✈️ Lawson Trip — Boston & Maine

Kate & Chris + Emily (10) & Nate (7) · Fri Sep 25 – Thu Oct 1, 2026 · 6 nights
💲 Live fares last refreshed: never — run the refresh

Where we'll be — at a glance

Color = where you sleep that night. Sun & Tue are travel days between bases.

Fri
Sep 25
Boston
🏨 Hotel Commonwealth · Night 1
✈️ Land 6:47 PM · dinner w/ Steve
Sat
Sep 26
Boston
🏨 Hotel Commonwealth · Night 2
⚾ Aquarium + Museum · Red Sox 7 PM
Sun
Sep 27
Ogunquit
🏨 The Meadowmere · Night 3
🚗 via Salem (day stop)
Mon
Sep 28
Ogunquit
🏨 The Meadowmere · Night 4
🏖️ Ogunquit / Kennebunkport
Tue
Sep 29
Bar Harbor
🏨 BW Acadia Park Inn · Night 5
🚗 drive north · 🧌 Botanical Gardens trolls
Wed
Sep 30
Bar Harbor
🏨 BW Acadia Park Inn · Night 6
🌊 Tide pools ~6:45 AM · 🏔️ Acadia day
Thu
Oct 1
Fly home
🚗 Bar Harbor → Bangor (BGR)
✈️ United 4702 · 4:43 PM
Boston · Fri–Sat Salem · Sun stop Ogunquit · Sun–Mon Portland / Camden · Tue stops Bar Harbor · Tue–Thu Bangor · fly home 🍴 Eats
Tap any big dot to open & highlight that day on the timeline. Small dots are things to do along the way; purple dots are restaurants. Scroll over the map to zoom, drag to pan.
Fri25 Arrive Boston FLY IN 🏨 Commonwealth Hotel · Night 1
🏨 The Commonwealth Hotel, Boston Fri night — booked ✓
Flight: ✈️ Delta 2816 ✓ · nonstop · ORD 3:00 PM → BOS 6:47 PM · conf HJCSUR · seats row 25 (B/C/D/E).
Plan: Land ~6:47 PM, head to the hotel & check in, then a late dinner with Steve & his wife near Kenmore (~8:30).
Sat26 Boston ⚾ GAME DAY Aquarium + Museum of Science · Red Sox 7 PM · Night 2
🏨 The Commonwealth Hotel, Boston Sat night — booked ✓ · with the Red Sox game package
👨‍👩‍👧‍👦 Morning — everyone together
  • 🐠 New England Aquarium Whole group (Kate, kids, Chris, his brother + 2 more). Rope-drop the 9 AM open — Giant Ocean Tank, penguins, seals (~2 hrs). Busiest midday, so go early · timed entry, book ahead
  • 🦞 then lunch at James Hook & Co. ~10-min walk from the Aquarium — classic harbor-side lobster roll at outdoor tables over the water. Casual, kid-easy, great value. After lunch the group splits.
👩‍👦‍👦 Then: Kate + Emily & Nate — no clock
  • 🔬 Museum of Science Just you & the kids — ~10-min Uber from James Hook. Afternoon anchor — hands-on exhibits, dinosaurs, catch an afternoon Lightning Show. Stay as late as you like · tickets

🚕 Uber back to the hotel whenever you're done. Ducks dropped — this is a full, easy day. Early dinner near Kenmore after.

🧢 Chris + brother + 2 (game crew)
  • AM — 🐠 Aquarium + 🦞 James Hook lunch with Kate & the kids
  • ~1 PM — back to the hotel to get ready
  • 4:00 PM — pre-game plans
  • 7:00 PM — 🔴 Red Sox vs Cubs · Fenway Park

Fenway's a short walk from the hotel — easy to split off after lunch and regroup after the game.

