🎿⛷️🏔️
✅ Confirmed & Booked

It's Booked

Two Trails · Telluride, CO
10 DILFs · 4 Nights · Feb 3–7, 2027
📅 Feb 3–7, 2027 📍 Mountain Village, CO 🎿 Ski-in / ski-out 👥 ~10 Legends ✈️ Ed’s flights booked
The House

Two Trails is locked in.

Decision made, house confirmed. Ski-in/ski-out on the Sundance run, sauna and steam room, pool table, hot tub.

✈️ Ed’s flights are booked too — confirmed 27 September 2026. The airline, routing and fare aren’t recorded here, so ask him rather than assuming anything from the research further down. Nothing is recorded either way about anyone else’s flights — everyone books their own.

The one dated item left is the house balance, due ~5 Dec 2026. The ground transfer from Montrose still needs booking.

~$2,033 / person

~$20,333 total · 4 nights
at 10 people

Where We're Staying

🏔️ Two Trails

Two Trails

✅ BOOKED · GO BIG
6Bedrooms
12Sleeps up to
6,300Sq Ft
✅Ski-in/out

📍 Mountain Village — direct access to the Sundance ski run.

SaunaSteam RoomSpaPool Table Hot Tub2 FireplacesSki-in/Ski-out
~$20,333 ≈ $2,033 / person @ 10 · 4 nights, Feb 3–7

Booked direct with Exceptional Stays. Ski-in/ski-out is what makes a half-day of skiing on the Sunday departure possible — see the return flights below.

View the house →
— days left

💵 House balance due ~5 Dec 2026

50% of the rent went in at booking. The remaining ~50% falls due 60 days before the 3 Feb arrival — about ~$1,016 per person at 10. Cancel inside that window and nothing is refunded.

✈️ Flights: Ed’s are booked. The old 30 Sept / 15 Oct flight-shopping deadline no longer applies.
Getting There

✈️ Flights — EWR ⇄ Montrose (MTJ)

Plan on connecting through Denver. The seasonal EWR→MTJ nonstop remains on the winter 26/27 map. The published schedule changes it to weekly service from January but does not name the operating day. The 1 September exact-date check found no usable nonstop for 3 to 7 February. Treat it as unavailable unless United shows otherwise.

✈️ Flight status · 2 October 2026

Ed’s flights are booked (confirmed 27 September 2026). The airline, routing and fare are not recorded — ask Ed, and don’t read them off the options below. No one else’s flight-booking status is recorded here, either way.

⚠️ Everything in this section is research from 1 Aug, 1 Sept and 8 Sept 2026, kept for anyone who still has to book. The schedule notes are the published seasonal schedule, and every fare, screenshot and range below is a past observation or a planning estimate — not a live price. Price your own dates before you buy.

🔄 Schedule re-check · 1 September 2026

What changed since the 1 Aug research. The winter 26/27 Colorado Flights Alliance schedule is now published, so the biggest open question on this page is closed. Corrections:

  • The EWR→MTJ nonstop is not a usable option in the exact-date check. The seasonal schedule lists the route from 17 Dec 2026 to 27 Mar 2027 at "Daily / Weekly Jan". It does not name the weekly operating day. The 1 September check found no matching nonstop for the 3 to 7 February trip. The old "roughly 3× weekly" line was wrong and is removed.
  • LaGuardia is gone. LGA is not on the 26/27 nonstop list at all. This winter is 14 nonstops from 12 hubs on 5 airlines, down from 15 / 13 / 6 last winter (Breeze also paused its SNA route).
  • Delta via Atlanta is now confirmed for our days. ATL→MTJ runs daily, 19 Dec to 28 Mar, so it covers both the Wednesday out and the Sunday back.

