Which place is cheaper, Berkshires or Key West?
These are the overall average travel costs for the two destinations.
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Should you visit Key West or Berkshires?
Which is cheaper to visit? Which is more expensive for vacation?
Should I visit Key West 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: Key West or Berkshires?
Key West
Key West is both a city and an island as well as the southern most Florida Key. It is also the southern most city in the continental United States. The island is only about four miles long and one mile wide. The total land mass covers just 4.2 square miles. The most famous street in town is Duval Street, which runs just 1.1 miles from the Gulf of Mexico to the Atlantic Ocean. There are 14 blocks. The size of the island doubled during the 1950s when many of the salt ponds along the eastern side of the island were filled in.
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 One-Week (7-Day) Tours from Los Angeles, The Best One-Week (7-Day) Tours from New York City, The Best 2-Week Tours from New York City, and The Best 2-Week Tours from Anchorage.
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Average Daily Cost Per person, per dayKey West $551Berkshires $244
The average daily cost (per person) in Key West is $551, 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 Key West and Berkshires in more detail.
Accommodation
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Accommodation Hotel or hostel for one personKey West $132Berkshires $141
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Accommodation Typical double-occupancy roomKey West $264Berkshires $282
Compare Hotels in Key West and Berkshires
Looking for a hotel in Key West 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.
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: Key West Hotel Prices and Berkshires Hotel Prices.
Local Transportation
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Local Transportation Taxis, local buses, subway, etc.Key West $51Berkshires $47
Typical Local Transportation Prices in Key West
Below are a few samples from actual travelers for transportation costs in Key West:
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Rental Car for One Day$38
Hired Cars and Shuttles in Key West
Some specific examples of transportation prices in Key West:
- Key West Airport (EYW) to Key West - Round-Trip Private Transfer: $129
- Key West Int Airport (EYW) to Key West - Arrival Private Transfer: $64
- Key West Int Airport (EYW) to Key West hotels Round-Trip Transfer: $129
- Key West hotels to Key West Int Airport (EYW) Departure Transfer: $64
- Key West to Key West Airport (EYW) - Departure Private Transfer: $64
- Marathon/ Key Largo to Fort Lauderdale Airport(FLL) - Departure Private Transfer: $109
- Private Arrival Transfer from Key West Airport EYW: $144
- Private Transfer from Key West Cruise Port to Key West hotels: $38
- Private Transfer from Key West Int Airport to Key West Port: $38
Is it cheaper to fly into Key West or Berkshires?
Prices for flights to both Berkshires and Key West 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
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Food Meals for one dayKey West $385Berkshires $73
Food Tours and Cooking Classes in Key West
Also, here are some specific examples of food and dining related activities in Key West.
- Sunset Dinner Cruise with Open Bar & Live Music: $81
- Key West Sunset Cruise: Dinner and Drinks Included: $93
- Southernmost Food & Cultural Walking Tour by Key West Food Tours: $93
- Historic Seaport Food & Walking Tour by Key West Food Tours: $93
- Old Town Secret Food Tour: $107
- Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling: $160
- Snorkeling, Sunset Dinner Cruise & Open Bar: $200
Entertainment
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Entertainment Entrance tickets, shows, etc.Key West $33Berkshires $25
Tours and Activities in Key West
Some specific costs of activities, tours, and entrance tickets for Key West are as follows:
- Self-guided old town treasures walking tour: $6.99
- Key West's Self Guided Ghost Walking Tours Smartphone Navigated on WalknTours: $7.75
- Florida Keys: Self-Guided Walking Tour: $8.49
- Audio Tours to Walk, Bike, or Drive in Key West: $9.99
- Cruise Through Key West's Black History Audio Tour: $11
- Easy Stroll (or Bike) Through Downtown Key West Audio Tour: $11
- Key West’s Old Town Treasures: A Self-Guided Audio Tour: $15
- Florida: Key West Overseas Highway Self-Driving Tour: $15
- Mel Fisher Maritime Museum Admission Ticket: $18
- Key West Shipwreck Treasure Museum Tickets: $19
- Key West Shipwreck Treasure Museum Admission Ticket: $19
- Key West Aquarium Admission Ticket: $23
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
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Alcohol Drinks for one dayKey West $16Berkshires $31
Sample the Local Flavors in Key West
Also in Key West, these are the prices for nightlife and alcohol related activities from various tour providers:
- Haunted Pub Crawl Walking Tour: $30
- Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt: $32
- Bone Island Haunted Pub Crawl: $32
- 2.5-Hour Duval Street Pub Crawl: $43
When we compare the travel costs of actual travelers between Key West and Berkshires, we can see that Key West is more expensive. And not only is Berkshires much less expensive, but it is actually a significantly cheaper destination. So, traveling to Berkshires would let you spend less money overall. Or, you could decide to spend more money in Berkshires 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 Key West would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Key West than you might in Berkshires.
If you're trying to decide if either of these two destinations are within your price range, also see Is Key West Expensive? and Is Berkshires Expensive?.
When is the best time to visit Key West or Berkshires?
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 Key West or Berkshires in the Summer?
The summer attracts plenty of travelers to both Key West and Berkshires. Many visitors come to Key West in the summer for the beaches, snorkeling, the small town charm, and the family-friendly experiences.
