Title: Cheap Flights from Pittsfield from £48 - Expedia.co.uk ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Pittsfield from £48 [View £48 flight on Tue, 13 Jan 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:ALB,to:RSW,departure:13/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:47.93&airProductToken=AQotCisIzbABEgM3NDUY4Aog0bQBKOmrggMwiK6CAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Pittsfield Travel Guide](https://expedia.co.uk/Pittsfield.dx9478)[Hotels in Pittsfield](https://expedia.co.uk/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d9478.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d9478.Holidays-City-Breaks) ## Popular airlines from Pittsfield - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheapest flights from Pittsfield These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, 8 Dec - Fri, 12 Dec ALB Albany FLL Fort Lauderdale £104 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:FLL,departure:08/12/2025TANYT&leg2=from:FLL,to:ALB,departure:12/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:103.40&airProductToken=AQovCi0IwmwSBDEwODcY4Aog5Voo7JT_AjC0lv8COExAAFgBagJETnIIUEkyUVJFTDEKLwotCMJsEgQxMDg4GOVaIOAKKMTG_wIw-cf_AjhMQABYAWoCRE5yCFBJMlFSRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £109 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:108.80&airProductToken=AQovCi0IwmwSBDI5MjAY4AogzHAolryDAzDUvYMDOExAAFgBagJETnIIUEkyUVVFTDEKLwotCMJsEgQyOTE5GMxwIOAKKMSPhAMw8JCEAzhMQABYAWoCRE5yCFBJMlFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £113 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:112.95&airProductToken=AQpaCisIzbABEgMyNzMY4Aog4pEBKIS9gwMwkb6DAzhBQABYAWoCRVpyBUFFWjAwCisIzbABEgM4NDMY4pEBIMxwKMW_gwMwncCDAzhBQAFYAWoCRVpyBUFFWjAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £116 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:116.00&airProductToken=AQovCi0IwmwSBDI5MjAY4AogzHAolryDAzDUvYMDOExAAFgBagJETnIIUEkyUVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £124 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:123.20&airProductToken=AQpoCjIIwYIBEgQyNjYzGOAKIOKaASjgvoMDMPC_gwM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoyCMGCARIEMjA5MxjimgEgzHAo_cCDAzDqwYMDOEJAAVgBagVCQVNJQ3IIT1ZBSlpTQlYKaAoyCMGCARIEMTY0NxjMcCDimgEosIqEAzCZi4QDOEJAAFgBagVCQVNJQ3IIT1ZBSlpTQlYKMgjBggESBDI2NjMY4poBIOAKKKCMhAMwk42EAzhCQAFYAWoFQkFTSUNyCE9WQUpaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Fri, 28 Nov - Wed, 3 Dec ALB Albany FLL Fort Lauderdale £126 Return just found [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:FLL,departure:28/11/2025TANYT&leg2=from:FLL,to:ALB,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:126.00&airProductToken=AQovCi0IwmwSBDEwODcY4Aog5VootKP-AjCApf4COExAAFgBagJETnIIVUkyQVJFTDEKLwotCMJsEgQxMDg4GOVaIOAKKKTh_gIw2eL-AjhMQABYAWoCRE5yCFBJMlFSRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £128 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:127.80&airProductToken=AQpuCjUIxJgBEgQ1MjY4GOAKIMsBKPO-gwMwtr-DAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwo1CMSYARIEMjU2MRjLASDMcCjjwIMDMJzCgwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £136 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:135.40&airProductToken=AQovCi0IwmwSBDI5MjAY4AogzHAolryDAzDUvYMDOFBAAFgBagJBTnIIUEkyUVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 12 Nov - Wed, 19 Nov ALB Albany MCO Orlando £139 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:12/11/2025TANYT&leg2=from:MCO,to:ALB,departure:19/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:138.90&airProductToken=AQovCi0IwmwSBDI5MjAY4AogzHAoyvD8AjCD8vwCOExAAFgBagJETnIIU0k0UVJTTDEKLwotCMJsEgQyOTE5GMxwIOAKKIrD_QIwtcT9AjhMQABYAWoCRE5yCFNJNFFSU0wxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, 