Sun27 Boston › Salem › Ogunquit DRIVE + STOP 🏨 Meadowmere Resort, Ogunquit · Night 3
🏨 The Meadowmere Resort, Ogunquit ME Itin #73475337018086 · check-in from 4 PM
Late-Sept note: Salem's Haunted Happenings is ramping up — fun decorated streets, but weekend crowds & prices climb. Book any timed-entry spots ahead and watch the clock for the 4 PM check-in.
Mon28 Ogunquit & southern coast EXPLORE 🏨 Meadowmere Resort · Night 4
🏨 The Meadowmere Resort, Ogunquit ME Itin #73475337018086
Plan: Beach-town day. Marginal Way cliff walk, Perkins Cove, Ogunquit Beach, Nubble Light at York — or a short hop up to Kennebunkport. Relaxed day before tomorrow's long drive north.
Tue29 Ogunquit › Bar Harbor BIG DRIVE 🏨 Best Western Acadia Park Inn · Night 5
🏨 Best Western Acadia Park Inn, Bar Harbor ME Itin #73475368210037 · check-in from 4 PM
🚙 ~200 mi · ~4 hr 30 min driving + Gardens stop
Plan: Make Coastal Maine Botanical Gardens (Boothbay) the centerpiece — hunt the 5 giant Thomas Dambo trolls on the woodland trails + the kids' garden. ~2.5–3 hrs; ~25-min detour off Rt 1 at Wiscasset; open daily thru Oct 19, ~$70/4. On the way up, grab a quick Portland Head Light photo or Old Port bite, and Wiscasset = Red's Eats lobster roll if open (Wed–Sun in fall).
  • ~8:30 AM — leave Ogunquit (quick Portland Head Light / lunch optional)
  • ~10:30 AM–1:30 PM — 🧌 Coastal Maine Botanical Gardens + troll hunt + lunch
  • ~1:30 PM — 🚗 ~2½ hr on to Bar Harbor
  • ~4:00 PM — Best Western Acadia Park Inn check-in
Longest driving day — start early. An ~8:30 departure leaves plenty of time for the Gardens and still gets you to the Acadia Park Inn by the 4 PM check-in. Wear real shoes — the troll hunt is a 3-mi woodland walk.
Wed30 Acadia National Park PARK DAY 🏨 Best Western Acadia Park Inn · Night 6
🏨 Best Western Acadia Park Inn, Bar Harbor ME Itin #73475368210037
  • 🌊 Wonderland tide pools — early start! Low tide 7:06 AM · be there ~6:45 AM. It's ~35 min to the SW side of the island, so leave the hotel ~6:05. Sunrise ~6:30, so you'll have light. Easy 1.4-mi walk to rocks full of starfish, urchins, crabs & anemones. (Ship Harbor next door is another good pool spot.)
  • 🚗 Park Loop Road Scenic spine — Sand Beach, Thunder Hole, the cliffs in one drive
  • 🥐 Jordan Pond House Famous popovers + flat pond loop for the kids
  • 🌅 Cadillac Mountain Drive to the summit; sunrise needs a vehicle reservation
  • 🚎 Oli's Trolley park tour Narrated loop with photo stops — skip the driving & parking
  • 🐋 Bar Harbor Whale Watch ~3 hr catamaran to whales & puffins; book ahead, dress warm
  • 🎖️ Junior Ranger Free booklet + badge, perfect for 7 & 10
  • 🍦 Bar Harbor town Shore Path + ice cream in the evening
Thu1 Bar Harbor › Bangor › Home FLY OUT Drop car at BGR · United 4702 home, 4:43 PM
✈️ United 4702 · BGR 4:43 PM → ORD 7:00 PM · nonstop booked ✓ — conf H74F6W
🚙 ~48 mi · ~1 hr
Plan: Check out by 11 AM and drive to Bangor (~1 hr). The flight isn't until 4:43 PM, so there's a real chunk of the day to fill — the Cryptozoology Museum (490 Broadway) and the 31-ft Paul Bunyan are both in Bangor. Drop the SUV around 2:30 PM and be at BGR by 3 PM.
Trip logistics — tap to open
🚙 Driving legs
  • BostonSalem
    Sun · 10:30 AM pickup, day in Salem
    ~17 mi · 0h30
  • SalemOgunquit
    Sun · late afternoon → 4 PM check-in
    ~55 mi · 1h00
  • OgunquitBar Harbor
    Tue · break in Portland / Freeport / Camden
    ~190 mi · 3h30
  • Bar HarborBangor (BGR)
    Thu · leave airport buffer for car drop
    ~48 mi · 1h00
~310 miles total — the bulk is Tuesday's leg, the one to plan stops around.

Things to do — family of 4 (ages 7 & 10)

BOSTON Fri eve – Sun AM

  • 🐠New England Aquarium4-story Giant Ocean Tank (turtles, sharks, reef), penguin colony + feedings, seals, touch tank. ~2 hrs · ~$114 for your 4 · timed entry — book ahead · opens 9 AM · 12 min from the hotel. Ideal Sunday-morning stop on the way out to Salem.
  • 🦕Museum of Science700+ hands-on exhibits, dinosaurs, the lightning show. Easy half-day.
  • Fenway Park TourWalk the Green Monster; you're staying right there.
  • 🦆Boston Duck ToursAmphibious WWII vehicle, land + splash into the Charles. Kids love it.
  • 🚶Freedom Trail + Public GardenFollow the red line past Revolution sites; ducklings statue.
  • Boston Tea Party Ships & MuseumCostumed-guide tour, board a replica ship & throw the tea overboard. ~1 hr · timed-entry reservation required · tickets.
  • USS Constitution & Museum"Old Ironsides," the Navy's oldest commissioned ship, in Charlestown. Museum is pay-what-you-can, open daily 9–6 · pairs with a harbor ferry ride.

Right around the hotel (optional / easy):

  • 🪧CITGO SignIconic glowing Kenmore landmark — a 1-min look-up from the hotel. Free. (Was being relocated within the square in late 2025 — confirm it's back up.)
  • 🌳Charles River EsplanadeRiverfront park ~10-min walk — paths, a playground, pretty fall light. Free, anytime. Great post-dinner energy-burn.
  • 🌐The MappariumWalk inside a 3-story stained-glass globe with a wild whisper effect. ~45 min, ~$10/adult, 15-min walk. A hidden-gem kid hit.
  • 🖼️Museum of Fine ArtsMummies, armor, Impressionists. Kids 17 & under FREE, 12-min walk. (Wed after 5 PM = pay-what-you-wish.)
  • 💐Isabella Stewart Gardner MuseumA Venetian palazzo around a glass-roofed flower courtyard. Under-18 free; next to the MFA.
  • 🧱LEGOLAND Discovery Center~15 min, Somerville — indoor LEGO playground (MINILAND Boston, 4D cinema, ride, build zones). Right in the 7–9 sweet spot. ~$95/4, daily 10–5.
  • 🦍Franklin Park Zoo~20 min — gorillas, giraffes, Australian outback + kids' zone & carousel. Half-day, ~$80/4, daily 9–5.
  • 🎠Greenway Carousel + North End cannoli~20 min — waterfront carousel ($4/ride), then walk 10 min into the North End for Mike's vs Modern cannoli. Cheap & delightful.
  • 🦖Harvard Museum of Natural History~15–20 min, Cambridge — the famous Glass Flowers, dinosaurs, a whale skeleton & giant crystals. Far fewer crowds than downtown. ~$50/4.

SALEM Sun PM

SOUTHERN MAINE Ogunquit / York · Sun–Mon

  • 🌅Marginal Way Cliff Walk1.25-mi paved path along the ocean cliffs to Perkins Cove. Free, dramatic, easy with kids.
  • 🦞Finestkind lobster-hauling cruiseA real lobsterman pulls traps off Perkins Cove; kids hold live lobsters. ~75 min — book ahead.
  • 🚤New England EcoAdventures RIB rideFast Coast-Guard-style inflatable past lighthouses & harbor seals (Kennebunkport). Big thrill.
  • 🗼Cape Neddick "Nubble" LightPicture-perfect island lighthouse + ice cream across the road (York).
  • 🐠Seacoast Science Center~20 min south in Rye, NH — touch tanks & oceanfront park. ~90 min, ~$55/4. Open Wed–Sun (closed Tue) — do it on the drive down.
  • 🎡York's Wild KingdomYork Beach, ~10 min off Rt 1 — small zoo (tigers, bears, lemurs) + classic rides. ⚠️ Season may end mid/late-Sept — call 207-363-4911 to confirm.
  • 🏖️Footbridge BeachRight by the hotel — quieter north end of Ogunquit's beach, over a wooden footbridge (~10-min walk). Free; lifeguards off by mid-Sept.
  • 🚎Ogunquit TrolleyNarrated open-air loop — beaches, Perkins Cove, museum. Stops by the hotel; ~$3/ride. Runs daily thru Oct 15 — skip the beach-parking hassle.
  • 🖼️Ogunquit Museum of American ArtSmall museum on 3 oceanfront acres — sculpture gardens + cove views (the real draw). Under-12 free, 10-min walk. Open daily thru Nov 12.
  • 🌾Wells Reserve at Laudholm~10 min N in Wells — easy trails through marsh & meadow to the beach on a historic farm. Trails free, ~$5 parking. Quiet nature walk.
  • 🏘️Strawbery Banke + Portsmouth NH~25 min — 10-acre living-history village with costumed interpreters, plus Portsmouth's gorgeous walkable Market Square & waterfront Prescott Park. Great half-day. ~$67/4, closed Tue.
  • ⛰️Mount Agamenticus~20 min, York — drive most of the way up, then an easy 1.6-mi loop to big 360° summit views. ~$2/hr parking. Best Sunday (hunting season).
  • 🍯Stonewall Kitchen Flagship~20 min, York — big specialty-food store + café with tons of free tastings. Fun quick stop; pairs with Mt. Agamenticus.
  • 🏖️Goose Rocks Beach~30 min, Kennebunkport — 3 mi of unspoiled barrier-beach sand, gentle waves, sand-dollar hunting. Quiet in late Sept. Day parking pass required.

PORTLAND / MIDCOAST Tue drive

  • 🌊Portland Head LightMaine's iconic lighthouse at Fort Williams Park — playground, tide pools, grassy grounds. Free.
  • 🦞Lucky Catch lobster cruiseHaul real traps in Casco Bay; they buy back your lobster. 80-min kid favorite.
  • 🚂Maine Narrow Gauge Railroad40-min narrated vintage-train ride along Casco Bay from the Portland waterfront. ~$10.50 kids / $16.50 adults · buy tickets. The easy "do a train" stop.
  • 🧒Children's Museum & Theatre of MaineIndoor backup if it rains.
  • 🍦Old PortCobblestone streets, ice cream, easy strolling & dinner.
  • ⛰️(Camden) Mt. Battie Auto RoadDrive to the summit for Penobscot Bay foliage views; then Camden Harbor.
  • 🦌Maine Wildlife Park⭐ Top pick. Walk-through native-wildlife park in Gray (right off I-95, ~20 min N of Portland) — moose, black bears, lynx, eagles up close. Open daily, ~$35/4, ~2 hrs. Cash only.
  • 🧌Coastal Maine Botanical Gardens Hunt 5 giant hand-carved Thomas Dambo trolls on woodland trails + a kids' garden (Boothbay, ~25-min detour). Open daily thru Oct 19. ~$70/4, 3+ hrs.
  • 🚂Boothbay Railway VillageRide a real narrow-gauge steam train around a 19th-c. village + antique cars. Open Tue–Sun thru Oct 11. ~$46/4, ~1.5 hrs. Pairs with the Gardens (5 min away).
  • 🏰Fort Knox & Penobscot Narrows Observatory⭐ Right on Rt 1 (Bucksport) — zero detour. Explore a granite Civil War fort (tunnels, spiral stairs) + a glass elevator up a 420-ft bridge tower for huge river views. Open daily thru Oct 31. ~$28/4.
  • 🍫Lenny the Chocolate MooseRoadsideAmerica find — a life-size moose sculpted from ~1,700 lbs of solid chocolate, standing in the Len Libby Candies ice cream shop in Scarborough (just south of Portland). Get a cone too.
  • 🥾Giant L.L. Bean BootRoadsideAmerica find — a 16-ft-tall Bean Boot (size 410!) out front of the 24/7 Freeport flagship. Free photo op; pairs with the Desert of Maine.

ACADIA / BAR HARBOR Tue – Wed

  • 🚗Park Loop RoadThe scenic spine — Sand Beach, Thunder Hole & the cliffs in one drive.
  • 🏖️Sand Beach + Thunder HoleToes in the cold Atlantic; the "hole" booms loudest ~1.5 hr before high tide.
  • 🥐Jordan Pond HouseFamous warm popovers + jam on the lawn; flat pond loop for the kids.
  • 🌅Cadillac MountainDrive to the summit; sunrise needs a vehicle reservation (first U.S. sunrise in fall).
  • 🚎Oli's Trolley — Acadia Park TourFully narrated 2.5- or 4-hr loop with photo stops at Cadillac, Thunder Hole, Sieur de Monts & Jordan Pond — no driving/parking hassle. The "let-someone-else-drive" tour.
  • 🐋Bar Harbor Whale WatchFast catamaran out to the whales, puffins & lighthouses. ~3–3.5 hrs · runs through Sept · book ahead. Dress warm.
  • 🤿Diver Ed's Dive-In TheaterLive underwater-camera boat — the #1 kid hit here. Confirm late-Sept sailings.
  • 🪶Abbe MuseumSmithsonian-affiliate Wabanaki (Native Maine) art & history in downtown Bar Harbor. Quiet indoor option / rainy-day pick.
  • 🎖️Junior Ranger ProgramFree booklet + badge; perfectly pitched for 7 & 10.

In & around Bar Harbor town (optional / easy):

  • 🚶Shore Path & Agamont ParkFlat 1.75-mi oceanside walk from the town pier past grand cottages & harbor views. Free, anytime. Easy morning/evening stroll.
  • 🌊Bar Island Land BridgeAt low tide a gravel bar appears and you walk to Bar Island. ⚠️ Window ≈1.5 hrs each side of low tide — check the Sep 29–30 chart or you'll be stranded ~9 hrs. Free.
  • 🦴Dorr Museum of Natural HistoryMaine wildlife mounts, marine-mammal skeletons & a whale skull, at College of the Atlantic. ~1 hr, donation. Check day-of-week hours.
  • 🍦Ben & Bill's Chocolate EmporiumDowntown fudge, candy & ice cream — including dare-worthy lobster ice cream. Fun walkable evening stop.
  • Pirate's Cove Adventure GolfPirate-themed mini golf on Rt 3, ~½ mi from the hotel. ~$50/4, open thru mid-Oct. Effortless kid hour.
  • 🚲Eagle Lake carriage-road bike loopFlat 6-mi car-free loop on Acadia's crushed-stone carriage roads — stone bridges & lake views. Rent bikes downtown (~$80–120/4). One of Acadia's best.
  • 🌸Asticou Azalea & Thuya Gardens~20–25 min, Northeast Harbor — two beautiful gardens 2 min apart (Japanese-style Asticou + hilltop Thuya). Peak fall color, $5 pp donation.
  • 🚨Bass Harbor Head Light~25–30 min — Maine's most photogenic lighthouse on pink-granite ledges; short trails + rock scrambling. Free. Go AM (small lot).
  • 🦞Oceanarium & Education Center5–10 min, Trenton — hands-on: hold lobsters, sea stars & crabs + a lobster hatchery tour. ⚠️ Wed–Sun 1–5 only — Tue closed, so do it Wed (Sep 30) PM.
  • 📷Somesville Historic Footbridge~20 min — the most-photographed white arched footbridge in Maine in a postcard village. Free 20-min stop; pairs with Bass Harbor / the gardens.

🚌 The free Island Explorer bus runs thru ~mid-Oct and links the hotel to downtown — use it; parking in town is a pain.

BANGOR Thu — fly-home day

  • 🦶International Cryptozoology MuseumRoadsideAmerica find — Bigfoot, Nessie, Mothman & the Mongolian Death Worm. The only museum of its kind — a hit with curious kids. Relocated from Portland to Bangor (490 Broadway) in 2026, so it's now a fly-home-day stop.
  • 🪓31-Foot Paul BunyanRoadsideAmerica find — a giant lumberjack statue (the very one Stephen King brought to life in IT). Perfect quick photo stop before dropping the car at BGR.
  • 🦇Stephen King's HouseRoadsideAmerica find — the famous red Victorian with the wrought-iron bat & spiderweb gate. A slow drive-by only (it's a private home); fun for the grown-ups.
  • 😱Weird Water Tower from ITRoadsideAmerica find — the Thomas Hill Standpipe, said to be the inspiration for the standpipe in Stephen King's IT. For the fans.

Where to eat — local gems, lobster & great value

Late-Sept note: most spots are still open in shoulder season, but a few seasonal shacks run reduced fall hours — call-ahead flags are noted. 💲=cheap · 💲💲=moderate · 💲💲💲=splurge.

