A Travel Price Comparison for Families, Couples, and Backpackers Montego Bay vs. Woodstock for Vacations, Tours, and Honeymoons

Should you visit Montego Bay 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 Montego Bay 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: Montego Bay or Woodstock?

Montego Bay

As with most places around the tropical oasis of Jamaica, Montego Bay (or "MoBay") is an ideal place to visit for a Caribbean getaway. It is Jamaica's second largest city and the capital of St. James parish on the northern coast. Montego Bay is considered to be the tourist capital of the country and is where the largest airport is located, bringing in many international travelers.

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 Hiking & Trekking Tours in United States of America, and The Best Historical Tours in United States of America.


Which place is cheaper, Woodstock or Montego Bay?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Montego Bay Prices
    Jamaica Prices
    Woodstock Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Montego Bay $258
    Woodstock $178

The average daily cost (per person) in Montego Bay is $258, while the average daily cost in Woodstock is $178. 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 Montego Bay and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Montego Bay $102
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Montego Bay $204
    Woodstock $162
Compare Hotels in Montego Bay and Woodstock

Looking for a hotel in Montego Bay 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 Montego Bay


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.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Montego Bay Hotel Prices and Woodstock Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Montego Bay $15
    Woodstock $60

Hired Cars and Shuttles in Montego Bay

Some specific examples of transportation prices in Montego Bay:

  • Private Montego Bay Airport Transfer to Negril Hotels & Princess: $8.50
  • Private Airport Transfers from Montego Bay: $8.70
  • Sangster International Airport Private Transfer to Montego Bay: $10
  • Airport Transfer to Montego Bay area Hotels & Airbnb-Private: $10
  • Breathless Resort Exclusive Private Airport Transfer: $10
  • Mbj Airport Transfers to any Montego Bay Hotels: $10
  • Private Airport transfer Montego Bay: $12
  • Private Transfer to Royal Decameron Cornwall Beach/Montego Beach: $13
  • El Greco Resort Private Airport Transfer: $13
  • Private Montego Bay Airport Transfer to Montego Bay Hotels: $14
  • A "Private" Airport Transfer to any Resort in Montego Bay: $14
  • RIU Palace reggae and RIU Montego Bay private airport transfers: $14

Is it cheaper to fly into Montego Bay or Woodstock?

Prices for flights to both Woodstock and Montego Bay 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
    Montego Bay $142
    Woodstock $59

Food Tours and Cooking Classes in Montego Bay

Also, here are some specific examples of food and dining related activities in Montego Bay.

  • Lunch or Dinner Dining Experience in Montego Bay: $40
  • Montego Bay Jerk Tour and Rum Punch Mixology/Food Tour: $50
  • Street Food Tour in Montego Bay: $59
  • Club2727 Nightlife Experience With Optional Dinner In Montego Bay: $60
  • Mystic Lagoon Sunset Cruise with Dinner and Lagoon Swim: $85
  • Sunset Dinner at Bamboo Beach Club: $99
  • Bar Hopping and Local Food Tour in Jamaica: $117
  • 3 to 5 Hour Private Herbal Tour Shopping and Dinner at Ricks Cafe: $120
  • Montego Bay, Negril, Ocho Rios Dinner and Nightlife Experience: $135
  • Jamaican Seafood Street Food Tour from Montego Bay, Falmouth: $150
  • Sunset Boat Cruise and Luminous Lagoon with Dinner and Transfer: $150
  • Private Beach Day and Street Food Tour from Montego Bay: $170

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Montego Bay $31
    Woodstock $35
Typical Entertainment Prices in Montego Bay

Some typical examples of activities, tours, and entrance ticket prices in Montego Bay are as follows:


  • Admission to Doctor's Cave Beach
    $2.67
  • Snorkeling Trip
    $19
  • One Tank Dive
    $37
  • 1.5 Hr Horseback Ride
    $43

Tours and Activities in Montego Bay

Some specific costs of activities, tours, and entrance tickets for Montego Bay are as follows:

  • Jamaica Bamboo Rafting Experience with Lime Stone Massage: $20
  • Shopping Tour for Whitter Village Mall Private / Charted Air Conditioned Taxi: $20
  • Lethe Rafting And Margaritaville Tour from Montego Bay: $20
  • Montego Bay Beach Day Experience: $20
  • Souvenirs and Gift shopping Tour in Montego Bay: $20
  • Montego Bay Bamboo Rafting and Hip Strip Private Tour: $22
  • Cinnamon Hill Great House Tour: Home of Johnny Cash: $23
  • Montego Bay Cruise Ship Port to Doctor's Cave Beach and City Tour: $29
  • Doctor Cave Beach and Hip Strip Shopping from Cruise Ship: $30
  • VR Experience in Montego Bay: $30
  • Adventure and Activity Based Music and Nightlife and Nature: $30
  • Doctors Cave Beach Roundtrip Tour in Montego Bay: $30

Alcohol
  • Alcohol Drinks for one day
    Montego Bay $13
    Woodstock $22

Sample the Local Flavors in Montego Bay

Also in Montego Bay, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Appleton Estate Admission Ticket & Distillery Tour with Tastings: $39
  • Montego Bay Jamaica Rum Distillery Tour Private Driver: $231


When we compare the travel costs of actual travelers between Montego Bay and Woodstock, we can see that Montego Bay is more expensive. And not only is Woodstock much less expensive, but it is actually a significantly cheaper destination. Since Montego Bay is in Caribbean Islands and Woodstock is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. 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 Montego Bay would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Montego Bay 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 Montego Bay Expensive? and Is Woodstock Expensive?.


