The Catskills is a scenic destination in Upstate New York known for its dramatic mountains and deep valleys. Throughout the summer, this laid-back destination is a popular getaway for residents of New York City. In winter, it sees visitors from all over the US ready to hit the slopes.

Spread across five counties, there are far too many towns and villages to choose from across the region. Figuring out where to stay can be overwhelming, but it’s important to do your research. Each town has something different to offer, and with long driving distances, you’ll want to make sure you choose the ideal base.

That’s where we come in! We’ve figured out the four best places to stay in the Catskills, by combining our personal experience with tips from local experts and tour guides. Whether it’s your first time, you want to unwind or you want to check out some fascinating cultural attractions – we’ve got you covered.

So let’s jump right into it!

Where to Stay in Catskills

Gorgeous Holiday Home in Catskills – Chateau Joe

Chateau Joe

AirBnB Plus properties are hand-picked by the website for their gorgeous interior design and above-and-beyond guest service. This stunning chateau is flooded with natural light and has gorgeous furnishings. The outdoor deck area has fantastic views of the ski slopes – and you’re only a short drive away from the best resorts. Prefer to stay indoors? They also have pool, air hockey and Pacman to keep you entertained.

Budget Friendly Condo in Catskills – Historic Huguenot

Historic Huguenot

If you’re looking to save some cash, New Paltz is the place to stay. This cute little condo is right in the heart of town, and comes at a very attractive price. The Walkill Rail Trail runs right past the condo – and you’ll find loads of great hikes are only a short walk away. Inside the apartment you will find spacious rooms, a peaceful terrace, and bicycles for guest use.

Peaceful Hotel in Catskills – Woodstock Way Hotel

Woodstock Way Hotel

This hotel in the heart of Woodstock really has it all! As a three-star hotel it’s super affordable – but still comes with plenty of awesome facilities. Guests have complimentary bicycle hire, which is ideal for exploring all of the great cycling routes nearby. The stylish interiors make use of modern technology whilst still harking back to the original Woodstock era of 1969.

Catskills Neighborhood Guide

FIRST TIME IN CATSKILLS
Windham
FIRST TIME IN CATSKILLS

Windham

Considered the Gem of the Catskills, Windham is over 200 years old! This gives it a historic charm that is infectious. First-time visitors will want to make sure they come back as soon as they step foot in this idyllic town.

ON A BUDGET
New Paltz
ON A BUDGET

New Paltz

The Catskills are notoriously expensive – but don’t worry, we’ve found a great way for you to visit without breaking the bank! New Paltz is a major college town in New York, and with college students come cheap bars and restaurants.

FOR FAMILIES
Catskill
FOR FAMILIES

Catskill

Catskill stretches along the Hudson River, making it one of the most scenic towns in an already astoundingly beautiful region! Right in the far north of the Catskills, the town with the same name has a peaceful and suburban atmosphere.

COOLEST PLACE
Woodstock
COOLEST PLACE

Woodstock

This town barely needs an introduction! Lending its name to the globally famous 1969 Woodstock Festival, the town has managed to retain its alternative and artistic charm ever since.

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Top 4 Places to Stay in Catskills

Spread over five different counties in Upstate New York, the Catskill Mountains is a vast destination with a lot to offer. Whether you’re an adventure loving family or embarking on an epic New York road trip – there’ll be something for you in Catskills. Each town is quite small and therefore has limited accommodation options – so we recommend booking fast!

To kick things off, we reckon Windham is a great choice for first-time visitors. This small town is a microcosm of everything the region has to offer. Known for its upscale restaurants, Windham is surrounded by exciting nature-based activities. It’s also a popular ski destination in winter.

Looking to save some money? You’ll struggle in the Catskills – but it’s not impossible! New Paltz is a college town, so you can find plenty of budget-friendly dining and entertainment options around the university. It also has a hip atmosphere, so creatives will feel right at home.

Speaking about creatives – no trip to the Catskills is complete without a trip to Woodstock! This legendary town was once home to the most famous music festival in the world. Even to this day, it maintains an alternative and artsy vibe, making it easily the coolest destination in the Catskills.

But what about those just looking for some peace and quiet? Catskill is nestled along the Hudson River, with leafy streets and a calm atmosphere. There is still plenty to do, with museums and galleries lining the streets in the town centre. This makes it a great overall destination for families, and a peaceful getaway for those visiting New York.

Still undecided? Keep reading for more in-depth guides to each destination. We’ve also included our favourite accommodation and activity picks for each, to make planning that little bit easier for you.

#1 Windham – Best Place to Stay in Catskills for your First Time

Windham
source: Jose F. Donneys (Shutterstock)

Considered the Gem of the Catskills, Windham is over 200 years old! This gives it an infectious historic charm. First-time visitors will want to make sure they come back as soon as they step foot in this idyllic town. The downtown area is known for its photogenic architecture and quirky shop fronts.

Windham is also the culinary heart of the Catskills. Known best for its upmarket restaurants, you’ll also find some unique casual eateries here. Many of the shops are locally owned boutiques, offering one of a kind artisanal decorations and furnishings.

Luxurious Chateau in Windham: Chateau Joe

Chateau Joe

With gorgeous views of the ski slopes, an inviting hot tub and a well-stocked games room, it doesn’t come any more luxurious than this! Located just outside Windham, you’ll get to enjoy some peace and quiet whilst still staying a short drive from the biggest ski resorts. Sleeping up to eight guests, this is a great choice for larger families and groups.

Charming Apartment in Windham: Main Street

Main Street

Looking for something a little more affordable? This cute little apartment is right on Main Street – giving you quick access to all the most popular attractions! Windham Mountain is only a short drive away, so it’s a great pick for skiing trips. There are three other apartments in the block, with a small reception area where you can enquire about the local area.

Splurge Hotel in Windham: Eastwind

Eastwind

This stunning three star hotel will make you feel so welcome and comfortable that you’ll have a hard time leaving. The chic rooms are super spacious and bright, with a great design and a little fireplace to keep you warm during the colder months. You can enjoy a tasty breakfast every morning, as well as free access to the sauna and BBQ. There’s a little garden outside and a massive terrace – the perfect spot to hang around, read a book or watch the snow fall. On top of that, Eastwind Hotel loves furry friends, so you can even bring your pet along!

Things to See and Do in Windham:

Things to See and Do in Windham
Visit Windham for an unforgettable ski break.
  • Adventure travellers will be spoiled for choice in Windham – we recommend bringing your bike along and hitting the Windham Mountain Bike Park
  • Windham Mountain Resort is the main skiing area in the town – even if you don’t want to hit the slopes, it’s worth visiting their Alpine Spa
  • Windham has an endless selection of delectable restaurants – our personal favourite is the French-inspired Bistro Brie and Bordeaux
  • Head to the Windham Fine Arts Gallery to discover some fascinating pieces by local artists from across the region

#2 New Paltz – Where to Stay in Catskills on a Budget

New Paltz
New Paltz is one of the best places to stay on a budget.
source: James Parascandola (Shutterstock)

The Catskills are notoriously expensive – but New Paltz is a great way to get around this! It’s a major college town in New York, and where there are college students you’re bound to find some cheap bars and restaurants. The accommodation here is also a little bit cheaper, saving you money all round.

However, it’s not just great as a budget-friendly town! New Paltz is surrounded by beautiful forests that are fantastic for hikers. The local student population also cultivates a vibrant creative scene – with quirky bars, boutique stores, and hidden galleries just waiting to be discovered.

Cozy Studio in New Paltz: The Treehouse

The Treehouse

Snuggle up in this cozy studio in the treetops of New Paltz. Main Street is only a short walk away, giving you quick access to the main attractions. The interiors have been decorated in Parisian style, giving you a traditional and welcoming atmosphere. This is an excellent choice for couples visiting the Catskills on a budget.

Affordable Apartment in New Paltz: Historic Huguenot

Historic Huguenot

Right in the heart of New Paltz, this charming apartment is only a short walk from the 18th-century town centre. You’ll find plenty of local restaurants and bars nearby, as well as a few stunning hikes and nature preserves. The outdoor terrace comes with idyllic views of the Catskills, and there’s a huge workspace indoors for those that need to stay productive.

Budget Hotel in New Paltz: America’s Best Value Inn

America’s Best Value Inn

As the name suggests, this is the best choice for budget travellers heading to the Catskills! It’s right next to the university, so you’ll be surrounded by plenty of budget dining and entertainment options. A complimentary breakfast is provided every morning, helping to save you even more money. This is a popular option for solo travellers and budget backpackers.

Things to See and Do in New Paltz:

TTD New Paltz
  • Get up close and personal with local farm life in this unique hour long pig rearing experience just outside New Paltz
  • Get your creative juices flowing with this exclusive stained glass suncatcher workshop hosted by a local artisan
  • Rock climbers visit New Paltz every year to climb the Gunks – a climbing mecca within the stunning Mohonk Preserve
  • Take a walk down Main Street – this is where you will find buzzing breweries, vibrant nightclubs, and unique boutiques

#3 Catskill – Best Town in Catskills for Families

Catskill
Catskill is the perfect family-friendly destination.
source: Ryan Fugate (Shutterstock)

Catskill stretches along the Hudson River, making it one of the most scenic towns in an already astoundingly beautiful region! Right in the far north of the Catskills, the town with the same name has a peaceful and suburban atmosphere. This makes it a charming option for families heading to the area.

Catskill has a few historic gems hiding up its sleeve – including some of the most popular museums in the region. Like everywhere else in the Catskills, there are quirky local art galleries on every street in the town centre. If you want to get your own creative juices flowing, you should also check out the awe-inspiring scenery on the outskirts.