BOSTON Fri–Sat · Kenmore/Fenway

  • 🦞Eventide Fenway💲💲 · ~10-min walk — the famous brown-butter lobster roll on a bao bun + chowder & oysters. Counter-service with a "Lil' Shuckers" kids menu. Open year-round.
  • 🦪Row 34 — Kenmore💲💲 · 5-min walk — top oyster program, fried clams, lobster roll. Polished but family-OK. Sat lunch from 11:30.
  • James Hook & Co.💲💲 · 15-min ride — Boston's no-frills waterfront lobster institution since 1925. Classic cold lobster roll at outdoor harbor tables. Best casual lunch.
  • 🍱Time Out Market Fenway💲💲 · 12-min walk — 15+ vendors under one roof; everyone picks their own (pizza/burgers for the kids, something nicer for you). No-reservation easy dinner.

SALEM Sun lunch

  • 🍲Turner's Seafood at Lyceum Hall💲💲💲 — Salem's top seafood: chowder, oysters, lobster bisque, in a grand 19th-c. hall. Sit-down; good for 7+. Open year-round.
  • 🍳Ugly Mug Diner💲 — the easy, beloved local diner — chowder, crab-cake sandwich, big breakfasts. Best low-pressure family lunch. Open year-round.
  • 🥪Red's Sandwich Shop💲 — Salem's classic breakfast/lunch institution in a 1698 building. Hearty, cheap, full of locals. Great if you arrive hungry — expect a weekend line.
  • 🛸Flying Saucer Pizza Co.💲💲 — sci-fi-themed pizzeria with nerdy named pies + build-your-own; nut-free kitchen, GF crust. A big hit with kids.
  • 🦞Finz Seafood & Grill💲💲 — Salem's best harbor-view seafood on Pickering Wharf — chowder, oysters, fresh fish, plus easy kid options. The view spot.
  • 🍬Ye Olde Pepper Companie💲 — America's oldest candy company (1806). Grab the original Salem Gibralters & Blackjacks — fun, quick treat stop for the kids.

OGUNQUIT / KENNEBUNK Sun–Mon

  • 🦞Barnacle Billy's⭐ The view spot. 💲💲 — wraparound deck over the lobster boats at Perkins Cove; steamed lobster, roll on a buttered bun, fried clams. Counter-service, burgers for picky eaters. Open through ~Oct — confirm.
  • 🥪The Clam Shack — Kennebunk 💲💲 — routinely named one of Maine's best lobster rolls (¼ lb, simply dressed). Tiny walk-up window on the bridge. Open thru mid-Oct.
  • 🦞Nunan's Lobster Hut — Cape Porpoise💲💲 · cash only — classic show-up-at-5 lobster-dinner tradition. Open 5 PM nightly thru Oct 17.
  • 🍤The Lobster Shack at Perkins Cove💲💲 — the lower-key, lower-cost shack right next to Billy's. Pick one for the cove lobster meal.

DRIVE NORTH Tue · Rt-1 midcoast

  • 🦞Red's Eats — Wiscasset⭐ Legendary. 💲💲💲 — a whole lobster's worth of meat piled on a bun. Roadside window; expect a line. ⚠️ Fall hours are Wed–Sun — your Tue may miss it; call (207) 882-6128.
  • 🗼Bite Into Maine — Cape Elizabeth⭐ Best view. 💲💲 — food truck at Fort Williams with Portland Head Light right there; 6 lobster-roll styles. Open thru Nov. (Great Red's backup.)
  • 🚢Luke's Lobster — Portland Pier💲💲 — the gold-standard classic Maine roll, eaten dockside by working boats. Open year-round.
  • 🦪Damariscotta River Grill💲💲 — prized Pemaquid oysters from the river out the window; pretty midcoast town. Early dinner (from 3 PM). Confirm hours.

BAR HARBOR / ACADIA Tue–Wed

  • 🦞Trenton Bridge Lobster Pound⭐ Top pick. 💲💲 — lobster boiled in seawater over wood fires as you watch; you pass it driving in. Picnic tables on the water. Open thru Columbus Day.
  • 🥐Jordan Pond House⭐ Must-do. 💲💲 — warm popovers + jam on the lawn with mountain-and-pond views since the 1890s. Reserve ahead. Open thru late Oct.
  • 🎪Bar Harbor Lobster Pound💲💲 — string-lights, lawn games, full lobster dinners. Festive & very kid-friendly. Open thru Oct.
  • 🚤Thurston's Lobster Pound — Bass Harbor💲💲 — often called MDI's best pound, on a working dock — but ~30–35 min across the island. Worth it if you have the energy.