26 Jan - Mon, 2 Feb ALB Albany MCO Orlando £162 Return found 1 hour ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:26/01/2026TANYT&leg2=from:MCO,to:ALB,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:161.20&airProductToken=AQppCjMI1YIBEgQ0MjM1GOAKIIgYKLnBgwMwqMKDAzhLQABYAWoHRUNPTk9NWXIIS0FBMkFIRFMKMgjVggESAzY4ORiIGCDMcCjjwoMDMPnDgwM4S0ABWAFqB0VDT05PTVlyCEtBQTJBSERTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ) ## How to Find Cheap Flights from Pittsfield #### How much is a flight from Pittsfield?        This week, flights from Pittsfield are available between £104–£162.  #### How to find cheap flights from Pittsfield? Expedia makes it easy to compare cheap flights from Pittsfield to many destinations. Check out excellent deals on both domestic and international flights from Pittsfield. Once you select an offer, use our filters and sort by “Price (Lowest)” to see the cheapest and most suitable options.  #### How can I get the best deal on flights from Pittsfield? Expedia gives you access to all the hottest deals on plane tickets so you can get the most amount of value for the lowest price possible. An excellent strategy for finding the best deal on flights is to be flexible with your dates. For each offer, you can compare prices for similar time frames using our “Show flexible dates” feature. Depending on your destination, direct flights from Pittsfield may be more expensive. Airlines with strict bag policies or fees can also impact your costs.  #### What is the best airline to fly from Pittsfield? At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Pittsfield with: Breeze Airways, JetBlue Airways, American Airlines, Delta, United.  #### What is the best month to fly from Pittsfield? Prices on plane tickets vary considerably throughout the year due to seasonal demand. Historically, the cheapest time to buy flights from Pittsfield airport(s) is December.  #### When is the best time to book flights from Pittsfield? ARC & Expedia Group historical data suggests that booking flights three weeks before departure and on a weekend, usually on a Sunday, can save you up to 20% on your fare. \* #### Are there any last-minute flights from Pittsfield? Expedia is the place to find last-minute flights from Pittsfield, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source the best deals for you and display the best offers available over the next two weeks.  #### Why book with Expedia? Booking flights from Pittsfield with Expedia is the obvious choice to get low prices, save money and see more value for every pound spent. We show you the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from. You can customise your journey to your timeline, route preferences, budget, rewards programmes and more. Not only will you get a stellar deal, but you’ll also get rewards points back and the opportunity for additional discounts when bundling with a hotel or car hire. #### Can I change/cancel my flight?  Some flights can be changed or cancelled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our customer service portal. We recommend choosing flights with no change fees for maximum flexibility. Filter by “Flexible change policies” to see flights with no change fees. \**Data specialists from both ARC and Expedia Group analyzed ARC’s global flight data to distill actionable information to help people save money on travel. While it’s impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Best day of the week to book and travel recommendation is based on average round-trip ticket prices for January through early October, for both 2019 and 2020, sourced from ARC’s global airline sales database.