Where we'll be — at a glance
Color = where you sleep that night. Sun & Tue are travel days between bases.
Fri25 Arrive Boston FLY IN 🏨 Commonwealth Hotel · Night 1 ›
Sat26 Boston ⚾ GAME DAY Aquarium + Museum of Science · Red Sox 7 PM · Night 2 ›
- 🐠 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.
- 🔬 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.
- 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 ›
- 10:30 AM — pick up the SUV at Enterprise, 200 Stuart St downtown, ~2 mi from the hotel — not Logan · conf 1694894384 · counter closes at noon Sunday
- ~11:15 AM — 🚙 drive to Salem ~30 min north of Boston — take Route 1A up the Lynn shore, not the highway; it runs right along the water
- Day in Salem, MA — pick a couple: 🪵 Pioneer Village (weekends only, 12–4 — tours 12:30 / 1:30 / 2:30) · 🧹 Witch Museum · 🏠 House of the Seven Gables · ⛵ Maritime & the Friendship · 🖼️ Peabody Essex · 🕹️ Salem Willows arcade · 🗺️ guide
- Late afternoon — 🚙 drive to Ogunquit ~1 hr on the highway, but take Route 1 / 1A up the coast instead (~1 hr 40) — Newburyport, the NH beaches at Hampton & Rye, Portsmouth, Kittery. Meadowmere check-in from 4 PM, no hard deadline.
Mon28 Ogunquit & southern coast EXPLORE 🏨 Meadowmere Resort · Night 4 ›
🚙 Driving legs ›
- Boston › Salem
Sun · 10:30 AM pickup, day in Salem~17 mi · 0h30 - Salem › Ogunquit
Sun · late afternoon → 4 PM check-in~55 mi · 1h00 - Ogunquit › Bar Harbor
Tue · break in Portland / Freeport / Camden~190 mi · 3h30 - Bar Harbor › Bangor (BGR)
Thu · leave airport buffer for car drop~48 mi · 1h00
Things to do — family of 4 (ages 7 & 10)
BOSTON Fri eve – Sun AM
- 🐠New England Aquarium — 4-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 Science — 700+ hands-on exhibits, dinosaurs, the lightning show. Easy half-day.
- ⚾Fenway Park Tour — Walk the Green Monster; you're staying right there.
- 🦆Boston Duck Tours — Amphibious WWII vehicle, land + splash into the Charles. Kids love it.
- 🚶Freedom Trail + Public Garden — Follow the red line past Revolution sites; ducklings statue.
- 🏛️Beacon Hill — Boston's prettiest neighborhood — gas lamps, brick sidewalks, Louisburg Square, and the shops & cafés along Charles Street. Free, anytime · ~1 hr stroll · sits right at the top of the Public Garden, so it pairs perfectly with the Freedom Trail walk. 10 min from the hotel (Green Line to Park St).
- 📸Acorn Street — The narrow cobblestone lane inside Beacon Hill that's called the most photographed street in America — flower boxes, window shutters, glowing in fall light. Free, 15-min stop, best early morning before the photo crowds. Cobblestones are very uneven — sneakers, and no stroller.
- 🛍️Quincy Market / Faneuil Hall — The 1826 market hall — a long food colonnade (chowder, lobster rolls, Boston cream pie, cannoli) with dozens of stalls, plus shops and street performers out on the cobblestones. Free to walk in · open daily · a Freedom Trail stop and only a 5-min walk from the Aquarium. The easy Saturday lunch-and-wander after the Aquarium.
- ⛵Boston Tea Party Ships & Museum — Costumed-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 Sign — Iconic 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 Esplanade — Riverfront park ~10-min walk — paths, a playground, pretty fall light. Free, anytime. Great post-dinner energy-burn.
- 🌐The Mapparium — Walk 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 Arts — Mummies, armor, Impressionists. Kids 17 & under FREE, 12-min walk. (Wed after 5 PM = pay-what-you-wish.)
- 💐Isabella Stewart Gardner Museum — A 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
- ⛵Salem Maritime & the Friendship — Free national historic site; board a full tall ship on the waterfront.
- 🧹Salem Witch Museum — The classic. Dramatic & dim but not gory — fine for 7 & 10.
- 🏠House of the Seven Gables — Hidden secret staircase the kids can climb.
- 🪵Salem 1630: Pioneer Village — ⭐ America's oldest living-history museum (1930) — a recreation of Salem in 1630 at Forest River Park: thatched-roof cottages, dugout shelters, wigwams and costumed interpreters. The 1693 opening scenes of Hocus Pocus were filmed here. 32 Clifton Ave · weekends only, 12–4 PM, guided tours at 12:30 / 1:30 / 2:30 · your Sunday works. ~1 hr. Tickets at the gate or online · 978-744-8815.
- 🕹️Salem Willows Park — Old-school arcade, mini-golf, kiddie rides & seaside popcorn.
- 🏚️The Witch House (Corwin House) — The only standing structure with direct ties to the 1692 trials. Open daily to 5 PM; day-of tickets in the gift shop (online-only once October starts).