⚠️ Stewman's Lobster Pound (on many lists) is permanently closed — don't plan on it.

BANGOR Thu · fly-home

  • ✈️BGR terminal café💲 — post-security café with blueberry muffins, coffee, even a lobster roll. The stress-free pre-flight option with kids.
  • 🍳Tailwinds Grille — Bangor Aviator Hotel💲💲 — proper hot breakfast near the airport if you have 45–60 min before TSA.

Trip budget

🔒 This page is password-protected — enter the password to view the budget.

Confirmed bookings

The Meadowmere Resort — Ogunquit CONFIRMED

Itinerary #73475337018086
Address74 Main Street, Ogunquit, ME 03907
Check-inSun, Sep 27 — from 4 PM (ends midnight)
Check-outTue, Sep 29 — by 11 AM
Room2 Queens, Seagrass · booked for Kate Lawson
Guests2 adults on reservation — kids are fine (2 queens, sleeps 4)
DepositPaid at booking
Due at check-inBalance due Sep 27 (amount in 🔒 Budget)
CancelFee before 4 PM Sep 22; after = night 1 + tax
NoteContact property ≥24 hrs before arrival for check-in; call if arriving after 9 PM. Min age 21.

Best Western Acadia Park Inn — Bar Harbor CONFIRMED

Itinerary #73475368210037
Address452 State Highway 3, Bar Harbor, ME 04609
Check-inTue, Sep 29 — from 4 PM
Check-outThu, Oct 1 — by 11 AM
RoomSuite, multiple beds · fridge & microwave · full breakfast
Guests2 adults + 2 children
PaymentPrepaid — collected by Expedia
CancelFree until 4 PM, Sep 26
NoteFront desk 6 AM–9 PM. Min check-in age 18.

Hotel Commonwealth — Boston BOOKED ✓

Fri 9/25Extra night — booked ✓ (from trip budget)
Sat 9/26Booked ✓ — Red Sox game package (paid separately)
NeighborhoodKenmore / Fenway — steps from Fenway Park
NoteRed Sox package is non-cancellable once booked.

Flight out — Chicago › Boston BOOKED ✓

Airline / #Delta DL 2816 · nonstop · Delta Main (Classic)
DateFri, Sep 25, 2026
DepartChicago O'Hare (ORD) — 3:00 PM
ArriveBoston (BOS) — 6:47 PM
Confirmation #HJCSUR
SeatsRow 25 together — Chris 25B · Kate 25C · Emily 25D · Nate 25E

Flight home — Bangor › Chicago BOOKED ✓

Airline / #United UA 4702 · nonstop · United Economy (T) · operated by SkyWest dba United Express
DateThu, Oct 1, 2026
DepartBangor (BGR) — 4:43 PM
ArriveChicago O'Hare (ORD) — 7:00 PM
Confirmation #H74F6W
SeatsRow 22 together — Nate 22A · Kate 22B · Chris 22C · Emily 22D
Total$865.60 — $216.40 × 4 · Visa ••4219 · purchased Jul 13, 2026
Bags1st checked bag $50 · 2nd $60 (not included)
CancelNonrefundable — free cancel within 24 hrs of purchase (by Jul 14)

