Title: Western Massachusetts Luxury Holidays 2025/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6047669/43e0c07e-06ba-4b30-88d8-d023f823e62f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Massachusetts Luxury Holidays ## Book a Luxury Hotel + Flight or Car together to unlock savings Photo by Groovy Trip Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to £335 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Packages with flights are ATOL protected ## All you need to know about luxury holidays in Western Massachusetts #### What can I expect from a luxury Western Massachusetts holiday? Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes. #### How can I find all-inclusive luxury holidays in Western Massachusetts? Tick the all-inclusive and 5-star filters to find the crème de la crème of Western Massachusetts holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end. #### Can I book a cheap luxury holiday to Western Massachusetts? A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Western Massachusetts starting at . Prices and availability are subject to change. Additional terms may apply. #### Are there luxury spa holidays in Western Massachusetts? For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Western Massachusetts spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh. #### What should I look for when booking a luxury family holiday in Western Massachusetts? Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore. #### Can I book luxury last-minute holidays to Western Massachusetts? You can wangle a top-notch luxury holiday in Western Massachusetts for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better! #### Can I book a luxury holiday in Western Massachusetts with free cancellation and/or flexible dates? If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions. #### Why should I book my luxury travel to Western Massachusetts with Expedia? Nobody does luxury quite like Expedia. With so many gorgeous properties in Western Massachusetts to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book. ## Top Luxury Western Massachusetts Hotels ![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood 26 Glendale Road, RR 183, Stockbridge, MA - 48 min drive from Six Flags New England Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Chesterwood ... 9.2/10 Wonderful! (82 reviews) "My husband and I thoroughly enjoyed our stay at the Stockbridge Inn. Diane, the owner, greeted us warmly and escorted us to our room. Our accommodations were comfortable, warm and spacious and quiet enough for us to have a good night sleep. Diane was very helpful in recommending other accommodations ..." Reviewed on 12 Oct 2025 [](https://expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Northampton 36 King Street, Northampton, MA - 47 min drive from Six Flags New England Stay at this 3.5-star historic hotel in Northampton. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (1,006 reviews) "Wonderfully historic." Reviewed on 10 Oct 2025 [](https://expedia.co.uk/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information) ![The Orchards Hotel](https://images.trvl-media.com/lodging/1000000/10000/8800/8739/9f24830b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Orchards Hotel 222 Adams Rd, Williamstown, MA - 2 hours drive from Six Flags New England Stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Colonial Plaza and Linear Park are ... "A little dated. Restaurant shut down for renovations, disappointing" Reviewed on 9 Mar 2020 [](https://expedia.co.uk/Williamstown-Hotels-The-Orchards-Hotel.h8739.Hotel-Information) [See all 1,498 properties in Western Massachusetts](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6234063) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Luxury Holiday Destinations > - 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[Luxury Holidays in the Maldives](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/109/Maldives) > - [Luxury Holidays in Mallorca](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/602317/Majorca-Island) > - [Luxury Holidays in Sicily](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6048323/Sicily) > - [Luxury Holidays in Spain](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/166/Spain) > - [Luxury Holidays in Tenerife](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6047194/Tenerife) > - [Luxury Holidays in Thailand](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/178/Thailand) > - [Luxury Holidays in Turkey](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/183/Turkey) > - [Luxury Holidays in the United Kingdom](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/190/United-Kingdom) ## More Holiday Ideas [Flights to Western Massachusetts](https://expedia.co.uk/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Hotels](https://expedia.co.uk/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Western Massachusetts Holiday Rentals](https://expedia.co.uk/Western-Massachusetts-Holiday-Rentals.d6234063.Travel-Guide-HolidayRentals)[Western Massachusetts Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Western-Massachusetts.d6234063.Car-Hire-Guide)[Western Massachusetts Holidays](https://expedia.co.uk/Western-Massachusetts.d6234063.Holidays-City-Breaks) \* 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)