taking a step back in time! On your walk, check out some of the towns highlights: the 1883 Norman Williams Public Library and the historic hotel Woodstock Inn.

An extraordinary time of year to visit Woodstock is during October, when youll see the homes surrounded by fall foliage, pumpkins, and Halloween decorations! Furthermore, Christmas is a popular season to experience the town covered in festive lights, wreaths, and other adornments.

Top Tips For Finding Perfect Woodstock Hotel Deals

Best places to stay in Woodstock: From B& Bs to
  • If youre looking for a cheap hotel in Woodstock, you should consider visiting during the low season. You’ll find cheaper accommodations in Woodstock in July and January.
  • Hotel room prices vary depending on many factors but youll most likely find the best hotel deals in Woodstock if you stay on a Monday. The opposite is true for, Friday, which is usually the most expensive day.
  • Book more than 90 days before your stay begins to get the best price for your Woodstock accommodation.
  • The cheapest 3-star hotel room in Woodstock found on KAYAK in the last 2 weeks was $93, while the most expensive was $298.
  • How long should you stay? KAYAK users usually book their accommodation in Woodstock for 2 days.

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Shop Til You Drop In Woodstock Village

The Vermont Flannel Company store in Woodstock.
The Yankee Bookshop in Woodstock, VT.

Dont forget to pick up some souvenirs on your trip to Woodstock! One of the top things to do in town is undoubtedly to shop at the many boutiques and mom-and-pop stores. To help plan your shopping excursion, here are five local businesses to visit while youre in Woodstock:

Lodging Options Abound In And Around One Of New Englands Prettiest Towns Here Are Some Of Our Go

Ian Aldrich5.001

Is there any real surprise that the classic Vermont village of Woodstock is regularly praised as one of Americas prettiest towns? Between the bucolic landscape, a downtown that seems right out of central casting, and one of the prettiest covered bridges in the entire country, it more than lives up to the billing. Which may lead you to think that finding a place to stay in this quintessential New England town is tricky. Not so: The Woodstock region is chock-full of options. Ready for a visit? Read on for our list of favorite Woodstock, Vermont, hotels and inns.

Middle Bridge in Woodstock, Vermont, is a popular place for strolling and photo ops.

Ian Aldrich

And before you hit the road, be sure to check out Yankees list of best restaurants in Woodstock, Vermont, and our favorite things to do in town. In search of a complete itinerary? Dont miss our Woodstock weekend planner.

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Places To Stay In Woodstock: Historic Vacation Rentals

Looking for the ultimate Woodstock vacation rental experience? Come and stay at an authentic writers studio or an historic artists cottage. Click each image below to see its detailed listing on Airbnb:

Rock City Writers Studio: Bucolic Setting, Sauna.

Herb Cottage: Historic Artists Cottage, Wood Stove.

Take A Photo At The Instagrammable Sleepy Hollow Farm

Visiting the Woodstock Festival Site

Sleepy Hollow Farm in Pomfret, Vermont during the fall season.

If youre planning to travel to Vermont in the fall, youve most likely seen photos of Sleepy Hollow Farm. In fact, its likely one of the most photographed properties in the state! Sleepy Hollow is located a short eight-minute from Woodstock Village, down Cloudland Road in Pomfret. In recent years, this farm has absolutely exploded on Instagram, making it one of the best places to visit in Woodstock for photos.

Due to its popularity, youll often encounter lines of cars parked along the side of the road leading up to the property. Therefore, we suggest visiting early in the morning for the best lighting with the least crowds . As you may have guessed, the most popular time for visitors to photograph Sleepy Hollow is at sunset.

If you choose to visit, please remember that this location is private property. There are security gates and cameras set up for a reason so, please do NOT trespass while taking your pictures.

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Hike The Quechee Gorge Trail

View of Quechee Gorge from the Route 4 bridge in Quechee, VT.

If youre looking for hiking near Woodstock, we highly recommend checking out the Quechee Gorge Trail. This 2.7-mile easy trek is within Quechee State Park and features some beautiful views of the Ottauquechee River and Quechee Gorge. In case you didnt know, many people refer to this gorge as Vermonts Little Grand Canyon!If youd like to make the hike a little shorter, you can park at the visitor center and begin the walk to the bottom of Quechee Gorge from there.

Theres normally plenty of parking at this location, making it an easy outdoor activity to do on your visit to Woodstock. Additionally, for more information, you can find an official trail guide here. Remember to always check the weather before beginning to hike and to prepare accordingly. Due to the climate, this trail is most frequented between April and October.

Pro tip: Make sure to walk over the Route 4 bridge. This spot is one of the best places to take pictures of Quechee Gorge!

Admire The Covered Bridges Around Town

Middle Covered Bridge in the fall in downtown Woodstock.

Did you know that the state of Vermont is famous for its high concentration of covered bridges? Conveniently, these structures are both historic and a great opportunity for photos! While in Woodstock, there are four main covered bridges nearby: Middle Covered Bridge, Taftsville Covered Bridge, Lincoln Covered Bridge, and Quechee Covered Bridge .

If you only have time to visit one, we recommend walking by Middle Covered Bridge as you explore Woodstock Village. This 139-foot-long bridge was built in 1969 to replace an old iron bridge and sits next to The Green. Furthermore, its one of the most popular Instagram spots in Woodstock!

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More Travel Options In Woodstock

Whether you are traveling to Woodstock for a romantic getaway, business trip, golf, or a family vacation, Woodstock has great hotels which can fulfill all your needs.It’s important to select the right hotel, motel, or resorts based on your trip goals.When traveling, some amenities can be the decision-maker on your vacation, business trip, or family getaway.Imagine reserving a hotel for a business trip that doesn’t provide free Wi-fi for its guests.You can narrow down your hotel search and get everything you want by viewing accommodation types like motel, resort, inns, B& B, and lodge that provides amenities like pet-friendly, free breakfast, and gym or by different activities like golf, beach, ski, or casino.

Woodstock Hotels By Star Rating

Glynn House Inn, Sunset Hill House and Sunset Hill House are the top 3 luxury hotels near the Woodstock center.

What hotels are the closest to Woodstock center?

Woodstock Inn Station & Brewery, Holiday Inn Express & Suites Lincoln East – White Mountains, an IHG Hotel and Bluegreen Vacations South Mountain, Ascend Resort Collection are the closest hotels conveniently located near the Woodstock center.

How much does a cheap hotel in Woodstock cost per night?

In the last year, a 2 star economy hotel in Woodstock has been as cheap as $102.00 per night.

How much does a 3 star average hotel in Woodstock cost per night?

The average room rate for a 3 star hotel in Woodstock have been as low as $191.10 per night.

Hotels Near Holy Transfiguration Church

Travel Guide to Woodstock, NY
  • 50 mi from Holy Transfiguration Church
  • All-inclusives
  • 50 mi from Holy Transfiguration Church

Like saving money?10.3 miles21.1 miles22.8 miles30.0 miles26.7 miles7.9 miles21.4 miles25.5 miles27.2 miles27.2 miles28.5 miles50.0 miles23.3 miles9.7 miles23.0 miles23.0 miles7.8 miles7.7 miles10.4 miles9.7 miles9.3 miles36.1 miles17.2 miles40.9 miles21.2 miles21.5 miles27.1 miles47.5 miles47.6 miles47.6 miles

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Hotel On Tripadvisor Woodstock Ny

Welcome to The Woodstock Inn on the Millstream in the Hudson Valley, where nature meets comfort and creates a perfect getaway. Our comfortable, well-appointed rooms are rejuvenating for guests of all ages, while the propertys cascading Millstream and lush gardens create a natural sanctuary. Whether your vacation plans include adventure hiking, learning about the arts or simply enjoying quiet, natural beauty, we are excited to welcome you to our unique inn. Think bed and breakfast friendliness meets boutique hotel amenities.

We are located just a short walk from the village center of Woodstock, NY Americas most famous small town. With 19 individual rooms and suites, plus three cottages, we offer a variety of lodging options, perfect for everything from overnight business accommodations to couple getaways, friend get-togethers or weeklong family vacations. Our rooms are always fresh, clean, include superior beds and linens, luxury toiletries and free Wi-Fi. In this time of COVID, with advance notice, we can arrange for month-long stays.

Karen, our innkeeper, is always available to personalize your booking experience and offer an insiders perspective to the exciting and beautiful Hudson Valley.

From seeing room interiors to our lovely gardens and the stream through the seasons, our photo gallery offers a brief snapshot of some of the beauty youll encounter during your stay. Take a peek inside.

A relaxing getaway in Woodstock, NY

Hotel Dylan: A Boutique Hotel In Woodstock New York

The Hotel Dylan is the ideal setting for those seeking to unwind and explore the unparalleled, majestic offerings of the Hudson Valley. Located on Route 28, the gateway to Catskill Park, Hotel Dylan provides guests with instant access to one of the most notable small towns in North AmericaWoodstock, New York. For nearly a century, Woodstock has been beloved by artists, musicians, travelers, fishermen, hikers, and skiers.

