A Travel Price Comparison for New York The Hamptons vs. Woodstock for Vacations, Tours, and Honeymoons

Should you visit The Hamptons or Woodstock?

Which is cheaper to visit? Which is more expensive for vacation?

Trying to figure out where to travel next? This travel comparison between The Hamptons and Woodstock can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: The Hamptons or Woodstock?

The Hamptons

The Hamptons is a series of small villages and hamlets along the East End of Long Island. The area is a famous seaside resort destination that has long attracted the rich and famous from New York, New England, and elsewhere in the United States.

The Hamptons are famous as an expensive summer destination with posh seaside homes, prestigious country clubs, and wealthy vacationers. Three zip codes in The Hamptons are listed in the top 10 most expensive zip codes in the United States.

Nobody really visits The Hamptons hoping to stick to a tight budget, but if you think outside the box you might be able to save a little money. Enjoy the free sights in the area, hang out on the beach, and eat a lot of pizza, if you're hoping to keep your costs in check.

Woodstock

While this town does lend its name to the 1969 Woodstock Festival, the legendary event was actually held on a dairy farm almost 60 miles away in Bethel, NY. So if you are looking to see the field where it all happened and a museum dedicated to its history, you will need to take a day trip outside of town.

Woodstock, New York, however, does stay true to the spirit of the arts. Since 1903, the place lay home to Byrdcliffe Art Colony, the oldest of its kind in the nation, and even attracted artists of the Hudson River School during the late 1800s. Today, artists from all disciplines-visual, ceramic, music, fiction, nonfiction, screenwriting, playwriting, and poetry-take up residence at the colony and have works displayed in galleries open in the main part of town.

Tinker Street and Mill Hill Road are lined with a mix of restaurants and shops all teeming with the essence of hippie living, arts, and spirituality. From shops selling Woodstock paraphernalia, incense, and Himalayan products, to yoga studios, vegan restaurants, and local art galleries-the town of Woodstock is one dedicated to keeping the spirit of the Woodstock Festival and the arts alive.

For some great organized tour ideas, see The Best 2-Week Tours in United States of America, The Best 3-Week Tours in United States of America, The Best Bicycle Tours in United States of America, and Tours for Outdoor and Nature Lovers in United States of America.


Which place is cheaper, Woodstock or The Hamptons?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in The Hamptons is $223, while the average daily cost in Woodstock is $154. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for The Hamptons and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    The Hamptons $126
    Woodstock $81
  • Accommodation Typical double-occupancy room
    The Hamptons $252
    Woodstock $162
Compare Hotels in The Hamptons and Woodstock

Looking for a hotel in The Hamptons or Woodstock? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in The Hamptons


Hotels in Woodstock


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    The Hamptons $63
    Woodstock $60

Is it cheaper to fly into The Hamptons or Woodstock?

Prices for flights to both Woodstock and The Hamptons change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    The Hamptons $60
    Woodstock $34

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    The Hamptons $22
    Woodstock $35

Alcohol
  • Alcohol Drinks for one day
    The Hamptons $31
    Woodstock $22


When we compare the travel costs of actual travelers between The Hamptons and Woodstock, we can see that The Hamptons is more expensive. And not only is Woodstock much less expensive, but it is actually a significantly cheaper destination. So, traveling to Woodstock would let you spend less money overall. Or, you could decide to spend more money in Woodstock and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in The Hamptons would naturally cost you much more money, so you would probably want to keep your budget a little tighter in The Hamptons than you might in Woodstock.

If you're trying to decide if either of these two destinations are within your price range, also see Is The Hamptons Expensive? and Is Woodstock Expensive?.


Which is Bigger, The Hamptons or Woodstock?

The Hamptons has a larger population, and is about 89% larger than the population of Woodstock. When comparing the sizes of The Hamptons and Woodstock, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit The Hamptons or Woodstock?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit The Hamptons or Woodstock in the Summer?

The summer attracts plenty of travelers to both The Hamptons and Woodstock. Many travelers come to The Hamptons for the beaches, the hiking, and the family-friendly experiences.