Which is Bigger, Montego Bay or Woodstock?

Montego Bay has a larger population, and is about 40 times larger than the population of Woodstock. When comparing the sizes of Montego Bay 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 Montego Bay or Woodstock?

Woodstock has a temperate climate with four distinct seasons, but Montego Bay experiences a warm climate with fairly sunny weather most of the year.

Should I visit Montego Bay or Woodstock in the Summer?

Both Woodstock and Montego Bay are popular destinations to visit in the summer with plenty of activities. The warm climate attracts visitors to Montego Bay throughout the year.

In July, Montego Bay is generally a little warmer than Woodstock. Daily temperatures in Montego Bay average around 28°C (82°F), and Woodstock fluctuates around 74°F (24°C).

It's quite sunny in Woodstock. The sun comes out a lot this time of the year in Montego Bay. Montego Bay usually receives less sunshine than Woodstock during summer. Montego Bay gets 257 hours of sunny skies, while Woodstock receives 293 hours of full sun in the summer.

In July, Montego Bay usually receives less rain than Woodstock. Montego Bay gets 60 mm (2.4 in) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Montego Bay 28°C (82°F) 
    Woodstock 74°F (24°C)

Should I visit Montego Bay or Woodstock in the Autumn?

Both Woodstock and Montego Bay during the autumn are popular places to visit. Plenty of visitors come to Montego Bay because of the warm climate and sunshine that lasts throughout the year.

Montego Bay is much warmer than Woodstock in the autumn. The daily temperature in Montego Bay averages around 27°C (81°F) in October, and Woodstock fluctuates around 53°F (12°C).

It's quite sunny in Montego Bay. In the autumn, Montego Bay often gets more sunshine than Woodstock. Montego Bay gets 233 hours of sunny skies this time of year, while Woodstock receives 197 hours of full sun.

It rains a lot this time of the year in Montego Bay. Montego Bay usually gets more rain in October than Woodstock. Montego Bay gets 130 mm (5.1 in) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Montego Bay 27°C (81°F) 
    Woodstock 53°F (12°C)

Should I visit Montego Bay or Woodstock in the Winter?

The winter attracts plenty of travelers to both Montego Bay and Woodstock. Warm weather and sunshine bring visitors to Montego Bay year-round.

The weather in Woodstock can be very cold. In the winter, Montego Bay is much warmer than Woodstock. Typically, the winter temperatures in Montego Bay in January average around 24°C (75°F), and Woodstock averages at about 25°F (-4°C).

In Montego Bay, it's very sunny this time of the year. Montego Bay usually receives more sunshine than Woodstock during winter. Montego Bay gets 226 hours of sunny skies, while Woodstock receives 167 hours of full sun in the winter.

In January, Montego Bay usually receives less rain than Woodstock. Montego Bay gets 70 mm (2.8 in) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Montego Bay 24°C (75°F) 
    Woodstock 25°F (-4°C)

Should I visit Montego Bay or Woodstock in the Spring?

The spring brings many poeple to Montego Bay as well as Woodstock. Montego Bay attracts visitors year-round for its warm weather and sunny climate.

In April, Montego Bay is generally much warmer than Woodstock. Daily temperatures in Montego Bay average around 25°C (77°F), and Woodstock fluctuates around 49°F (10°C).

The sun comes out a lot this time of the year in Woodstock. People are often attracted to the plentiful sunshine in Montego Bay this time of the year. In the spring, Montego Bay often gets around the same amount of sunshine as Woodstock. Montego Bay gets 225 hours of sunny skies this time of year, while Woodstock receives 227 hours of full sun.

Montego Bay usually gets less rain in April than Woodstock. Montego Bay gets 60 mm (2.4 in) of rain, while Woodstock receives 3.7 inches (95 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Montego Bay 25°C (77°F) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Montego Bay

Montego Bay Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 24°C (75°F) 70 mm (2.8 in) 25°F (-4°C) 3.3 inches (83 mm)
Feb 24°C (75°F) 30 mm (1.2 in) 28°F (-2°C) 3.2 inches (81 mm)
Mar 25°C (77°F) 30 mm (1.2 in) 38°F (3°C) 3.8 inches (97 mm)
Apr 25°C (77°F) 60 mm (2.4 in) 49°F (10°C) 3.7 inches (95 mm)
May 26°C (79°F) 80 mm (3.1 in) 60°F (16°C) 3.5 inches (89 mm)
Jun 27°C (81°F) 80 mm (3.1 in) 69°F (21°C) 3.5 inches (90 mm)
Jul 28°C (82°F) 60 mm (2.4 in) 74°F (24°C) 3.4 inches (87 mm)
Aug 28°C (82°F) 80 mm (3.1 in) 72°F (22°C) 3.9 inches (100 mm)
Sep 27°C (81°F) 110 mm (4.3 in) 64°F (18°C) 3.5 inches (90 mm)
Oct 27°C (81°F) 130 mm (5.1 in) 53°F (12°C) 3 inches (77 mm)
Nov 26°C (79°F) 120 mm (4.7 in) 43°F (6°C) 4.3 inches (110 mm)
Dec 25°C (77°F) 100 mm (3.9 in) 30°F (-1°C) 4.1 inches (103 mm)