Source: Colorado Flights Alliance / Montrose Regional Airport, 2026/2027 Winter Non-Stop Flight Schedule and coloradoflights.org/schedule, both retrieved 1 Sept 2026. That is the published seasonal schedule, not a date-by-date seat check: united.com could not be queried for 3 / 7 Feb from here. Before you write the nonstop off completely, spend 30 seconds pricing EWR→MTJ nonstop on those two exact dates on united.com. Everything below assumes it comes back empty.

🧾 Historical fare check · 8 September 2026 — and one reason not to write off the nonstop

A real fare screenshot turned up in the trip records, captured 2 August 2026. It is a flight-search result card for United, EWR ⇄ MTJ, and it shows two things worth knowing:

  • $670 round trip, marked down from $695. That is an actual price that was on screen for this route, not an estimate — see the fares section below.
  • The return leg was flagged Direct: MTJ 07:30 → EWR 15:18, 5h48m. The outbound on the same card was 1 stop via Denver (EWR 06:00 → MTJ 12:41, 8h41m).

⚠️ Read that carefully before anyone gets excited. The screenshot is cropped and does not show which dates were searched, and it was taken on 2 August — four weeks before the winter 26/27 schedule was published on 31 August. So it is not evidence that a nonstop exists on 3 or 7 February, and it is not a quote for our dates. What it is: hard evidence that a direct MTJ→EWR return was being sold on this route, which makes the 30-second nonstop check on united.com worth doing rather than skipping. We are not claiming to know why the nonstop did or did not appear on the exact-date check. Nobody has run that check for 3 / 7 Feb yet.

Also seen 8 Sept 2026: united.com's own month view advertises New York → Montrose from $359 round trip for Feb 2027. Treat that as a marketing lead-in price for the cheapest single seat in the whole month — not a fare for our dates and definitely not for ten seats together. Unverified for 3–7 Feb. No live date-by-date quote has been pulled from here.

🛫 Outbound — Wednesday 3 February 2027

A

The safe one

~8h34 elapsed · at the house ~14:15 MT
REALISTIC CHOICE
UA 670 · A321neo
EWR06:00
DEN08:16
3h 15m in Denver — essentially misconnect-proof
UA 1772 · A319
DEN11:31
MTJ12:34

Costs you a ~03:30 wake-up. Buys you a layover nothing short of a cancellation can break.

B

The sweet spot

Same arrival as A · two extra hours of sleep
REALISTIC CHOICE
UA 1758
EWR07:50
DEN10:06
1h 25m in Denver — thin for 10 people with checked ski bags in February
UA 1772 · A319
DEN11:31
MTJ12:34

Lands at the house at the same time as Option A. The whole trade is 2 hours of sleep against a layover with no slack in it.

C

The late one

At the house ~21:45 MT
RISKY
UA 577
EWR13:25
DEN15:48
3h 17m — but you're connecting onto near the last flight of the day
UA 1483
DEN19:05
MTJ20:10

⚠️ 19:05 is near the last DEN→MTJ of the day (~19:32). A misconnect here means an unplanned Denver overnight — for ten people.

D

Don't.

Nothing onward — forced overnight in Denver
NO
UA 407
EWR18:49
DEN21:18

There is no onward flight to Montrose. You'd be sleeping in Denver and losing the Thursday morning.

⚠️ The Denver layover rule

Anything under about 1h15 in February is a bad bet — de-icing queues, ground stops, and ten sets of checked skis to re-tag. The one mitigant: United is entirely on Concourse B at DEN, so it's a same-concourse connection. The walk isn't the risk. The bags are.

🛬 Return — Sunday 7 February 2027

✓

Recommended — the half-day

Ski to ~11:15 · leave Telluride 11:30 · MTJ by 12:45
TAKE THIS ONE
UA 352
MTJ13:30
DEN14:45
Then DEN → EWR in the evening (exact Feb-2027 times unconfirmed)

Lifts open 09:00, so this is a genuine half-day on the mountain — and it only works because the house is ski-in/ski-out. No transfer into town, no wasted hour.

