Great Barrington Holidays

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Your Great Barrington Holiday

Say goodbye to the worries of planning and hello to a Great Barrington holiday package. With the finer details organised before you take off, you can focus on discovering the best of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. Fill your spare time with visits to Ski Butternut, Housatonic River Walk and Lake Buel, some of the things you simply have to see during a trip to Great Barrington. Expedia is here to help you escape the everyday. Tailor your holiday to Great Barrington to suit your travel style, whatever that may be!

Things to do in and around Great Barrington

Great Barrington is an ideal destination for ski enthusiasts and adventure seekers alike, featuring a variety of ski fields and resorts. Visitors can enjoy a range of activities including holiday events, Halloween celebrations, and recreational experiences. Golf enthusiasts can also explore the local golf club, while those interested in culture can visit various exhibits throughout the area, ensuring a memorable vacation filled with diverse activities.

Shopping

For a delightful shopping experience in Great Barrington, visit Lee Premium Outlets, which offers a variety of brands just 14.5km away. If you're up for a drive, explore Hoffman's Pottery and Charles H. Baldwin & Sons, both located 16.1km from the town centre.

Recreation

Tanglewood Music Center, located 17.7km from Great Barrington, offers a serene atmosphere with enchanting concerts amidst nature. In the heart of Great Barrington, the Mahaiwe Performing Arts Center combines culture and romance, while Lake Mansfield Park provides a tranquil space for relaxation and wellness activities.

Adventure

At Catamount Ski Area, located 9.7km from Great Barrington, experience thrilling skiing amidst beautiful snow-covered landscapes. The Housatonic River Walk offers a scenic hiking trail perfect for outdoor enthusiasts looking to immerse themselves in nature. For adrenaline seekers, Catamount Aerial Adventure Park features exhilarating ziplining and ropes courses, also 9.7km away.

Nightlife

In Great Barrington, the nightlife is charming and laid-back, featuring cosy pubs and live music venues. Visit The Mahaiwe Performing Arts Center for shows, or enjoy cocktails at local bars. The town’s vibrant atmosphere invites leisurely evenings filled with good company and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Great Barrington

Great Barrington, Massachusetts, is an ideal destination for skiing and outdoor adventures, offering a rich blend of culture and nature. Visitors can explore historic houses, national parks, and nature reserves, making it perfect for those seeking adventure and relaxation. Additionally, seasonal events and local attractions enhance the experience, providing a wonderful mix of activities for tourists eager to immerse themselves in the charm of this picturesque town.

  • Animagic Museum of Animation: Located 16.1km from Great Barrington, this charming museum offers a unique peek into the world of animation. With its extensive collection of animations and interactive exhibits, visitors can explore the fascinating history and artistry behind beloved animated characters.
  • National Shrine of the Divine Mercy: Just 11.3km away, this serene shrine provides a peaceful atmosphere for reflection and worship. Surrounded by beautiful gardens and statues, it is a place of spiritual significance and cultural heritage, perfect for a quiet retreat.
  • Housatonic River: A mere 161m from the town, the Housatonic River boasts stunning scenery and is ideal for outdoor enthusiasts. Enjoy activities such as kayaking, fishing, or simply taking a leisurely stroll along the picturesque banks.

Best time to go to Great Barrington

The best time to visit Great Barrington is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostlyAverageAverage
February24.8°F (-4.0°C)Light RainMostlyAverageAverage
March32.5°F (0.3°C)Light RainMostlyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostlyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.8°F (9.9°C)Light RainMostly SunnySlightly LowSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low
December29.7°F (-1.3°C)Light RainMostlySlightly LowAverage

Tips to save on your trip to Great Barrington

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically March to April and November) for more affordable package holidays to Great Barrington.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Great Barrington Essential Information

Language
English
Currency
U.S dollars
Population
2,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Norman Rockwell Museum, Ski Butternut and Catamount Ski Area

Top hotels in Great Barrington

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is £77 per night from 9 Sept to 10 Sept
£77
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great location and close enough to walk to shops and restaurants."