- 🏴☠️New England Pirate Museum — Guided walk through a dockside village & an 80-ft pirate-ship cave. Fun, light scares — good for 7 & 10.
- 🍫Harbor Sweets — Watch chocolates made, then taste. Quick & sweet.
- 🛣️House of Metal Creatures — RoadsideAmerica find — a house on the way to the ferry with a yard full of fantastical scrap-metal creatures by artist Herb Mackey. Free, quirky, 5-min photo stop.
- 😱International Monster Museum — RoadsideAmerica find · scary — a lantern-lit interactive walk past the Wendigo, Slenderman & other global creature legends (Witch City Mall). Fun for horror-loving older kids; likely too intense for Nate.
- 😱Count Orlok's Nightmare Gallery — RoadsideAmerica find · scary — life-size horror & sci-fi movie monsters from Nosferatu to Hellraiser. Genuinely creepy.
- 😱Salem Wax Museum of Witches & Seafarers — RoadsideAmerica find · scary — tour a recreated 1692 dungeon complete with hanged "corpses." The creepiest of the Salem bunch.
- 😱Witch History Museum — RoadsideAmerica find · scary — lurid wax-figure dioramas of the witch hysteria in a dark basement, with live narration & lighting effects.
- 🐋Cape Ann Whale Watch — ~20 min away in Gloucester — Stellwagen Bank trip; late Sept is prime humpback feeding. Open daily. ~4 hrs, ~$210/4. Note: you already have Boston & Bar Harbor whale options — pick one.
SOUTHERN MAINE Ogunquit / York · Sun–Mon
- 🌅Marginal Way Cliff Walk — 1.25-mi paved path along the ocean cliffs to Perkins Cove. Free, dramatic, easy with kids.
- 🦞Finestkind lobster-hauling cruise — A real lobsterman pulls traps off Perkins Cove; kids hold live lobsters. ~75 min — book ahead.
- 🚤New England EcoAdventures RIB ride — Fast Coast-Guard-style inflatable past lighthouses & harbor seals (Kennebunkport). Big thrill.
- 🗼Cape Neddick "Nubble" Light — Picture-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 Kingdom — York 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 Beach — Right by the hotel — quieter north end of Ogunquit's beach, over a wooden footbridge (~10-min walk). Free; lifeguards off by mid-Sept.
- 🚎Ogunquit Trolley — Narrated 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 Art — Small 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 Light — Maine's iconic lighthouse at Fort Williams Park — playground, tide pools, grassy grounds. Free.
- 🦞Lucky Catch lobster cruise — Haul real traps in Casco Bay; they buy back your lobster. 80-min kid favorite.
- 🚂Maine Narrow Gauge Railroad — 40-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 Maine — Indoor backup if it rains.
- 🍦Old Port — Cobblestone streets, ice cream, easy strolling & dinner.
- ⛰️(Camden) Mt. Battie Auto Road — Drive 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 Village — Ride 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 Moose — RoadsideAmerica 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 Boot — RoadsideAmerica 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 Road — The scenic spine — Sand Beach, Thunder Hole & the cliffs in one drive.
- 🏖️Sand Beach + Thunder Hole — Toes in the cold Atlantic; the "hole" booms loudest ~1.5 hr before high tide.
- 🥐Jordan Pond House — Famous warm popovers + jam on the lawn; flat pond loop for the kids.
- 🌅Cadillac Mountain — Drive to the summit; sunrise needs a vehicle reservation (first U.S. sunrise in fall).
- 🚎Oli's Trolley — Acadia Park Tour — Fully 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 Watch — Fast catamaran out to the whales, puffins & lighthouses. ~3–3.5 hrs · runs through Sept · book ahead. Dress warm.
- 🤿Diver Ed's Dive-In Theater — Live underwater-camera boat — the #1 kid hit here. Confirm late-Sept sailings.
- 🪶Abbe Museum — Smithsonian-affiliate Wabanaki (Native Maine) art & history in downtown Bar Harbor. Quiet indoor option / rainy-day pick.
- 🎖️Junior Ranger Program — Free booklet + badge; perfectly pitched for 7 & 10.
In & around Bar Harbor town (optional / easy):
- 🚶Shore Path & Agamont Park — Flat 1.75-mi oceanside walk from the town pier past grand cottages & harbor views. Free, anytime. Easy morning/evening stroll.
- 🌊Bar Island Land Bridge — At 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 History — Maine 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 Emporium — Downtown fudge, candy & ice cream — including dare-worthy lobster ice cream. Fun walkable evening stop.
- ⛳Pirate's Cove Adventure Golf — Pirate-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 loop — Flat 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 Center — 5–10 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 Museum — RoadsideAmerica 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 Bunyan — RoadsideAmerica 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 House — RoadsideAmerica 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 IT — RoadsideAmerica find — the Thomas Hill Standpipe, said to be the inspiration for the standpipe in Stephen King's IT. For the fans.
⭐ Flagged attractions — a proposed fit
Tap the ☆ next to anything on Things to Do, Eats, or in a map popup to flag it. This page then shows where each flagged pick could slot in. Nothing here changes your real itinerary — the Itinerary tab is untouched until you decide.
