Welcome to TWC’s Winter Wonderland trip! From February 19-21, we’ll be descending on Sugarloaf Mountain Hotel for a gaytastic weekend of skiing, boarding, tubing, hot tubbing, dancing, drinking, and snow angel making. Here’s what you may be wondering:


What time are we leaving and from where?

Three charter buses will pick us up from the Huntington Ave side of the Reflecting Pool, near the intersections of Huntington Ave and Belvidere St at 4:00pm sharp on Friday, February 19. Click here for a map. You'll be back in Beantown by 8:30pm on Sunday.

Is there enough room on the buses for my equipment and bags?

Yes. These are charter buses with a lot of storage space underneath. You won’t be able to squish your big suitcases in the seating area, but we'll have no trouble fitting everything in the storage compartments below.

Should I bring food on the bus?

We recommend eating dinner (or at least some snacks) before or on the bus, so you don’t get too hangry. The resort will have a few options for meals when you arrive, including dinner service at the Shipyard Brewhaus, Gepetto’s, and The Rack.



Where is the hotel in relation to the mountain and everything else? 

Check out this resort map! We’re staying a short walk from the Base Lodge and several lifts, so you can just head outside whenever you’re ready to venture up!

What amenities come with our rooms?

Rooms at the Sugarloaf Mountain Hotel are outfitted with luxurious beds, HD TVs with DVD players, wireless internet, small refrigerators and coffee makers. 

What do I do with my gear on Sunday after I check out at 11am and want to go to the mountain?

A few of our staff rooms at the hotel will remain open so you can drop off your things for the day on Sunday. You’ll be able to access this room during the day as needed.

Tell me what I can do inside.

  • The Hot Tub: The resort recently installed a custom-made, outdoor hot tub that fits 30 people. Need we say more?
  • Hotel Health Club: The club features a fitness area, sauna and steam room. Open 7am - 9pm. 
  • Hotel Spa: Treat yourself to a relaxing massage on your winter getaway!


What will mountain conditions be like?

Glad you asked! Sugarloaf is so far north that it’s been getting lots of snow. Check out their daily snow report by clicking here.

I heard this mountain is huge. How many trails are there?

Check out the trail map!

When will I get my lift tickets and rentals?

When you check in at the hotel, you’ll be handed a card that holds information about any lift tickets and rentals you purchased in advance.

What’s the deal with lessons?

Lessons take place at 10:30am and 1:15pm and are FREE with the purchase of a lift ticket. We ask that you RSVP to whichever time you’d prefer so we can give the mountain a rough count and they can staff instructors as needed.

What about all the other outdoor activities?

Sugarloaf has an incredible Outdoor Center a couple miles from the Base Lodge, just a 10 minute shuttle ride away. Open 9am - 8pm, here you can participate in:

  • Cross country skiing and/or snowshoeing on 90 km of groomed, marked trails in the beautiful Maine woods! Rentals + access to the slopes is $17 for a half day or $21 all day.
  • Ice skating on the NHL sized ice rink! Skate rentals are $9 for the day.
  • You’re also welcome to hang out in their lodge and enjoy the roaring fireplace, mountainside views, and a variety of tasty soups, sandwiches, and baked goods at the Bull Moose Cafe.

DINING OPTIONS - Click for the full list!

45 North (Hotel Lobby) - The resort's newest restaurant features modern Maine foods, decor reminiscent of farmhouses, live entertainment on weekends and locally-sourced, chef inspired specials. Reservations accepted at 207-237-4220. Hours: Breakfast 6:30 - 10:30 AM; Dinner 3 - 9:30 PM

The Shipyard Brewhaus (Sugarloaf Inn) - Serving traditional Maine seafood with a creative flare, the casual pub and living room decorated with ski memorabilia is a great place to relax by the fireside or play pool.

  • Hours: Breakfast: 7am-10am, Lunch 11am-4pm, Bar opens everyday at 3pm, Dinner 5pm-10pm,
  • Pizza: available starting at 5pm for pickup or delivery
  • Menu: click here

Gepetto's (Village West) - Just steps from our hotel, Gepetto's offers an expansive menu of fresh seafood, steaks, pasta, jumbo salads, homemade soups, pizza, sandwiches, burgers and more. A full bar and martini menu make this a locals favorite.

  • Hours: Lunch and dinner 11am - 9:30pm, with $4 Bloody Mary’s and Mimosas on Sunday
  • Click for the lunch menu and dinner menu

Narrow Gauge Food Court (Base Lodge) - Great for hot cocoa or coffee, sandwiches, a hearty cup of soup, and more. Open 7am through lunch.