Stylish Suite in Catskill: Village House

Village House

This one-bedroom apartment has a sofa-bed in the lounge – so it’s a great option for small families heading to the area. With high ceilings and spacious rooms, this is a bright and relaxing space. It comes with stunning mountain views from the dining area – perfect for admiring the scenery over breakfast. Town centre attractions are only a two-minute walk away.

Spacious Home in Catskill: The Catskill House

The Catskill House

For larger families, this rustic four-bedroom house is perfect! Two of the bedrooms come with en-suite bathrooms, giving the adults a little extra privacy. The Victorian Era house has a historic charm, with interiors making great use of period features like solid wood floors and exposed beams. The outdoor garden space is a popular feature with previous guests – especially those into yoga.

Rustic Hotel near Catskill: Stewart House Hotel

Stewart House Hotel

Whilst there aren’t any hotels in Catskill, this gorgeous hotel in neighboring Athens is a great pick for families. The huge garden comes with views across the town, and we love the riverwalk that runs along the centre of the town. A complimentary continental breakfast is provided every morning – helping to save you a little cash. Visiting in the summer? Make good use of the on-site barbecue!

Things to See and Do in Catskill:

Things to See and Do in Catskill
Enjoy a peaceful day out on the Hudson
  • Hiking with the family can be a little nerve-wracking, but just a short drive outside of Catskill you will find this guided excursion to help ease your mind
  • Hudson River Skywalk, stretching for a mile across river, gives visitors jaw-dropping views along the Hudson Valley
  • Thomas Cole National Historic Site is a fascinating tour into the life of the founder of the local art school
  • Rip Van Winkle Brewing Company is a friendly local brewery offering hearty Italian fare that will keep the whole family well-fed

#4 Woodstock – Coolest Place to Stay in Catskills

Woodstock
source: Faraz Essani (Shutterstock)

This town barely needs an introduction! Lending its name to the globally famous 1969 Woodstock Festival, this is a must-visit for anyone travelling the USA. The actual festival site was 40 miles away, but that hasn’t stopped the locals from adopting the peace-loving nature of the event. The town has managed to retain its alternative and artistic charm ever since.

Live music events are popular throughout Woodstock – especially in the bars and breweries. The streets are packed with boutiques from local artisans offering their wares. It’s also surrounded by beautiful native forest, giving artsy visitors the chance to get their creative juices flowing.

Creative Hideaway in Woodstock: The Carriage House

The Carriage House

This is another stunning AirBnB Plus property in the heart of the Catskills. Owned by the estate of acclaimed painter Reginald Marsh, an artistic ambience is maintained throughout the house. Sleeping up to four guests across two bedrooms, the property has been featured in architecture and interior design magazines. It’s also right next to a stream and swimming holes.

Artsy Guest House in Woodstock: Bohemian Rhapsody

Bohemian Rhapsody

It should come as no surprise that a neighborhood as iconic as Woodstock would have this many creative properties! This apartment is a little more affordable, sleeping up to three guests in one bedroom. The apartment itself has been featured in numerous photoshoots and music videos. It backs right onto the forest, so you’ll never be too far away from nature.

Adventurous Hotel in Woodstock: Woodstock Way Hotel

Woodstock Way Hotel

This stunning hotel is a great balance between style and affordability. Nestled in the woods, it maintains both a peaceful and adventurous atmosphere. Rooms are super spacious, and many of them also come with their own balcony. Hanging around for a while? Their deluxe bungalows give you the privacy of an apartment whilst still benefitting from hotel services.

Things to See and Do in Woodstock:

Things to See and Do in Woodstock
source: Bruce Goerlitz Photo (Shutterstock)
  • Urbexing enthusiasts rejoice at this fascinating secret ruin hike tour just outside Woodstock offered by a local expert on the region’s history
  • Connect with nature and enjoy the peaceful surroundings in this relaxing shakti yoga experience on the outskirts of town
  • The Village Green is the beating heart of Woodstock – this is where you will find locally owned boutiques and buzzing bars
  • Byrdcliffe Art Colony is the oldest art colony in the United States – so make sure to pay the creatives based here a visit and check out their work

FAQ about Finding a Place to Stay in Catskills

Here’s what people usually ask us about the areas of Catskills and where to stay.

Final Thoughts on Where To Stay in Catskills

The Catskills are a gorgeous destination in New York State with some of the best scenery in the northeast. Staycations are becoming hugely popular this year – even within state lines – so why not hit up one of America’s hidden gems? You’ll find plenty to see and do all year round, making this a great last-minute option.

If we had to pick one place as our favourite, we would have to go with Woodstock! This destination not only has a fascinating historical context, but it has also maintained its status as the creative hub of the region to this day. It’s also super close to some of the best forests, and a pretty safe destination, too.

That being said, wherever is best for you really depends on what you want to get out of your trip. We hope we’ve managed to help you narrow down your options for your upcoming trip to the Catskills.

Did we miss anything? Let us know in the comments!

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