Rental SUV — Enterprise BOOKED ✓

CompanyEnterprise · 617-449-7362
Confirmation #1694894384
Itinerary #73500394892013 (Expedia)
VehicleStandard SUV — Chevrolet Equinox or similar · 5 passengers · automatic · A/C
DriverChristopher Lawson
Pick upSun, Sep 27 — 10:30 AM
Enterprise, 200 Stuart St (5th & 6th floor), Boston 02116
Downtown — not Logan. Sunday hours 9 AM–12 PM.
Drop offThu, Oct 1 — 2:30 PM
Enterprise, 299 Godfrey Blvd, Room 117, Bangor 04401
On the Bangor airport grounds — walking distance to the terminal.
Total$514.55 — $458.39 rental + $56.16 taxes & fees
PaymentPay at pick-up — nothing charged yet
CancelFree cancellation
One KeyEarns $10.29 OneKeyCash after the rental
💵 Heads-up: The Meadowmere has a balance due at check-in (Sun 9/27) — the amount's in the 🔒 Budget tab. Everything else lodging-wise is prepaid.
🚗 Pickup moved downtown: The SUV is not at Logan — it's the Enterprise office at 200 Stuart St, about 2 miles from Hotel Commonwealth. Check out Sunday morning and take a short rideshare or the Green Line over; you never go back out to the airport. Note the counter's Sunday hours are 9 AM–12 PM, so the 10:30 AM pickup has a narrow window — don't be late.
✅ Car drop timing — solved: The 2:30 PM Thursday drop at the Bangor airport counter lines up with the 4:43 PM flight, and you return the car right where you fly out of. That leaves Thursday morning free for the Cryptozoology Museum and Paul Bunyan in Bangor.

Still to book

Cadillac Mountain sunrise — vehicle reservation TO BOOK

WhatAcadia NP Cadillac Summit Road vehicle reservation — required to drive up for sunrise
Whererecreation.gov (small per-vehicle fee, separate from park admission)
WhenSunrise morning in Bar Harbor —
Confirmation #
Slots are limited and go fast — check recreation.gov for the release window and set a reminder. This is the last thing standing between you and a fully booked trip.
✅ All travel is booked. Both flights, all three hotels and the Enterprise SUV are confirmed. Only the Cadillac Mountain sunrise reservation is left.
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Booking checklist

Flights — live fares from Google Flights (auto-updated)

OUTBOUND Chicago → Boston

Fri Sep 25, 2026 · ORD → BOS · nonstop, one-way · evening (~4–8 PM) · 2 adults + 2 kids · standard Main Cabin Economy (NOT Basic) · total for all 4
✅ BOOKED — Delta 2816, 3:00 PM → 6:47 PM, conf HJCSUR. Live fares below are reference only now.
No live data yet — run “Update Trip Prices”.
Avoid Basic Economy — Delta Basic, United Basic, American Basic and JetBlue Blue Basic all block free advance seat selection, so a family of 4 gets scattered. When booking, choose Main Cabin / standard Economy (on Google Flights set Filters → Bags & fare type).
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RETURN Bangor → Chicago

Thu Oct 1, 2026 · BGR → ORD · one-way · 2 adults + 2 kids · standard Main Cabin Economy (NOT Basic) · total for all 4
✅ BOOKED — United 4702, 4:43 PM → 7:00 PM nonstop, conf H74F6W · $865.60 for all 4. Live fares below are reference only now.
No live data yet — run “Update Trip Prices”.
Booked the nonstop United Express run — no connection, and it beat the morning options on total travel time. The trade-off is a late-afternoon departure, so Thursday stays open for Bangor stops.
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Lowest logged:
🔄 Fares pull from Google Flights via the launcher and the daily background task. Say “refresh my trip prices” to update on demand.

Rental car — Boston → Bangor (one-way SUV)

CAR Enterprise · Standard SUV BOOKED ✓

✅ Booked — Enterprise, confirmation 1694894384, $514.55 total, pay at pick-up. Standard SUV (Chevy Equinox or similar), reserved for Christopher Lawson, free cancellation. Full details on the Booked tab. The search links below are kept only as a price cross-check.
Pick up: Enterprise, 200 Stuart St, Boston (downtown — not Logan) · Sun Sep 27, 10:30 AM · counter open Sun 9 AM–12 PM
Drop off: Enterprise, 299 Godfrey Blvd Room 117, Bangor (on the airport grounds) · Thu Oct 1, 2:30 PM
Car is booked — live quotes are reference only now.
What changed from the plan: the original plan was a Logan-to-Bangor airport one-way. The drop-off is exactly as planned — the Bangor airport counter — but the pickup is downtown Boston at 200 Stuart St instead of Logan, which is actually easier: it's ~2 miles from Hotel Commonwealth, so you skip the trip back out to the airport on Sunday morning. The one thing to watch is the Sunday 9 AM–12 PM counter hours against your 10:30 AM pickup.
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Lowest logged: