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Home / Trips / Possible Suggested Destinations

Aug 14, 2027 to Aug 21, 2027

Full trip pageAdd to calendar (.ics)

Essentials

  • Destination: Bar Harbor, ME.
  • Optimal Travel Dates: 2027-08-14 to 2027-08-21 (Coastal granite hikes, ocean carriage road walks, and fresh Maine seafood dining.).
  • Travel Party: 2 adults (4 dogs stay home with dedicated Rover care in Cudahy).
  • Target Budget Range: $2,463 to $2,978 per person ($4,925 to $5,955 total party cost).
  • Hotel Starting Point: Bar Harbor Inn, 1 Newport Dr, Bar Harbor, ME 04609.
  • Hotel Pet Policy: $0 hotel pet fee (dogs stay home in Cudahy).
  • Home Pet Care (If Pets Stay Home): Rover.com Cudahy Pet Sitting Search estimates $130 to $170 per night ($910 to $1,190 total for 7 nights).

Day by Day

Day 1: Saturday, Aug 14, 2027: Arrival in Maine, Island Drive & Inn Check-In

  • 11:30 AM CDT to 3:00 PM EDT Flight to Bangor & SUV Pickup
  • 3:15 PM to 4:30 PM Scenic Drive to Bar Harbor Hulls Cove Visitor Center
  • 5:00 PM to 8:30 PM Inn Check-In & Seafood Dinner Bar Harbor Inn

Day 2: Sunday, Aug 15, 2027: Park Loop Road, Sand Beach & Ocean Path

  • 8:30 AM to 9:30 AM Breakfast Bar Harbor Inn dining room
  • 10:00 AM to 2:00 PM Park Loop Coastal Exploration Park Loop Road
  • 2:30 PM to 4:30 PM Jordan Pond Popovers Jordan Pond House
  • 6:00 PM to 8:30 PM Downtown Bar Harbor Dining Atlantic Brewing Midtown

Day 3: Monday, Aug 16, 2027: Cadillac Mountain & Carriage Roads Walk

  • 9:00 AM to 12:00 PM Cadillac Mountain Summit Cadillac Mountain
  • 1:00 PM to 4:00 PM Jordan Pond & Carriage Road Stroll Jordan Pond House
  • 6:00 PM to 8:30 PM Casual Seafood Dinner Side Street Cafe

Day 4: Tuesday, Aug 17, 2027: Frenchman Bay Boat Excursion & Village Shops

  • 9:30 AM to 11:30 AM Harbor Boat Tour Bar Harbor Whale Watch Co
  • 12:00 PM to 2:30 PM Village Artisan Shops
  • 5:30 PM to 8:00 PM Casual Pub Dinner Geddy's

Day 5: Wednesday, Aug 18, 2027: Western Quiet Side & Bass Harbor Light

  • 9:00 AM to 12:30 PM Southwest Harbor & Somes Sound
  • 1:30 PM to 4:00 PM Bass Harbor Head Lighthouse Bass Harbor Head Lighthouse
  • 5:30 PM to 7:45 PM Seaside Lobster Bake Stewman's Lobster Pound

Day 6: Thursday, Aug 19, 2027: Echo Lake Beach & Beech Mountain Trail

  • 9:30 AM to 1:00 PM Beech Mountain Fire Tower Hike Beech Mountain Trail
  • 1:30 PM to 4:00 PM Echo Lake Beach Relaxation Echo Lake Beach
  • 6:00 PM to 8:30 PM Fine Dining in Bar Harbor Havana

Day 7: Friday, Aug 20, 2027: Precipice Trail Overlooks & Farewell Walk

  • 9:00 AM to 12:00 PM Precipice Trail Base & Gorham Mountain Hulls Cove Visitor Center
  • 1:00 PM to 3:30 PM Shore Path Stroll Bar Harbor Shore Path
  • 6:00 PM to 8:30 PM Celebration Dinner Bar Harbor Inn dining room

Day 8: Saturday, Aug 21, 2027: Checkout & Return Flight from Bangor

  • 8:00 AM to 9:15 AM Inn Checkout Bar Harbor Inn
  • 9:30 AM to 11:00 AM Drive to Bangor Airport
  • 12:30 PM EDT to 5:30 PM CDT Return Flight to Milwaukee

Costs

Expense Category / Line ItemProvider / VenueExact Unit Price / RateTotal Cost RangeVerified Booking / Info Link
Lodging (7 Nights)Bar Harbor Inn$295 / night$2,065 to $2,065Bar Harbor Inn Booking
Flights & Rental SUVCommercial Carrier & Hertz BGR$425 to $550 / person$850 to $1,100Travel Logistics
Park Entrance & Timed PassesBar Harbor, ME Regional Highlights$35 pass + summit fee$140 to $200Cadillac Mountain & Summit Trail
Dining & Craft BeveragesLocal Acclaimed Dining$60 to $90 / person / day$960 to $1,400Bar Harbor Shore Path & Village Core
Home Pet Care (4 Dogs in Cudahy)Rover.com Cudahy Pet Sitting Search$130 to $170 / night$910 to $1,190Rover Cudahy Pet Sitting
TOTAL (All-In Vacation Expenses for Party of 2)Lodging + Transit + Activities + Dining + Rover Care$2,463 to $2,978 / person$4,925 to $5,955 totalCadillac Mountain & Summit Trail

Ross Rondeau

Principal Enterprise Architect & Systems Strategist. Helping organizations build scalable, compliant, and cost-effective technology platforms.

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