It MIGHT be possible in western Ma but it’ll either need to be a smaller house or a real fixer. I have no specific recommendations as that budget eliminates the towns with the better school systems. When you’re serious I’d recommend finding a realtor in Western Ma and having them find what might be in your budget and going from there.

Easthampton over Southampton or South Hadley. Still somewhat rural but tons of restaurants, parks, shops. Southampton is beautiful but not that liberal honestly. Easthampton is quickly becoming more liberal as people are starting to branch out from Northampton. South Hadley is fine, will have what you need. But I also feel like it’s nothing special.

Also agreeing with Easthampton.

If you’re looking to splurge look at the Spa Suites at Chatham Bars Inn.

Trillium in Canton is pretty great.