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

Should you visit Montego Bay or Berkshires?

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 Berkshires 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 Berkshires?

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.

Berkshires

The Berkshires are a popular highland destination in the western part of Massachusetts and northwest Connecticut. The region has scenic landscape, hiking, lakes, recreational opportunities and other outdoor experiences. The Berkshires also has an impressive cultural scene with music, arts, museums, and live theaters.

The Berkshires can be a bit expensive to visit if you stay at a luxury resort and take advantage of the award winning restaurants in the area. Alternatively, the experience can be equally rewarding by camping, picnicking, and spending your time hiking and enjoying the beautiful natural setting.

For some great organized tour ideas, see The Best Photography Tours in United States of America, and The Best Camping Tours in United States of America.


Which place is cheaper, Berkshires or Montego Bay?

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

The average daily cost (per person) in Montego Bay is $203, while the average daily cost in Berkshires is $244. 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 Berkshires in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Montego Bay $104
    Berkshires $141
  • Accommodation Typical double-occupancy room
    Montego Bay $208
    Berkshires $282
Compare Hotels in Montego Bay and Berkshires

Looking for a hotel in Montego Bay or Berkshires? 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 Berkshires


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 Berkshires Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Montego Bay $15
    Berkshires $47

Hired Cars and Shuttles in Montego Bay

Some specific examples of transportation prices in Montego Bay:

  • Airport Round transfer Excellence,Coral Springs,Paladium, Royaltan Blue Waters: $80
  • Airport Transfer To Iberoster star Hotel : $61
  • Airport Transfer To S Hotel (Round-trip): $35
  • Airport Transfer to Montego Bay Hotels (Round-Trip): $52
  • Airport Transfer to Sunscape Splash Resort (Round-Trip) : $34
  • Airport Transfers to Iberostar Hotel (Round-trip): $53
  • Montego Bay, Negril, Ocho Rios Areas Private Luxury Transfer: $179
  • Riu Reggae , Riu Palace & Riu Mobay Montego Bay Airport Transfers: $13
  • Round-Trip Transfer Airport transfer to Grand Palladium Resort & Spa: $87
  • Shared Airport Transfer To Montego Bay Hotels: $55
  • 12. Runaway Bay Hotels&Accommodations Airport Private Transfer to/from Sangster : $70
  • Ahhh Ras Natango Gallery and Garden Private Transfer : $97

Is it cheaper to fly into Montego Bay or Berkshires?

Prices for flights to both Berkshires 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 $84
    Berkshires $73

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 with Pickup from Montego Bay : $81
  • Rick’s Cafe Cliff Diving, Sunset & Dinner Tour with Transportation : $130
  • Dinner or lunch at pier one Montego bay Food Tour: $144
  • Sunset Boat Cruise in Falmouth Luminous Lagoon, Swim and Dinner : $170
  • Private Beach Day and Street Food Tour from Montego Bay: $170
  • Restaurant Transportation for Breakfast/Lunch/Dinner Montego Bay: $180
  • Houseboat Restaurant and Grill for Dinner Private Transportation : $180
  • [PRIVATE] Premium Jamaican Food Tour of Local Cuisine: $190
  • Martha Brae Bamboo Rafting & Luminous Lagoon Sunset, Swim& Dinner: $280

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Montego Bay $32
    Berkshires $25
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
    $2.74
  • Snorkeling Trip
    $19
  • One Tank Dive
    $38
  • 1.5 Hr Horseback Ride
    $44

Tours and Activities in Montego Bay

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

  • Skip the Line: Rose Hall Great House & Garden Tour Ticket: $30
  • Montego Bay Sightseeing Tour and Souvenir Shopping: $35
  • Rose Hall Great House Haunted Night Tour: $35
  • Night Life Tour in Montego Bay : $40
  • Private Montego Bay Shopping Tour with Transportation: $45
  • City Highlights and Souvenir Shopping Tour: $45
  • Rose Hall Great House 2-Hour Night Tour: $45
  • 3-Hour Private Tour in the Highlights of Montego Bay: $45
  • Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Tour: $45
  • Bamboo Rafting and Margaritaville Hip Strip Private Tour: $45
  • Tranfers and Tours: $48
  • 4 Hours Custom Adventure and Water Activities in Montego Bay: $50

Tours and Activities in Berkshires

Here are a few actual costs in Berkshires for available activities, ticket prices, and tours:

  • 2-Hour Guided Private Forest Bathing Experience Lenox: $40

Alcohol
  • Alcohol Drinks for one day
    Montego Bay $13
    Berkshires $31

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 Pub Crawl To Negril and Rick's Cafe: $103


When we compare the travel costs of actual travelers between Montego Bay and Berkshires, we can see that Berkshires is more expensive. And not only is Montego Bay much less expensive, but it is actually a significantly cheaper destination. Since Montego Bay is in Caribbean Islands and Berkshires 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 Montego Bay would let you spend less money overall. Or, you could decide to spend more money in Montego Bay 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 Berkshires would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Berkshires than you might in Montego Bay.