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 |
|---|---|
| Address | 74 Main Street, Ogunquit, ME 03907 |
| Check-in | Sun, Sep 27 — from 4 PM (ends midnight) |
| Check-out | Tue, Sep 29 — by 11 AM |
| Room | 2 Queens, Seagrass · booked for Kate Lawson |
| Guests | 2 adults on reservation — kids are fine (2 queens, sleeps 4) |
| Deposit | Paid at booking |
| Due at check-in | Balance due Sep 27 (amount in 🔒 Budget) |
| Cancel | Fee before 4 PM Sep 22; after = night 1 + tax |
| Note | Contact 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 |
|---|---|
| Address | 452 State Highway 3, Bar Harbor, ME 04609 |
| Check-in | Tue, Sep 29 — from 4 PM |
| Check-out | Thu, Oct 1 — by 11 AM |
| Room | Suite, multiple beds · fridge & microwave · full breakfast |
| Guests | 2 adults + 2 children |
| Payment | Prepaid — collected by Expedia |
| Cancel | Free until 4 PM, Sep 26 |
| Note | Front desk 6 AM–9 PM. Min check-in age 18. |
Hotel Commonwealth — Boston BOOKED ✓
| Fri 9/25 | Extra night — booked ✓ (from trip budget) |
|---|---|
| Sat 9/26 | Booked ✓ — Red Sox game package (paid separately) |
| Neighborhood | Kenmore / Fenway — steps from Fenway Park |
| Note | Red Sox package is non-cancellable once booked. |
Flight out — Chicago › Boston BOOKED ✓
| Airline / # | Delta DL 2816 · nonstop · Delta Main (Classic) |
|---|---|
| Date | Fri, Sep 25, 2026 |
| Depart | Chicago O'Hare (ORD) — 3:00 PM |
| Arrive | Boston (BOS) — 6:47 PM |
| Confirmation # | HJCSUR |
| Seats | Row 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 |
|---|---|
| Date | Thu, Oct 1, 2026 |
| Depart | Bangor (BGR) — 4:43 PM |
| Arrive | Chicago O'Hare (ORD) — 7:00 PM |
| Confirmation # | H74F6W |
| Seats | Row 22 together — Nate 22A · Kate 22B · Chris 22C · Emily 22D |
| Total | $865.60 — $216.40 × 4 · Visa ••4219 · purchased Jul 13, 2026 |
| Bags | 1st checked bag $50 · 2nd $60 (not included) |
| Cancel | Nonrefundable — free cancel within 24 hrs of purchase (by Jul 14) |
Rental SUV — Enterprise BOOKED ✓
| Company | Enterprise · 617-449-7362 |
|---|---|
| Confirmation # | 1694894384 |
| Itinerary # | 73500394892013 (Expedia) |
| Vehicle | Standard SUV — Chevrolet Equinox or similar · 5 passengers · automatic · A/C |
| Driver | Christopher Lawson |
| Pick up | Sun, Sep 27 — 10:30 AM Enterprise, 200 Stuart St (5th & 6th floor), Boston 02116 Downtown — not Logan. Sunday hours 9 AM–12 PM. |
| Drop off | Thu, 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 |
| Payment | Pay at pick-up — nothing charged yet |
| Cancel | Free cancellation |
| One Key | Earns $10.29 OneKeyCash after the rental |
Still to book
Cadillac Mountain sunrise — vehicle reservation TO BOOK
| What | Acadia NP Cadillac Summit Road vehicle reservation — required to drive up for sunrise |
|---|---|
| Where | recreation.gov (small per-vehicle fee, separate from park admission) |
| When | Sunrise morning in Bar Harbor — |
| Confirmation # |
Booking checklist
Flights — live fares from Google Flights (auto-updated)
OUTBOUND Chicago → Boston
+ Log a price manually
RETURN Bangor → Chicago
+ Log a price manually
Rental car — Boston → Bangor (one-way SUV)
CAR Enterprise · Standard SUV BOOKED ✓
Drop off: Enterprise, 299 Godfrey Blvd Room 117, Bangor (on the airport grounds) · Thu Oct 1, 2:30 PM
+ Log a price manually
🚗 Acadia Park Loop Road — the photo drive
⚠️ Read this before the day
- Cadillac summit needs its own reservation. A timed vehicle reservation from recreation.gov — it is not covered by the park pass and they turn cars away at the gate. This is the last unbooked thing on your trip.
- The road is one-way from Sand Beach around to Otter Point, so the stop order below is not optional — the road decides it. Parking is right-side pull-offs; you can stop almost anywhere along Ocean Drive.
- Park entrance pass: $35 per vehicle, good 7 days. Buy it at Hulls Cove or online ahead.
- Thunder Hole is a tide gamble. It only booms with swell running, roughly 1–2 hours before high tide. Check the Bar Harbor tide chart the night before and build the day around that one stop.
- Start by 8:30 AM. The Sand Beach lot fills by about 9 and the whole loop backs up behind it.
- Free Island Explorer buses run the loop if anyone is done driving — they also stop at your hotel out on Rt 3.