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

Should you visit Saint Thomas or Berkshires?

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

Should I visit Saint Thomas or Berkshires? This is a common question asked by many travelers. By figuring out which city has activities that align with your interests along with knowing which is more affordable, you'll understand where you can get more bang for your buck. So, let's dive into the details and the data, which all comes from actual travelers.

Where Should I go: Saint Thomas or Berkshires?

Saint Thomas

Saint Thomas is a beautiful island in the U.S. Virgin Islands. Together with St. John, St. Croix, and Water Island, it forms the unincorporated territory of the United States. The island is also home to the territorial capital and port of Charlotte Amalie. The island's population is just over 50,000, which is slightly less than half of the territory's total population.

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 Saint Thomas?

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

The average daily cost (per person) in Saint Thomas is $218, 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 Saint Thomas and Berkshires in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Saint Thomas $131
    Berkshires $141
  • Accommodation Typical double-occupancy room
    Saint Thomas $262
    Berkshires $282
Compare Hotels in Saint Thomas and Berkshires

Looking for a hotel in Saint Thomas 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 Saint Thomas


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: Berkshires Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Saint Thomas $37
    Berkshires $47
Typical Local Transportation Prices in Saint Thomas

Some typical examples of transportation costs in Saint Thomas are as follows:


  • Scooter Rental
    $65
  • Taxi Ride
    $5.00

Hired Cars and Shuttles in Saint Thomas

Also for Saint Thomas, here are a few examples of actual transportation services:

  • Charlotte Amalie to Cyril E. King Airport(STT)-Departure Transfer: $49
  • Cyril E. King Airport STT to Charlotte Amalie Arrival Transfer: $49
  • Cyril E.King Airport (STT) to St.Thomas-Arrival Private Transfer : $109
  • PARADISE TAXI & TOURS USVI-St. Thomas- Airport Transfer to Ritz Carlton Elysian : $170
  • PARADISE TAXI & TOURS USVI-St.Thomas-Airport Transfer to Marriott Frenchman Cove: $110
  • Paradise Taxi & Tours USVI- St. Thomas - Airport Transfer to Red Hook Ferry: $160
  • Paradise Taxi & Tours USVI-St Thomas- Airport Transfer Sapphire / Crystal Cove : $160
  • Paradise Taxi & Tours USVI-St. Thomas Airport Transfer to Wyndham Margaritaville: $160
  • Paradise Taxi & Tours USVI-St.Thomas-Airport Transfer Bluebeard’s / Yacht Haven: $110
  • Private Airport Transfer in Luxury Vehicle- St. Thomas, USVI: $169
  • Private Airport Transfer in St. Thomas from Cyril E. King Airport: $135
  • Private Hotel and Resorts Transfers: $173

Is it cheaper to fly into Saint Thomas or Berkshires?

Prices for flights to both Berkshires and Saint Thomas 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
    Saint Thomas $54
    Berkshires $73

Food Tours and Cooking Classes in Saint Thomas

For Saint Thomas, here are some samples of tours and activities related to meals and dining experiences:

  • Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove: $109
  • Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John: $110
  • Flavors of St Thomas Walking Food Tour : $111
  • St. John Dinner Sail to Lovango with Open Bar and Hors d'Oeuvres - Westin: $119
  • Cruz Bay - PiZZA Pi Snorkel Sail: $159
  • St. Thomas Dinner Sail to Lovango w/ Open Bar and Hors D'oeuvres - Ritz-Carlton: $159
  • PiZZA Pi Snorkel Sail from Frenchman's Reef: $169
  • Waterfront Harbor Dinner Sail from Frenchman's Reef: $209
  • St Thomas Legends Luxury Dinner Sail from the Ritz Carlton: $209
  • Swim w/Turtles at St. John, Pizza Pi & Snorkel a shipwreck. : $250

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Saint Thomas $60
    Berkshires $25

Tours and Activities in Saint Thomas

Also, here are some specific examples of entertainment, tickets, and activities for Saint Thomas.

  • Unforgettable Charlotte Amalie: Self-Guided Audio Tour: $15
  • Nature and Sightseeing Tour at Phantasea Tropical Botanical Garden: $16
  • Scavenger Hunt Adventure in the US Virgin Islands: $27
  • Coral World Ocean Park General Admission Ticket: $29
  • Admission Ticket to Coral World Ocean Park & Coki Beach: $35
  • Admission Ticket to Coral World & Coki Point Beach with Snorkeling: $40
  • Cruise Ship Port Shuttle to St John Ferry : $44
  • Cruise Ship Suttle to Ferry going to St. John: $45
  • Sunset Kayak Tour in the Mangrove Lagoon, St Thomas: $49
  • Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour: $49
  • Saint Thomas Half-Day Shopping and Sightseeing Tour: $55
  • Two-Hour Sightseeing Excursion : $58

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
    Saint Thomas $27
    Berkshires $31

Sample the Local Flavors in Saint Thomas

Some specific costs for nightlife related activities in Saint Thomas:

  • Wine Tasting with Fine Art Downtown Experience: $60


When comparing the travel costs between Saint Thomas and Berkshires, we can see that Berkshires is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Even though Saint Thomas is in Caribbean Islands and Berkshires is in North America, both of these destinations have relatively similar prices of travel. Generally, the levels of luxury and expenses are the same for these cities even though they are geographically far apart.

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



When is the best time to visit Saint Thomas or Berkshires?