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 Berkshires Expensive?.



When is the best time to visit Montego Bay or Berkshires?

Berkshires 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 Berkshires in the Summer?

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

Montego Bay is a little warmer than Berkshires in the summer. The daily temperature in Montego Bay averages around 28°C (82°F) in July, and Berkshires fluctuates around 72°F (22°C).

People are often attracted to the plentiful sunshine in Berkshires this time of the year. In Montego Bay, it's very sunny this time of the year. Montego Bay usually receives less sunshine than Berkshires during summer. Montego Bay gets 257 hours of sunny skies, while Berkshires receives 289 hours of full sun in the summer.

In July, Montego Bay usually receives less rain than Berkshires. Montego Bay gets 60 mm (2.4 in) of rain, while Berkshires receives 2.7 inches (69 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Montego Bay 28°C (82°F) 
    Berkshires 72°F (22°C)

Should I visit Montego Bay or Berkshires in the Autumn?

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

In the autumn, Montego Bay is much warmer than Berkshires. Typically, the autumn temperatures in Montego Bay in October average around 27°C (81°F), and Berkshires averages at about 51°F (11°C).

People are often attracted to the plentiful sunshine in Montego Bay this time of the year. In the autumn, Montego Bay often gets more sunshine than Berkshires. Montego Bay gets 233 hours of sunny skies this time of year, while Berkshires receives 162 hours of full sun.

Montego Bay receives a lot of rain in the autumn. Montego Bay usually gets more rain in October than Berkshires. Montego Bay gets 130 mm (5.1 in) of rain, while Berkshires receives 2.6 inches (67 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Montego Bay 27°C (81°F) 
    Berkshires 51°F (11°C)

Should I visit Montego Bay or Berkshires in the Winter?

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

Berkshires can get quite cold in the winter. In January, Montego Bay is generally much warmer than Berkshires. Daily temperatures in Montego Bay average around 24°C (75°F), and Berkshires fluctuates around 22°F (-6°C).

The sun comes out a lot this time of the year in Montego Bay. Montego Bay usually receives more sunshine than Berkshires during winter. Montego Bay gets 226 hours of sunny skies, while Berkshires receives 138 hours of full sun in the winter.

In January, Montego Bay usually receives more rain than Berkshires. Montego Bay gets 70 mm (2.8 in) of rain, while Berkshires receives 1.9 inches (49 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Montego Bay 24°C (75°F) 
    Berkshires 22°F (-6°C)

Should I visit Montego Bay or Berkshires in the Spring?

Both Berkshires and Montego Bay during the spring 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 Berkshires in the spring. The daily temperature in Montego Bay averages around 25°C (77°F) in April, and Berkshires fluctuates around 47°F (9°C).

In Berkshires, it's very sunny this time of the year. It's quite sunny in Montego Bay. In the spring, Montego Bay often gets around the same amount of sunshine as Berkshires. Montego Bay gets 225 hours of sunny skies this time of year, while Berkshires receives 223 hours of full sun.

Montego Bay usually gets less rain in April than Berkshires. Montego Bay gets 60 mm (2.4 in) of rain, while Berkshires receives 2.6 inches (66 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Montego Bay 25°C (77°F) 
    Berkshires 47°F (9°C)

Typical Weather for Berkshires and Montego Bay

Montego Bay Berkshires
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 24°C (75°F) 70 mm (2.8 in) 22°F (-6°C) 1.9 inches (49 mm)
Feb 24°C (75°F) 30 mm (1.2 in) 24°F (-4°C) 2 inches (51 mm)
Mar 25°C (77°F) 30 mm (1.2 in) 35°F (2°C) 2.5 inches (63 mm)
Apr 25°C (77°F) 60 mm (2.4 in) 47°F (9°C) 2.6 inches (66 mm)
May 26°C (79°F) 80 mm (3.1 in) 59°F (15°C) 3 inches (75 mm)
Jun 27°C (81°F) 80 mm (3.1 in) 67°F (20°C) 3.3 inches (83 mm)
Jul 28°C (82°F) 60 mm (2.4 in) 72°F (22°C) 2.7 inches (69 mm)
Aug 28°C (82°F) 80 mm (3.1 in) 70°F (21°C) 3 inches (76 mm)
Sep 27°C (81°F) 110 mm (4.3 in) 62°F (17°C) 2.8 inches (71 mm)
Oct 27°C (81°F) 130 mm (5.1 in) 51°F (11°C) 2.6 inches (67 mm)
Nov 26°C (79°F) 120 mm (4.7 in) 41°F (5°C) 2.9 inches (73 mm)
Dec 25°C (77°F) 100 mm (3.9 in) 28°F (-2°C) 2.7 inches (69 mm)