↑

Too early

~05:00 departure from Telluride · zero skiing
UA 1003
MTJ07:15
DEN08:26

Home earlier, but you'd be leaving the house in the dark and skiing nothing on day four. Hard to justify.

↓

The greedy one

Full morning + lunch · lands EWR around midnight
UA 5673 · E175
MTJ15:25
DEN16:45

Maximum mountain time. Rough on anyone who works Monday.

🔁 Alternatives worth a price check

Other routings

  • Delta via ATL → best non-United backup. ATL→MTJ is daily for 19 Dec to 28 Mar (26/27 schedule), so it covers Wed 3 Feb and Sun 7 Feb. Pair it with any of the many EWR/JFK/LGA→ATL departures. Worth a real price check for ten seats, not just a glance.
  • American via DFW → DFW→MTJ is 1 to 3× daily year-round, so date risk is essentially zero and it is strong ex-JFK/LGA/PHL. It is a dogleg, so expect a longer elapsed time.
  • United via ORD or IAH → both are daily to MTJ for 17 Dec to 27 Mar. Useful if Denver is weathered in, and it keeps you on one ticket.
  • Denver has a second carrier → Southwest also flies DEN→MTJ 1 to 3× daily year-round alongside United's 2 to 4× daily. Handy as a same-day recovery option if a United connection breaks, even if the group ticket is on United.
  • LaGuardia → no longer an option. There is no LGA nonstop to MTJ this winter. Southwest does not serve EWR either.

🚗 Fly to Denver and drive?

  • No. 325–335 miles.
  • 6.5–7.5 hours each way.
  • Over mountain passes that can close in February.
  • You'd burn a day of the trip in each direction.

💵 Fares — historical, not live prices

Historical figures — read this before quoting anyone a number

These are figures from 8 September 2026 and earlier, not live prices. One was observed on screen; the rest were planning estimates. No live date-by-date fare for 3–7 February 2027 was ever pulled, and the fare Ed actually paid is not recorded here. Treat the whole block as history — if you still need seats, get your own quote.

$670OBSERVED pp round trip
United EWR ⇄ MTJ, screenshot 2 Aug 2026
historical · dates searched not visible
$550–700estimate · pp round trip
historical · if booked Sept 2026
$700–800estimate · pp round trip
central planning number
$900–1,100+estimate · pp round trip
if left until Dec / Jan

🗂️ $750pp was the planning number used before anyone booked — kept for the record, not as a quote. The $670 was a genuine on-screen price for this route, but it was a single seat on unknown dates, discounted from $695, and it is now months old. February peak and a ten-seat block both push the number up.

💳 Points — don't bother, pay cash

  • United is fully dynamic — there's no domestic award chart to arbitrage.
  • Premier Silver gets no award discount.
  • Ten saver seats in peak February, on A319 and E175 aircraft, is not realistic.
  • Chase UR is worth ~2.05¢ vs United miles at ~1.3¢ — transferring loses value on a fare pricing at 1.2–1.5¢/mile.
  • ✅ Better play: book cash through Chase Travel at 1.25–1.5¢.
Ground Transfer

🚐 Montrose → Telluride

75-minute drive. Good news on timing: Feb 3–7 falls outside every one of Telluride Express's 25% peak-surcharge windows (Dec 20–Jan 5, Jan 15–19, Feb 12–16). We're paying standard rates.

Per-person round trip, at 10 people

Private van — Mountain Limo, 10-pax$1,392 per vehicle. Cheapest option — if the gear fits.
~$139per person
Shared shuttle — Telluride Express / Let's Ride$74.75–80pp each way, all-in incl. airport access fee & gratuity.
~$170–190per person
Private van — Telluride Express, 10-pax$1,635 round trip per vehicle.
~$174per person
RECOMMENDEDPrivate van — Mountain Limo, 14-pax$2,448 round trip. Best product: everything fits, one vehicle, done.
~$245per person
Rental SUVs × 3Most cost and most hassle. See below.
~$240–270per person

🚨 The capacity trap — read this one

One 10-passenger van will not swallow 10 adults plus 10 ski bags, 10 boot bags and 10 duffels. Book the 14-pax, or a 10-pax van plus an SUV for gear. Confirm luggage capacity in writing when you book — this is the single most common way this goes wrong.