Cant Dog Express (Base Lodge) - Inside the King Pine Room, Cant Dog is there for quick, easy snack options like granola bars, chips, coffee, drinks, etc. Open daily 8am - 4pm.

Bullwinkle's Bistro (Mountain Summit)

Located at the top of Bucksaw Chair, this on-mountain restaurant is perfect for a hot cocoa, quick drink, or some lunch before heading back to the slopes. Lunch served 10am - 3pm; see the menu here.

The Bag & Kettle - Ever-popular to the point of legendary, "The Bag" boasts world famous soups (try the Cheeseburger), the “Best Burger” by Skiing Magazine (08/09) and boot-stomping entertainment.

Urban Sugar Cafe (Base Lodge) - Hot and fresh bite-sized gourmet donuts, made to order.

D'Ellie's - Start the day at D’Ellie’s with made-to-order bagels, breakfast sandwiches, coffee and fresh baked pastries. Lunch offers mega sandwiches on freshly baked bread and a soup selection.

Java Joe's (The Village) - Try Equal Exchange coffees and other delicacies at this funky coffee shop.

Black Diamond Burritos - Bring your appetite for burritos and bowls cooked-to-order and made using the freshest ingredients.

Sugarloaf Sports and Fitness Cafe - Stop by for eat-in or take-out pizza, quesadillas, wraps, soups and more. Also serves breakfast pizza, egg sandwiches, muffins, juice, coffee, etc. Open daily 7am - 7pm.

Sugarloaf Grocers (Village West) - Basic necessities and snacks.

Bull Moose Bakery & Cafe (Outdoor Center, shuttle ride away) - Hot and hearty meals including gourmet soups, stews, salads and hot entrees. Note: no alcohol is served here. Hours are 10am - 3pm. 



I just wanna dance! That’s happening right? - So do we and yes, yes, yes! We’re creating our own GQBs at...

The Rack (Friday) - A short shuttle ride away, The Rack is a popular hot spot at night. On Friday we’ll enjoy live music from “North of Nashville” a local band that recently won Best Country Act of 2015 from the New England Music Awards.

The Widowmaker Lounge (Saturday) - At the top of the Lodge is the sunny hub of the apres ski scene and the hot spot for night owls. The Widowmaker is described as “a rite of passage for any Sugarloafer” - so obviously we’re taking it over! In addition to the band, the kitchen offers a limited menu until 12am.

Are we going to Apres Ski? - Are unicorns magic? Yes. We’ve put together an entire schedule for you that will include apres-ski time and pre-game spots! Scroll down to see when and where everything is taking place.



I don’t know what to pack.

Everyone does things differently, but here’s an idea for first-timers:

  • If you’re going skiing or boarding, you’ll probably want three layers: long underwear and a light turtleneck as a base layer, a thick fleece sweater and pants for the mid-layer, and snow pants and jacket to cover everything up.
  • Don’t forget wool/fleece socks, gloves, goggles, and of course, underwear.
  • When you’re not on the slopes, you’ll want a hat and boots to stomp around. You’ll also want something to wear out to the bar on Friday and Saturday nights!
  • And, perhaps most importantly, don’t get caught without a bathing suit for the hot tub!

How do we communicate with other travelers on the trip?

We’ve got that covered! TWC uses a group communication app called GroupMe, which you can download here. The week of the trip, we’ll send out an invitation to the group itself. Here you’ll be able to post selfies by the hot tub, find other TWCers for meals, coordinate mountain runs, and more. Heads up: while this communications platform is magical, it loves to suck up phone batteries. If you need to turn notifications off temporarily, here's a blog post that explains how to do that. 




THE SCHEDULE (All optional, all encouraged!)

Friday, February 19

  • 4pm Board the buses, grab your TWC swag, head to the mountain!
  • 8pm Arrive at Sugarloaf, check in to your room, collect any lift tickets & rental cards
  • 9pm - 1am Mingling and dancing at The Rack, just a brief shuttle ride down the road

Saturday, February 20

  • 8am Lifts open, breakfast
  • 10am Group heads to Outdoor Center for cross country skiing, snowshoeing, and ice skating.
  • 8 - 4pm Ski/Board/Ice Skate/Hot Tubs
  • 3 - 5pm Apres Ski Drinks at Shipyard Brewhaus
  • 6 - 8pm Dinner on your own
  • 9pm - 1am GQB #2 at The Widowmaker

Sunday, February 21

  • 8am Lifts open, breakfast
  • Before 11am Check out of resort, store your belongings in Carrabasett Room, 2nd Floor
  • 8 - 4pm Ski/Board/Ice Skate/Hot Tubs
  • 2 - 3:30pm Apres Ski Drinks at Widowmaker
  • 4pm Buses leave for Boston