Berkshires has a temperate climate with four distinct seasons, but Saint Thomas experiences a warm climate with fairly sunny weather most of the year.

Should I visit Saint Thomas or Berkshires in the Summer?

The summer brings many poeple to Saint Thomas as well as Berkshires. Saint Thomas attracts visitors year-round for its warm weather and sunny climate.

In the summer, Saint Thomas is a little warmer than Berkshires. Typically, the summer temperatures in Saint Thomas in July average around 29°C (83°F), and Berkshires averages at about 72°F (22°C).

The sun comes out a lot this time of the year in Berkshires. People are often attracted to the plentiful sunshine in Saint Thomas this time of the year. In the summer, Saint Thomas often gets around the same amount of sunshine as Berkshires. Saint Thomas gets 287 hours of sunny skies this time of year, while Berkshires receives 289 hours of full sun.

Saint Thomas usually gets around the same amount of rain in July as Berkshires. Saint Thomas gets 66 mm (2.6 in) of rain, while Berkshires receives 2.7 inches (69 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Saint Thomas 29°C (83°F) 
    Berkshires 72°F (22°C)

Should I visit Saint Thomas or Berkshires in the Autumn?

Both Berkshires and Saint Thomas are popular destinations to visit in the autumn with plenty of activities. The warm climate attracts visitors to Saint Thomas throughout the year.

In October, Saint Thomas is generally much warmer than Berkshires. Daily temperatures in Saint Thomas average around 28°C (82°F), and Berkshires fluctuates around 51°F (11°C).

The sun comes out a lot this time of the year in Saint Thomas. Saint Thomas usually receives more sunshine than Berkshires during autumn. Saint Thomas gets 235 hours of sunny skies, while Berkshires receives 162 hours of full sun in the autumn.

It's quite rainy in Saint Thomas. In October, Saint Thomas usually receives more rain than Berkshires. Saint Thomas gets 146 mm (5.7 in) of rain, while Berkshires receives 2.6 inches (67 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Saint Thomas 28°C (82°F) 
    Berkshires 51°F (11°C)

Should I visit Saint Thomas or Berkshires in the Winter?

Both Berkshires and Saint Thomas during the winter are popular places to visit. Plenty of visitors come to Saint Thomas because of the warm climate and sunshine that lasts throughout the year.

It's quite cold in Berkshires in the winter. Saint Thomas is much warmer than Berkshires in the winter. The daily temperature in Saint Thomas averages around 26°C (78°F) in January, and Berkshires fluctuates around 22°F (-6°C).

It's quite sunny in Saint Thomas. In the winter, Saint Thomas often gets more sunshine than Berkshires. Saint Thomas gets 240 hours of sunny skies this time of year, while Berkshires receives 138 hours of full sun.

Saint Thomas usually gets less rain in January than Berkshires. Saint Thomas gets 43 mm (1.7 in) of rain, while Berkshires receives 1.9 inches (49 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Saint Thomas 26°C (78°F) 
    Berkshires 22°F (-6°C)

Should I visit Saint Thomas or Berkshires in the Spring?

The spring attracts plenty of travelers to both Saint Thomas and Berkshires. Warm weather and sunshine bring visitors to Saint Thomas year-round.

In the spring, Saint Thomas is much warmer than Berkshires. Typically, the spring temperatures in Saint Thomas in April average around 27°C (80°F), and Berkshires averages at about 47°F (9°C).

People are often attracted to the plentiful sunshine in Berkshires this time of the year. In Saint Thomas, it's very sunny this time of the year. Saint Thomas usually receives more sunshine than Berkshires during spring. Saint Thomas gets 272 hours of sunny skies, while Berkshires receives 223 hours of full sun in the spring.

In April, Saint Thomas usually receives more rain than Berkshires. Saint Thomas gets 72 mm (2.8 in) of rain, while Berkshires receives 2.6 inches (66 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Saint Thomas 27°C (80°F) 
    Berkshires 47°F (9°C)

Typical Weather for Berkshires and Saint Thomas

Saint Thomas Berkshires
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 43 mm (1.7 in) 22°F (-6°C) 1.9 inches (49 mm)
Feb 26°C (78°F) 39 mm (1.5 in) 24°F (-4°C) 2 inches (51 mm)
Mar 26°C (79°F) 49 mm (1.9 in) 35°F (2°C) 2.5 inches (63 mm)
Apr 27°C (80°F) 72 mm (2.8 in) 47°F (9°C) 2.6 inches (66 mm)
May 28°C (82°F) 94 mm (3.7 in) 59°F (15°C) 3 inches (75 mm)
Jun 28°C (83°F) 64 mm (2.5 in) 67°F (20°C) 3.3 inches (83 mm)
Jul 29°C (83°F) 66 mm (2.6 in) 72°F (22°C) 2.7 inches (69 mm)
Aug 29°C (84°F) 101 mm (4 in) 70°F (21°C) 3 inches (76 mm)
Sep 28°C (83°F) 127 mm (5 in) 62°F (17°C) 2.8 inches (71 mm)
Oct 28°C (82°F) 146 mm (5.7 in) 51°F (11°C) 2.6 inches (67 mm)
Nov 27°C (81°F) 126 mm (4.9 in) 41°F (5°C) 2.9 inches (73 mm)
Dec 26°C (80°F) 71 mm (2.8 in) 28°F (-2°C) 2.7 inches (69 mm)