✅ Recommendation: private charter

It's the same money as the shared shuttle and categorically better — door to door, it waits for your flight, no strangers, no timetable. For a group of ten arriving together on one flight, this is not a close call.

🚗 Why not rental cars

  • February is the priciest rental month at MTJ — ~$99–180/day for a 4WD full-size.
  • Winter driving on CO-145 at the end of a travel day.
  • Paid parking in town is scarce.
  • The house is ski-in/ski-out — the cars would sit idle for four days.
  • The free gondola already links Telluride town and Mountain Village.

📞 Who to call

  • Telluride Express / Let's Ride — 888-315-8747. Ask about their 6+ group discount on the private rate.
  • Mountain Limo — the 14-pax quote above.
  • Telluride Car Service — (970) 775-8555.

Whoever you call: get the luggage capacity confirmed in the booking email.

What Happens Next

🎯 What’s left

The house is booked and Ed’s flights are booked. What’s still open: the house balance by ~5 Dec 2026, the ground transfer from Montrose, and your own flights, if you haven’t booked them. The flight material on this page is reference only.

🏢 Optional, if you still need seats: the United Group Travel Desk

Only relevant to anyone who hasn’t booked yet — how Ed booked his isn’t recorded. Ten-plus paying passengers qualifies, and it suits a part-booked group: you can hold a seat block at a fixed fare with a ~$50–200pp deposit, submit names as late as 72 hours before departure, and there’s usually at least one free name change.

⚠️ Third-party sources list the desk as +1-833-894-5333 — verify that number on united.com rather than trusting it from a blog.

⏳ Use the current exact-date schedule

  • The winter 26/27 Colorado Flights Alliance schedule is out (retrieved 1 Sept 2026), so the season shape is settled. Airlines still retime individual flights right up to departure.
  • If United retimes a flight after you've ticketed, a schedule change of more than 30 minutes entitles you to a free rebook.
  • So: waiting costs you seats. Booking early costs you nothing.

🛡️ Two things in your favour

  • US DOT 24-hour rule — free cancellation within 24 hours of booking. Use it to lock a fare while the group confirms.
  • Group desk deposit — holds the fare without full payment.
  • Headcount is very likely 10, not formally confirmed — both of the above are built for precisely that.

📋 The short version

  1. House — booked. Two Trails, 3–7 Feb 2027, through Exceptional Stays.
  2. Ed’s flights — booked (27 Sept 2026). Itinerary not recorded; ask him.
  3. House balance — due ~5 Dec 2026, ~50% of the rent, ~$1,016pp at 10.
  4. Ground transfer — still to book. A 14-person private charter MTJ ⇄ Telluride, with luggage capacity confirmed in writing.
  5. Your flights — your call, if not already done. Plan on connecting through Denver, don’t assume the nonstop, and reject a short connection or an overnight.
On The Mountain

🎫 Lift Passes & Getting Around

🎫 Lift Passes — Epic resort

  • ✅ Full Epic Pass — unlimited
  • ✅ Epic 4–7 Day Pass — works
  • ❌ Epic Local — NOT included
  • ❌ Ikon Pass — NOT included
  • ⚠️ Telluride needs a physical pass card — no mobile/app pass

🚡 Around town

  • The house is ski-in/ski-out on the Sundance run — boots on at the door.
  • The free gondola links Mountain Village and Telluride town.
  • No car needed for four days.
The Money

💰 Deposit Schedule — Now In Effect

These are the terms now running on the confirmed Two Trails booking (Exceptional Stays).