The Hamptons is around the same temperature as Woodstock in the summer. The daily temperature in The Hamptons averages around 76°F (25°C) in July, and Woodstock fluctuates around 74°F (24°C).

The Hamptons gets a good bit of rain this time of year. In July, The Hamptons usually receives more rain than Woodstock. The Hamptons gets 4.1 inches (104 mm) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    The Hamptons 76°F (25°C) 
    Woodstock 74°F (24°C)

Should I visit The Hamptons or Woodstock in the Autumn?

The autumn brings many poeple to The Hamptons as well as Woodstock. Many visitors come to The Hamptons in the autumn for the hiking trails, the shopping scene, and the natural beauty of the area.

In the autumn, The Hamptons is a little warmer than Woodstock. Typically, the autumn temperatures in The Hamptons in October average around 58°F (14°C), and Woodstock averages at about 53°F (12°C).

The Hamptons usually gets around the same amount of rain in October as Woodstock. The Hamptons gets 3 inches (77 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    The Hamptons 58°F (14°C) 
    Woodstock 53°F (12°C)

Should I visit The Hamptons or Woodstock in the Winter?

Both Woodstock and The Hamptons are popular destinations to visit in the winter with plenty of activities. Most visitors come to The Hamptons for the shopping scene and the cuisine during these months.

The weather in Woodstock can be very cold. The Hamptons can be very cold during winter. In January, The Hamptons is generally much warmer than Woodstock. Daily temperatures in The Hamptons average around 31°F (-0°C), and Woodstock fluctuates around 25°F (-4°C).

In January, The Hamptons usually receives around the same amount of rain as Woodstock. The Hamptons gets 3.2 inches (81 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    The Hamptons 31°F (-0°C) 
    Woodstock 25°F (-4°C)

Should I visit The Hamptons or Woodstock in the Spring?

Both Woodstock and The Hamptons during the spring are popular places to visit. The spring months attract visitors to The Hamptons because of the beaches and the natural beauty.

The Hamptons is a little warmer than Woodstock in the spring. The daily temperature in The Hamptons averages around 51°F (11°C) in April, and Woodstock fluctuates around 49°F (10°C).

The Hamptons usually gets around the same amount of rain in April as Woodstock. The Hamptons gets 3.8 inches (96 mm) of rain, while Woodstock receives 3.7 inches (95 mm) of rain this time of the year.


  • Spring Average Temperatures April
    The Hamptons 51°F (11°C) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and The Hamptons

The Hamptons Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 31°F (-0°C) 3.2 inches (81 mm) 25°F (-4°C) 3.3 inches (83 mm)
Feb 33°F (1°C) 2.8 inches (72 mm) 28°F (-2°C) 3.2 inches (81 mm)
Mar 41°F (5°C) 3.6 inches (91 mm) 38°F (3°C) 3.8 inches (97 mm)
Apr 51°F (11°C) 3.8 inches (96 mm) 49°F (10°C) 3.7 inches (95 mm)
May 62°F (17°C) 3.8 inches (96 mm) 60°F (16°C) 3.5 inches (89 mm)
Jun 71°F (22°C) 3.6 inches (91 mm) 69°F (21°C) 3.5 inches (90 mm)
Jul 76°F (25°C) 4.1 inches (104 mm) 74°F (24°C) 3.4 inches (87 mm)
Aug 75°F (24°C) 3.7 inches (95 mm) 72°F (22°C) 3.9 inches (100 mm)
Sep 68°F (20°C) 3.4 inches (86 mm) 64°F (18°C) 3.5 inches (90 mm)
Oct 58°F (14°C) 3 inches (77 mm) 53°F (12°C) 3 inches (77 mm)
Nov 47°F (9°C) 3.8 inches (96 mm) 43°F (6°C) 4.3 inches (110 mm)
Dec 37°F (3°C) 3.4 inches (86 mm) 30°F (-1°C) 4.1 inches (103 mm)