Reviewed on 22 Aug 2025

Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
The price is £103 per night from 8 Sept to 9 Sept
£103
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (652 reviews)
"Friendly knowledgeable helpful staff"

Reviewed on 24 Aug 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
The price is £119 per night from 11 Sept to 12 Sept
£119
11 Sept - 12 Sept
includes taxes & fees
9.2/10 Wonderful! (731 reviews)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"

Reviewed on 17 Aug 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
See all 1,530 properties in Great Barrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great Barrington Ski Holiday Packages

If snow-covered peaks are beckoning, score a pile of savings with one of our Great Barrington ski holiday packages. Show off your slalom skills during the day, check out the après-ski scene after dark and do things your way with Expedia. Among the most renowned winter destinations in United States of America, Great Barrington has around 22 ski runs operating from December to March each year. Enjoy a little time in the ski village and rent any gear you need for downhill skiing. If you're a newbie, there's at least one beginners' area where you can practice the basics. When you're ready to leave the slopes, head on over to the day spa here. It's the perfect way to soothe sore muscles after hours of endless fun. A family ski holiday in Great Barrington is a wonderful opportunity to have new experiences with your brood. Once you've all mastered the slopes, have a go at snowboarding and tobogganing.

How To Get Around

Reserve one of Expedia's Great Barrington holiday packages and your next fabulous adventure is just a plane ride away. After disembarking at Albany International Airport, it's one hour to reach this terrific ski destination. Driving from the centre of Great Barrington to the ski slopes takes 10 minutes and you can park for free. For safety on the roads in the winter months, snow chains are recommended. Get serious savings on your ski holiday when you book everything together. Pick from a season-pass ticket or a full-day ticket, then combine your flights, hotel and a car rental into a package to get the best price every time. Look through our Great Barrington ski package deals for a little inspiration.

Great Barrington Resort Ski Info

Average yearly snowfall
10 ft
Elevation of lowest ski lift
820 ft
Cost of 1-day lift pass
Under £65
Easy runs
8
Moderate runs
8
Advanced runs
6
Longest run
1.5 mi
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Housatonic River Walk

You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theatre scene and live music.

Housatonic River Walk

Lake Mansfield Park

Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theatre scene and live music.

Lake Mansfield Park

Frequently asked questions

Why should I book my Great Barrington holiday with Expedia?
Choose Expedia to organise your next big adventure easily and all in one place. Our top tip for getting an unbeatable deal on a Great Barrington getaway? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in a few awesome tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to change your travel plans. Round-the-clock assistance with cancelling and changing your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Great Barrington?
To enjoy the energy of peak season, pack your bags for January, April and May. October, November and December are generally quieter and a good idea if you'd rather escape the crowds. With daytime average temperatures of -5ºC, January is the coolest period in Great Barrington. The warmest time of year is July, when you can experience averages of 21ºC throughout the day. Whatever the weather conditions, you'll discover plenty of things to keep you busy here.
What is the top hotel for my holiday in Great Barrington?
Unwind in Great Barrington by choosing Boston Park Plaza as your home base and gateway to fun and adventure.
How do I get a cheap holiday to Great Barrington?
Booking a Great Barrington holiday with Expedia is a simple way to save. We have more than 400 air carriers and 321,000 hotels around the globe. With such a huge range to select from, you'll have no trouble putting together your perfect adventure. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Great Barrington holiday?
There are so many things to explore while enjoying a holiday in Great Barrington. National Shrine of the Divine Mercy, Ski Butternut, Norman Rockwell Museum and Naumkeag Museum are among this destination's key attractions.
What is the best area to stay in when on holiday in Great Barrington?
If you plan to visit Ski Butternut, maximise your time sightseeing and find a place to stay nearby. It's one of the top attractions in Great Barrington.
Do I need a visa for my Great Barrington holiday?
Visa requirements for Great Barrington vary based on your nationality and purpose of your visit. Make sure you check official government websites to determine if you need a visa for your holiday. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation you might need. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Finally, double-check to see that your passport has a minimum of six months validity from your planned return date.
What should I wear on my Great Barrington holiday?
Do a little research into the sorts of things people in Great Barrington wear, and maybe even browse social media fashion pages for inspiration. Try to create a versatile wardrobe filled with pieces that work for your destination and showcase your unique sense of style. Take a look at the weather forecast so you can pack your bags accordingly. The warmest time of year in Great Barrington is July, with average daytime temperatures of 21ºC. If you're travelling in the coolest month of January, the mercury averages -5ºC during the day.
What does an Expedia Great Barrington holiday include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings stack up. When it comes to creating your Great Barrington break, you're in charge! Explore a large range of property types and pick one that suits your group size. The most sought-after rentals here are private holiday homes and cottages. With Expedia, it's easy to tailor your Great Barrington escape however you like.
Does Expedia offer Book Now, Pay Later Great Barrington holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying over multiple transactions sounds right for you, pick this option at checkout.
  • No-deposit holidays: When you see an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Great Barrington Expedia holiday?
Most definitely. Expedia has over 400 airline partners to pick from globally. With so much choice, finding the ideal carrier to get you to Great Barrington will be a cinch.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.