WhatTerms
Paid at booking50% of rent + tax
Balance dueBy ~Dec 5, 2026 (60 days before the Feb 3 arrival)
Cancellation, before ~Dec 5, 2026Refund minus the first night
Cancellation, inside 60 days❌ No refund
Payment methodMax $5,000 on credit card; balance by wire / e-payment / check
SecurityDamage insurance (up to $10K) in lieu of deposit, or a $3K–$10K hold

➡️ Per person at 10: ~$1,017 down, ~$1,016 on the balance. The ~Dec 5 date is now the balance deadline, not a decision deadline — the decision is made.

For The Record

📋 The houses we looked at

Ten houses were on the table before Two Trails got booked. Kept here for the record — and for whoever organises 2028.

The full shortlist — all 10 houses, cheapest first

Per-person figures assume 10 guys. Prices as researched at the time. BOOKED VALUE LUXE HEADS-UP

HouseTotal/personRooms / bedsSki accessThe take
6BR Mountain Village
—
$11,235$1,124 6BR / sleeps 10✅ 8min to gondola Cheapest. Dated, weak seating area.
Slopeside Villa
—
$13,215— 5BR / sleeps 9✅ ski-in SLEEPS 9Good reviews, but too tight for 10.
Spacious Cabin
InvitedHome
$14,322$1,432 6BR / 12 beds✅ 10min to gondola Good value & living space; tight kitchen.
Gold Hill
Exceptional Stays
$14,786$1,479 6–7BR / 11–12 beds✅ (AWD req.) VALUEBest value w/ real bedrooms. 7,400sqft — "needs TLC."
Stone & Timber
Exceptional Stays
$16,000$1,600 6BR / 10 beds150yd walk VALUEPool table, media room, good views.
San Sophia Manor
Exceptional / Executive Stays
$17,000$1,700 7BR / 10 beds❌ not ski-in/out LUXEGolf simulator! But you have to shuttle to lifts.
On the Run at Castellina
Exceptional Stays
$17,500$1,750 6BR / 10 beds✅ right on the run Solid all-rounder, 5,000sqft. Good kitchen/living.
Grandview Chateau at the Lorian
InvitedHome
$20,204$2,020 7BR / sleeps ~12Walkable to lifts Most bedrooms + best kitchen/living. Pool table. Walk (not true ski-in/out).
Two Trails
Exceptional Stays
$20,333$2,033 6BR / sleeps up to 12✅ Sundance run ✅ BOOKEDSauna + steam room, pool table, 6,300sqft. The "go big" house.
Bear Paw Manor
Exceptional Stays
$21,726$2,173 6BR / 10 beds✅ ski-in/out Priciest. Games room (pool/foosball/air hockey) + central oxygen, 7,000sqft.

↔️ Swipe the table sideways on a phone.

💡 Peter's note from the search: houses with >6 bedrooms are rare — bunk mattresses can be moved and doubling-up is fine (Chris Ford shared a room last year, no problem). So 6BR houses comfortably fit the crew.

How We Got Here

💬 The Crew's Take

Isaac Lebow

"You know my motto. Go big or go home." 👍

Peter Keith

"My favorite house is Two Trails — fits perfect under the 'go big' motto."

Peter Keith

"San Sophia Manor is next-level luxury (golf simulator!!). But not ski-in / ski-out."

Jon Klaff

"That's what she said." ❤️

Two Trails it is. 🎿

Still unconfirmed — treat these as open

Flight and transfer research carried out 1 August 2026. Flights re-checked 1 September 2026 (155 days before departure) against the now-published Colorado Flights Alliance / Montrose Regional Airport winter 2026/27 non-stop schedule. Fares and the nonstop question revisited 8 September 2026 (22 days before the booking deadline), adding the one real observed fare we have. Seasonal schedules are what an airline has filed, not seats it has confirmed for a given date, and they still move: price the exact dates before you commit ten people. Updated 2 October 2026: the house and Ed’s flights are booked, so the flight research above is kept as history for anyone still booking — no fresh fare check was run for this update.