This place is amazing--such a find. It's an LGBT club, but there are definitely a mix of people that head here after 2am when the bars in OTR and downtown tend to close. They don't serve after 2:30am, but there's still dancing and clubbing until late. Music has a huge emphasis on diva R&B and all things dance. You don't need to call taxis - they wait outside starting around 2:30!
Make sure they're open for outdoor seating before you head here. The Place is AWESOME. Seating on stumps, outdoor grill with some of the best grilled corn I've had around. Very casual, BYOB. All around great time.
This is a great hike, and if you're lazy you can even drive to the top for amazing views! In the winter, snowshoe the back-side up to the top for some awesome skiing (or even sledding). The Mt. Greylock ski club (still active) maintains the trail and if you get a big enough dump it's definitely worth it. Be prepared for a steep, taxing hike though--not for beginners.
Killington has some of the best vertical in the East and is certainly in the top 3 largest ski resorts on the East Coast. Great tree skiing when it has snowed. You can pretty much count on the top half of the superstar quad to be skied off with some crappy moguls unless it got dumped on. For your average day of snowfall and weather I like the triple on the right side of the mountain that has a rope toe / J lift running up the edge. Great for pumping out carvers on groom. I hear the park is pretty good, but it's better to hit Mt. Snow or Okemo which are much more focused on their parks. Ramshead is all family skiing.
Insider tip: Park down at the sky gondola for early birds who want to get in and out quickly (but don't leave late because the gondola will close!).
It's pretty amazing to see the oldest college in America. It's great to go during the fall so you can see the rowers out on the river, and students all around. Some really nice quads, and ask anyone with a backpack for suggestions on the most beautiful architecture to visit.
This tour is a staple of a Boston visit. It's definitely a long-haul, but you can curate a tour yourself checking out the ghost sites, etc. Probably the densest area of Early American Historical markers and locations....ever. If you're feeling crazy and of-age you can even "drink" the freedom trail.
This is the coolest hotel ever! Built from an old prison, it's an awesome architectural feat. The brunch was also amazing--french toast was a dense and delicious choice.
Timely service with really friendly staff. Always game to strike up a conversation. I'm personally impressed with the level of sauce on these bad boys. You're not getting short changed in any capacity. Delicious to the core.
Durfee's is the student convenience shop where Yalies can use "Eli Bucks" to purchase goods. If you don't have the credits, this is absolutely not worth it. Incredibly over-priced and unwelcoming service. A Durfee's run is only in order on days when you're in the Yale area and need red cups, ice, candy, etc. ASAP.
Fries on fries on fries....and BURGERS! Rudy's is a relaxed atmosphere with both in-house dining and a really good bar with a decent selection of beer (and always specials pricing!) It's a favorite of Yale's more hipster/grad-school crowd. Come here for karaoke or a big-dinner in their beer-hall style backroom. I love the Crusty burger on an English Muffin or the New Haven which is a classic burger+bacon+avacado. Rudy's is famous for the 25-or-so sauces they offer with an order of fries, so definitely hit that! While pricing isn't necessarily lenient, you'll definitely be taking home some food or eating your fill.