Beautifully nestled at the base of Overlook Mountain, Woodstock is an active artists colony and the ultimate year-round family destination. The Hotel Dylan also proves a great base point to explore other neighboring towns, including Saugerties and Phoenicia where exceptional dining, inspiring arts, calming spas, nature trails, and swimming holes beckon travelers all less than two hours from New York City.

As of Autumn 2018, the Hotel Dylan has expanded from its original 11-room structure to feature 11 additional rooms and a new lobby space! In total, the Hotel Dylan now has 22 rooms available to guests. Photos of both the new rooms and the lobby can be found in the Gallery.

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Best Weekend Getaways In The Catskills

In Guides, See & Do, Weekend Escapes by Guest AuthorApril 7, 2022

Looking for the best weekend getaways in the Catskills? We got you. With just around a 2-3 hour drive from New York City , this is no doubt one of the most popular escapes for city dwellers.

And even when youre in the Catskills, its got this Brooklyn-vibe to it and its not uncommon to meet indie shop, restaurant, or hotel owners that hail from Brooklyn up in this creative mountain community full of charming towns, idyllic mountain lodges, B& Bs, Inns, hotels, and motels not to mention all-season activities to give you a good excuse to book a Catskills weekend getaway anytime of year.

From the summer fun and activities on the rivers, lakes, and outdoor activities on the mountains from hiking to fishing to hitting the multiple slopes of the region in the winter and soothing your achy muscles away in the spa or clawfoot tubs at your hotel.

No matter what youre looking for you can find it here. So next time youre looking for the perfect city escape, consider any one of these wonderful weekend getaways in the Catskills.

This guide covers a few of our favorite picks plus what to do, see, eat, drink, and where to stay at each one of these destinations!

Woodstock Inn And Suites

A Woodstock trip

Woodstock Inn and Suites is a great choice for discount lodging, it can help you trim your trip expenses, Inn and Suites give you more hotel savings & alternative accommodations.Woodstock has some very nice Bead and Breakfast options like The Lyme Inn, with amazing amenities like Newspapers and Free parking .You don’t have to stay at a budget hotel to enjoy discounts or Value.Some of these Inn and Suites offers free nights and special packages for various bookings.

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About Woodstock New York State

Synonymous with the iconic 1969 festival — which was in fact held an hour away — Woodstock has long been a popular destination for music lovers, artists and free-spirited travellers. Surrounded by mountains and forests, it makes for a wonderful base for adventurous visitors keen to experience the best of the great outdoors. There is a wide range of accommodation on offer, largely in the form of hip small hotels or laid-back inns. The best places to stay in Woodstock are quirky and characterful, with large rooms, cottages or cabins — well-suited to families, groups and couples.

The Hudson Valley is known for its natural beauty, and the area around Woodstock is no exception. Come for hiking, mountain biking, kayaking and canoeing during the summers, through Overlook Mountain Wild Forest and into the Catskills, or time your trip for the winter months, when there’s fantastic skiing up in the mountains. There are stacks of activites for outdoorsy visitors of all ages to enjoy!

Whilst some of the best places to stay in Woodstock are set within the town itself, one of our favourites is an eclectic music-focused hideaway just a few miles south. Whether you’re an active family, a lifelong music lover or a seeker of spiritual guidance, Woodstock will prove an enthralling destination.

Check Out The Best Places To Stay Near Woodstock Ny For A Top Weekend Getaway In New York State

Wondering where to stay near Woodstock, NY? Enjoy unique places to stay near Woodstock, NY! New York has over 200 state parks to explore. The scenery includes waterfalls, beaches, and mountains. Imagine roasting marshmallows over a blazing fire under the moon and stars and viewing wildlife that is not in a zoo. Stay in a cozy log cabin, luxury cabin, or a chic cottage. The amenities range from luxury to basic but will sure to please the most particular of travelers. Take a tour of New York City and see the sights, try parasailing, indulge in hot air ballooning, participate in white water rafting in the Adirondacks, or hiking in the Catskills. New York is definitely a place where irreplaceable memories will be made without making hotel reservations. The ideal Woodstock, NY lodging can be found right here and is set to impress. So before you book a hotel, check out these unique places to stay in Woodstock, NY!

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