Title: Western Massachusetts Kid friendly Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/95847/112792fe-fb09-4a78-9e92-4c8f980ab208.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Massachusetts Kid friendly Holidays ## Book a Kid friendly Hotel + Flight or Car together to unlock savings Photo by Tu Nguyen - ## 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 ## FAQs: family holidays in Western Massachusetts #### How can I find the best family-friendly holidays in Western Massachusetts? At Expedia, it’s super-easy to find family-friendly holidays in Western Massachusetts in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place. #### Are there any cheap Western Massachusetts family holidays? Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Western Massachusetts family getaways start at . Prices and availability are subject to change and additional terms may apply. #### Can I book an all-inclusive Western Massachusetts family holiday package? All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Western Massachusetts and book the whole package in just a few clicks. #### How can I book the best family activity holiday in Western Massachusetts? Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime. #### Can I find luxury family holidays in Western Massachusetts? To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Western Massachusetts by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too. #### How can I search for Western Massachusetts family holiday deals? Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Western Massachusetts family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times. #### Can I book a Western Massachusetts family vacation package with free cancellation and/or flexible dates? Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too. #### Why should I book my Western Massachusetts family trip with Expedia? Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Western Massachusetts in no time. ## Top Kid friendly Western Massachusetts Hotels ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd Williamstown MA - 13 min walk from Jiminy Peak Mountain Resort Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ... 8.6/10 Excellent! (2,166 reviews) Families like: Kids' swimming pool, playground, games room, skiing nearby Travellers say... Clean spacious toom Reviewed on 6 Dec 2025 [](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Springfield MA 100 Congress Street Springfield MA - 1 hour drive from Jiminy Peak Mountain Resort Stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ... 8/10 Very Good! (1,306 reviews) Families like: Indoor pool, games room, cots, free breakfast for the whole family Travellers say... The staff was amazing and so helpful. They answered all questions and even when i got there at 930 pm they greeted us so cheerfully! In the morning my key card wasnt working for the gym and they came up and opened it for me Reviewed on 7 Dec 2025 [](https://expedia.co.uk/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information) ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### D. Hotel Suites & Spa 1 Country Club Rd Holyoke MA - 44 min drive from Jiminy Peak Mountain Resort Stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. Popular ... 9.2/10 Wonderful! (2,242 reviews) The staff were all warm and friendly! Room was very clean and comfortable. Would recommend the spa, Kim gave me the best therapeutic hot stone massage I have ever had! Reviewed on 10 Dec 2025 [](https://expedia.co.uk/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) [See all 1,477 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 Kid friendly Holiday Destinations > - [Family Friendly Holidays in France ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/59/France) > - [Family Friendly Holidays in Greece ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/67/Greece) > - [Family Friendly Holidays in Ibiza ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/1559/Ibiza-Town) > - [Family Friendly Holidays in Ireland ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/84/Ireland) > - [Family Friendly Holidays in Italy ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/86/Italy) > - [Family Friendly Holidays in Majorca ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/602317/Majorca-Island) > - [Family Friendly Holidays in Malta ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/111/Malta) > - [Family Friendly Holidays in Menorca ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/2201/Menorca) > - [Family Friendly Holidays in Morocco ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/122/Morocco) > - [Family Friendly Holidays in New Zealand ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/133/New-Zealand) > - [Family Friendly Holidays in Portugal ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/147/Portugal) > - [Family Friendly Holidays in Scotland ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/11219/Scotland) > - [Family Friendly Holidays in South Africa ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/165/South-Africa) > - [Family Friendly Holidays in Spain ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/166/Spain) > - [Family Friendly Holidays in the Canary Islands ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/180087/Canary-Islands) > - [Family Friendly Holidays in the United Kingdom ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/190/United-Kingdom) > - [Family Friendly Holidays in Turkey ](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/183/Turkey) ## 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