*. ## Travel information ## Flights from Pittsfield: Essential Travel Information | Cheapest flight from Pittsfield | £104 (roundtrip) | | --- | --- | | Best airlines to fly from Pittsfield | Breeze Airways, JetBlue Airways, American Airlines, Delta, United | | Cheapest month to fly from Pittsfield | December | | Pittsfield IATA code | ALB | | Pittsfield Country/State | Massachusetts | | Airline ticket deals from Pittsfield | £104 - £162 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [5 Star Hotels in Cheshire](https://www.expedia.co.uk/5Star-Cheshire-Hotels.s50-0-d6005398.Travel-Guide-Filter-Hotels) - [Hotels near Animagic Museum of Animation](https://www.expedia.co.uk/Animagic-Museum-Of-Animation-Hotels.0-l553248621560926701-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Ashuwillticook Rail Trail](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail-Guest-Houses.d811531152953708544-aaGuestHouses.Travel-Guide-Accommodation) - [Becket Hotels](https://www.expedia.co.uk/Becket-Hotels.d6005395.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Cheshire](https://www.expedia.co.uk/Cheshire-Hotels-Gay-Friendly-Hotel.0-0-d6005398-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Cheshire Hotels](https://www.expedia.co.uk/Cheshire-Hotels.d6005398.Travel-Guide-Hotels) - [Dalton Hotels](https://www.expedia.co.uk/Dalton-Hotels.d6911.Travel-Guide-Hotels) - [Berkshire County Hotels](https://www.expedia.co.uk/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations) - [Hancock Hotels](https://www.expedia.co.uk/Hancock-Hotels.d112303.Travel-Guide-Hotels) - [Hinsdale Hotels](https://www.expedia.co.uk/Hinsdale-Hotels.d6005406.Travel-Guide-Hotels) - [Hotels near Jiminy Peak Mountain Resort](https://www.expedia.co.uk/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels) - [Lanesborough Hotels](https://www.expedia.co.uk/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels) - [B&B in Lee](https://www.expedia.co.uk/Lee-Bed-And-Breakfasts.d8572-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Hotels with Balcony in Lee](https://www.expedia.co.uk/Lee-Hotels-Hotels-With-Balcony.0-0-d8572-tHotelswithBalcony.Travel-Guide-Filter-Hotels) - [Spa Hotels in Lee](https://www.expedia.co.uk/Lee-Hotels-Spa-Hotels.0-0-d8572-tSpaHotels.Travel-Guide-Filter-Hotels) - [Lee Hotels](https://www.expedia.co.uk/Lee-Hotels.d8572.Travel-Guide-Hotels) - [B&B in Lenox](https://www.expedia.co.uk/Lenox-Bed-And-Breakfasts.d8587-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Adults Only Resorts & in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Adults-Only-Resorts.0-0-d8587-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Budget-Hotels.0-0-d8587-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Gay-Friendly-Hotel.0-0-d8587-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Babysitting Services in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Hotel-With-Babysitting-Services.0-0-d8587-thotelwithbabysittingservices.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Hotels-With-Indoor-Pools.0-0-d8587-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lenox](https://www.expedia.co.uk/Lenox-Hotels-Luxury-Hotel.0-0-d8587-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Lenox Hotels](https://www.expedia.co.uk/Lenox-Hotels.d8587.Travel-Guide-Hotels) - [New Ashford Hotels](https://www.expedia.co.uk/New-Ashford-Hotels.d183333.Travel-Guide-Hotels) - [Lodges in October Mountain State Forest](https://www.expedia.co.uk/October-Mountain-State-Forest-Lodges.d6339856-aaLodges.Travel-Guide-Accommodation) - [Peru Hotels](https://www.expedia.co.uk/Peru-Hotels.d553248634999167831.Travel-Guide-Hotels) - [Richmond Hotels](https://www.expedia.co.uk/Richmond-Hotels.d151138.Travel-Guide-Hotels) - [Adults Only Resorts & in South Lee](https://www.expedia.co.uk/South-Lee-Hotels-Adults-Only-Resorts.0-0-d183343-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [South Lee Hotels](https://www.expedia.co.uk/South-Lee-Hotels.d183343.Travel-Guide-Hotels) - [B&B in Stockbridge](https://www.expedia.co.uk/Stockbridge-Bed-And-Breakfasts.d162575-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Spa Hotels in Stockbridge](https://www.expedia.co.uk/Stockbridge-Hotels-Spa-Hotels.0-0-d162575-tSpaHotels.Travel-Guide-Filter-Hotels) - [Stockbridge Hotels](https://www.expedia.co.uk/Stockbridge-Hotels.d162575.Travel-Guide-Hotels) - [Hotels near Tanglewood Music Center](https://www.expedia.co.uk/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels) - [Washington Hotels](https://www.expedia.co.uk/Washington-Hotels.d553248634998690770.Travel-Guide-Hotels) - [Gay-Friendly Hotels in West Stockbridge](https://www.expedia.co.uk/West-Stockbridge-Hotels-Gay-Friendly-Hotel.0-0-d173346-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [West Stockbridge Hotels](https://www.expedia.co.uk/West-Stockbridge-Hotels.d173346.Travel-Guide-Hotels) - [Windsor Hotels](https://www.expedia.co.uk/Windsor-Hotels.d6005427.Travel-Guide-Hotels) - [Flights to Cheshire](https://www.expedia.co.uk/Cheap-Flights-To-Cheshire.d6005398.Travel-Guide-Flights) - [Flights to Lanesborough](https://www.expedia.co.uk/Cheap-Flights-To-Lanesborough.d6005408.Travel-Guide-Flights) - [Flights to Lee](https://www.expedia.co.uk/Cheap-Flights-To-Lee.d8572.Travel-Guide-Flights) - [Flights to Lenox](https://www.expedia.co.uk/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights) - [Flights to Stockbridge](https://www.expedia.co.uk/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights) - [Flights from Hadley](https://www.expedia.co.uk/lp/flights/11961/flights-from-hadley) - [Flights from Rowe](https://www.expedia.co.uk/lp/flights/153537/flights-from-rowe) - [Flights from Stockbridge](https://www.expedia.co.uk/lp/flights/162575/flights-from-stockbridge) - [Flights from South Egremont](https://www.expedia.co.uk/lp/flights/183341/flights-from-south-egremont) - [Flights from Alford](https://www.expedia.co.uk/lp/flights/3000421226/flights-from-alford) - [Flights from Ashfield](https://www.expedia.co.uk/lp/flights/3000421239/flights-from-ashfield) - [Flights from Sunderland](https://www.expedia.co.uk/lp/flights/3000441543/flights-from-sunderland) - [Flights from Hampshire County](https://www.expedia.co.uk/lp/flights/3000443223/flights-from-hampshire-county) - [Flights from Haydenville](https://www.expedia.co.uk/lp/flights/3000748881/flights-from-haydenville) - [Flights from Peru](https://www.expedia.co.uk/lp/flights/553248634999167831/flights-from-peru) - [Flights from Chester](https://www.expedia.co.uk/lp/flights/6005399/flights-from-chester) - [Flights from Easthampton](https://www.expedia.co.uk/lp/flights/6005401/flights-from-easthampton) - [Flights from Granville](https://www.expedia.co.uk/lp/flights/6005404/flights-from-granville) - [Flights from Hinsdale](https://www.expedia.co.uk/lp/flights/6005406/flights-from-hinsdale) - [Flights from Monterey](https://www.expedia.co.uk/lp/flights/6005411/flights-from-monterey) - [Flights from Otis](https://www.expedia.co.uk/lp/flights/6005412/flights-from-otis) - [Flights from Plainfield](https://www.expedia.co.uk/lp/flights/6005414/flights-from-plainfield) - [Flights from Russell](https://www.expedia.co.uk/lp/flights/6005415/flights-from-russell) - [Flights from Southwick](https://www.expedia.co.uk/lp/flights/6005420/flights-from-southwick) - [Flights from Windsor](https://www.expedia.co.uk/lp/flights/6005427/flights-from-windsor) - [Flights from The Berkshires](https://www.expedia.co.uk/lp/flights/6047665/flights-from-the-berkshires) - [Flights from Holyoke](https://www.expedia.co.uk/lp/flights/6077/flights-from-holyoke) - [Flights from Western Massachusetts](https://www.expedia.co.uk/lp/flights/6234063/flights-from-western-massachusetts) - [Flights from Shelburne Falls](https://www.expedia.co.uk/lp/flights/6294302/flights-from-shelburne-falls) - [Flights from Southfield](https://www.expedia.co.uk/lp/flights/6339785/flights-from-southfield) - [Flights from Greenfield](https://www.expedia.co.uk/lp/flights/8027/flights-from-greenfield) - [Flights from Lee](https://www.expedia.co.uk/lp/flights/8572/flights-from-lee) - [Flights from Lenox](https://www.expedia.co.uk/lp/flights/8587/flights-from-lenox) - [Flights from North Adams](https://www.expedia.co.uk/lp/flights/9137/flights-from-north-adams) - [Flights from Northampton](https://www.expedia.co.uk/lp/flights/9187/flights-from-northampton) - [Flights from New York (JFK) to Pittsfield (PSF)](https://www.expedia.co.uk/lp/flights/jfk/psf/new-york-to-pittsfield) - [Ashuwillticook Rail Trail Holidays](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail.d811531152953708544.Holidays-City-Breaks) - [Visit Ashuwillticook Rail Trail](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail.dx811531152953708544) - [Visit Becket](https://www.expedia.co.uk/Becket.dx6005395) - [Visit Berkshire County](https://www.expedia.co.uk/Berkshire-County.dx553248635083901436) - [Visit Cheshire](https://www.expedia.co.uk/Cheshire.dx6005398) - [Hancock Holidays](https://www.expedia.co.uk/Hancock.d112303.Holidays-City-Breaks) - [Visit Hancock](https://www.expedia.co.uk/Hancock.dx112303) - [Hoffman's Pottery](https://www.expedia.co.uk/Hoffmans-Pottery-West-Stockbridge.d553248621532665251.Attraction) - [Lanesborough Holidays](https://www.expedia.co.uk/Lanesborough.d6005408.Holidays-City-Breaks) - [Lenox Holidays](https://www.expedia.co.uk/Lenox.d8587.Holidays-City-Breaks) - [Visit Lenox](https://www.expedia.co.uk/Lenox.dx8587) - [New Ashford Holidays](https://www.expedia.co.uk/New-Ashford.d183333.Holidays-City-Breaks) - [Norman Rockwell Museum](https://www.expedia.co.uk/Norman-Rockwell-Museum-Stockbridge.d6091839.Attraction) - [Visit Stockbridge](https://www.expedia.co.uk/Stockbridge.dx162575) - [Tanglewood Music Center](https://www.expedia.co.uk/Tanglewood-Music-Center-Lenox.d503292.Attraction) - [Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.co.uk/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Attraction) - [Visit West Stockbridge](https://www.expedia.co.uk/West-Stockbridge.dx173346) - [Windsor Holidays](https://www.expedia.co.uk/Windsor.d6005427.Holidays-City-Breaks) - [Car hire Lee](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lee.d8572.Car-Hire-Guide) - [Car hire Lenox](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lenox.d8587.Car-Hire-Guide) - [Car hire near Pittsfield State Forest](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield-State-Forest.d6339854.Car-Hire-Guide) - [Car hire Stockbridge](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Stockbridge.d162575.Car-Hire-Guide) - [Lee Holiday Rentals](https://www.expedia.co.uk/Lee-Holiday-Rentals.d8572.Travel-Guide-HolidayRentals) - [Peru Holiday Rentals](https://www.expedia.co.uk/Peru-Holiday-Rentals.d553248634999167831.Travel-Guide-HolidayRentals) - [Richmond Holiday Rentals](https://www.expedia.co.uk/Richmond-Holiday-Rentals.d151138.Travel-Guide-HolidayRentals) - [Stockbridge Holiday Rentals](https://www.expedia.co.uk/Stockbridge-Holiday-Rentals.d162575.Travel-Guide-HolidayRentals) \*Available to Expedia members.