Key West is a little warmer than Berkshires in the summer. The daily temperature in Key West averages around 84°F (29°C) 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 Key West, it's very sunny this time of the year. Key West usually receives more sunshine than Berkshires during summer. Key West gets 328 hours of sunny skies, while Berkshires receives 289 hours of full sun in the summer.
In July, Key West usually receives more rain than Berkshires. Key West gets 3.3 inches (83 mm) of rain, while Berkshires receives 2.7 inches (69 mm) of rain each month for the summer.
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Summer Average Temperatures JulyKey West 84°F (29°C)Berkshires 72°F (22°C)
Should I visit Key West or Berkshires in the Autumn?
The autumn brings many poeple to Key West as well as Berkshires. Most visitors come to Key West for the shopping scene, the small town atmosphere, and the natural beauty of the area during these months.
In the autumn, Key West is much warmer than Berkshires. Typically, the autumn temperatures in Key West in October average around 80°F (27°C), and Berkshires averages at about 51°F (11°C).
People are often attracted to the plentiful sunshine in Key West this time of the year. In the autumn, Key West often gets more sunshine than Berkshires. Key West gets 258 hours of sunny skies this time of year, while Berkshires receives 162 hours of full sun.
Key West receives a lot of rain in the autumn. Key West usually gets more rain in October than Berkshires. Key West gets 5.1 inches (129 mm) of rain, while Berkshires receives 2.6 inches (67 mm) of rain this time of the year. Also, the hurricane season in Key West is June to November.
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Autumn Average Temperatures OctoberKey West 80°F (27°C)Berkshires 51°F (11°C)
Should I visit Key West or Berkshires in the Winter?
Both Berkshires and Key West are popular destinations to visit in the winter with plenty of activities. The winter months attract visitors to Key West because of the shopping scene and the cuisine.
It's quite cold in Berkshires in the winter. In January, Key West is generally much warmer than Berkshires. Daily temperatures in Key West average around 70°F (21°C), and Berkshires fluctuates around 22°F (-6°C).
The sun comes out a lot this time of the year in Key West. Key West usually receives more sunshine than Berkshires during winter. Key West gets 252 hours of sunny skies, while Berkshires receives 138 hours of full sun in the winter.
In January, Key West usually receives less rain than Berkshires. Key West gets 1.7 inches (43 mm) of rain, while Berkshires receives 1.9 inches (49 mm) of rain each month for the winter.
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Winter Average Temperatures JanuaryKey West 70°F (21°C)Berkshires 22°F (-6°C)
Should I visit Key West or Berkshires in the Spring?
Both Berkshires and Key West during the spring are popular places to visit. The beaches, the small town charm, and the natural beauty are the main draw to Key West this time of year.
Key West is much warmer than Berkshires in the spring. The daily temperature in Key West averages around 77°F (25°C) 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 Key West. In the spring, Key West often gets more sunshine than Berkshires. Key West gets 326 hours of sunny skies this time of year, while Berkshires receives 223 hours of full sun.
Key West usually gets less rain in April than Berkshires. Key West gets 0.8 inches (21 mm) of rain, while Berkshires receives 2.6 inches (66 mm) of rain this time of the year. Keep in mind that June to November is the hurricane season in Key West.
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Spring Average Temperatures AprilKey West 77°F (25°C)Berkshires 47°F (9°C)
Typical Weather for Berkshires and Key West
| Key West | Berkshires | |||
|---|---|---|---|---|
| Temp (°C) | Rain (mm) | Temp (°C) | Rain (mm) | |
| Jan | 70°F (21°C) | 1.7 inches (43 mm) | 22°F (-6°C) | 1.9 inches (49 mm) |
| Feb | 71°F (21°C) | 1.4 inches (36 mm) | 24°F (-4°C) | 2 inches (51 mm) |
| Mar | 74°F (23°C) | 1.7 inches (42 mm) | 35°F (2°C) | 2.5 inches (63 mm) |
| Apr | 77°F (25°C) | 0.8 inches (21 mm) | 47°F (9°C) | 2.6 inches (66 mm) |
| May | 81°F (27°C) | 2.7 inches (68 mm) | 59°F (15°C) | 3 inches (75 mm) |
| Jun | 83°F (28°C) | 4.5 inches (114 mm) | 67°F (20°C) | 3.3 inches (83 mm) |
| Jul | 84°F (29°C) | 3.3 inches (83 mm) | 72°F (22°C) | 2.7 inches (69 mm) |
| Aug | 84°F (29°C) | 3.9 inches (98 mm) | 70°F (21°C) | 3 inches (76 mm) |
| Sep | 83°F (29°C) | 5.7 inches (144 mm) | 62°F (17°C) | 2.8 inches (71 mm) |
| Oct | 80°F (27°C) | 5.1 inches (129 mm) | 51°F (11°C) | 2.6 inches (67 mm) |
| Nov | 76°F (24°C) | 2 inches (50 mm) | 41°F (5°C) | 2.9 inches (73 mm) |
| Dec | 72°F (22°C) | 1.4 inches (35 mm) | 28°F (-2°C) | 2.7 inches (69 mm) |
Budget Your Trip is all about finding out how much everything costs so that you can travel cheaper and longer. Created by avid travelers Laurie and Bryan, our goal is to help you plan your next trip on the right budget. With average daily travel costs that are calculated from the budgets of real travelers, plus an analysis of hotel and tour prices, you can find out how much money you need to plan your next adventure. We also have plenty of travel advice, accommodation reviews, and activity suggestions.