✈️ 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 · ~9 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)
💵 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.
🚗 Car drop timing: The return flight leaves BGR at 4:43 PM, not the morning. The SUV is currently slated for an 11 AM Thu drop — consider extending it to ~2:30 PM so you're not stuck at the airport for five hours, and use the morning for the Cryptozoology Museum and Paul Bunyan in Bangor.

Still to book

Rental car — standard SUV TO BOOK

RouteBoston Logan (BOS) › Bangor airport (BGR) — one-way
DatesSun Sep 27, 9 AM → Thu Oct 1, 11 AM
Company
Confirmation #
Vehicle / total
Quote & book under Expedia Bundle + Save — see the Cars tab.
💡 Editable: click any underlined field, type, and click away — it saves in this browser.

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).
+ Log a price manually
Lowest logged:

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.
+ Log a price manually
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 Expedia Bundle + Save · airport one-way

Pick up: Boston Logan Airport (BOS) · Drop off: Bangor Intl. Airport (BGR) — one-way. Default Sun Sep 27, 9 AM → Thu Oct 1, 11 AM. Midsize / standard SUV for family + luggage. One-way drop fee applies.
No live car data yet — car prices can't auto-scrape. Say “refresh trip prices” for a live SUV quote, or log one below.
Pickup must be Boston Logan (BOS), drop-off Bangor airport (BGR) — set both as airport locations (not downtown counters), with the “different drop-off location” box checked. Bundle + Save: sign into your Expedia account first — both Maine hotels are already Expedia itineraries, so adding the car as a bundle stacks the package discount and earns One Key on the whole trip. The middle button opens a pre-filled one-way SUV, Logan → Bangor airport search; verify the airport pickup/drop-off before booking. Confirm the BOS→BGR one-way is allowed (Enterprise/Hertz/Avis/Budget all do it). Kayak is an airport-to-airport cross-check.
+ Log a price manually
Lowest logged: