New England Summer Trip
- jennylynncotton
- Jul 18
- 3 min read
Updated: 7 days ago
Trip Date - August 2026
Number of Days - 12
Who is going - Jenn (52) & Terry (53) Day 1 - To Boston 1240P - Arrive & pick up rental car 2P - Check into hotel 230P - Snack/Espresso at the Thinking Cup Stroll through Boston Gardens 330P - Boston Library 5P - Dinner reservations - Eventide 710 - Red Sox game at Fenway Park 10P - Boston Cream Pie at Omni Parker House (open until 11P - last call at 1030P) Day 2 - Boston Sightseeing 715A - Breakfast at Bakey 8A - Meet guide for Freedom Trail Running Tour
9A - USS Constitution (Museum & Ship) - this is where the tour ends 11A - UBER to hotel to freshen up 1230P - Lunch at Barking Crab 2P - Old South Meeting House (Ruckus! show at 215P) 3P - Bells & Bones Tour at King's Chapel 4P - Boston Tea Party Museum 545P - Cannolis at Mike's Pastry 7P - Harbor Sunset Cruise (boarding starts at 630P)
9P - Dinner at Carmelina's (we have back-up 9P reservations at Trattoria Il Panino) 1030P - Drinks at Parla Day 3 - Boston to New Hampshire 7A - Breakfast at Tatte
8A - Leave Boston 9A - 1045 John Adams House 1230 - Self-guided tour of New Hampshire State House 1P - Lunch at The Barley House 3-4P - Flume Gorge 6P - Check into Omni Mount Washington
715P - Dinner at Stickney's Day 4 - Mt. Washington 7A - Ammonoosuc Ravine Trail to Mt. Washington Summit Train will depart from Summit at 1245, 145, 245, 345, 445, 545 715P - Dinner at 1902 Day 5 - Spa Day 130P - Spa Reservations
730P - Dinner at Bretton Arms Speakeasy (in the hotel) Day 6 - to Bar Harbor 830A - Leave hotel 12P - Lunch at Blaze Bangor See Paul Bunyan Statue, Stephen King House and IT Fountain (Market West Square) 3P - Check into Terramor Outdoor Resort 445P - Board Lulu Lobster Boat Ride 715P - Dinner at Abel's Lobster Day 7 - Acadia
630A - Sand Beach parking lot for Beehive, Gorham Mountain and Ocean Path Loop Drive to Hulls Visitor Center and take the Island Explorer Bus (1030 bus Route 5) 11A - Lunch at Jordan Pond House 1230P - Jordan Pond Path+ Bubbles Divide 630P - Booked grill for dinner at Terramor
Day 8 - Acadia 445A - Sunrise at Cadillac Mountain 630A - Breakfast at Cafe This Way 8A - Pick up picnic lunch at Downtown Deli and Boxed Lunch 830A - Hulls Cove Visitor Center - pick up bike rentals
9A - Bike Carraige Trails to Jordan Pond
10A - Jordan Pond, Sargent Mountain and Penobscot Mountain Loop (picnic lunch)
2P - Bike back to Hulls Cove
3P - Drinks & Snacks at The Barnacle
Dinner at Terramor Resort
Day 9 - Bar Harbor
Breakfast at Terramor Resort
1130A - Lunch at The Travelin Lobster
Explore Bar Harbor
330P - Bass Harbor Head Light Station
530P - Pick up dinner at Thurston's Lobster Pound
630P - Sunset at Seawall Picnic Area
Day 10 - to Portland
6A - Bar Island Land Bridge
7A - Breakfast at 2 Cats
1030 - Get in line for lunch at Red's Eats
2P - Come From Away at Pickard Theater
430P - Giant's Stairs Trail
615P - Snacks at The Cookie Jar
645P - Sunset at Portland Head Light
Check into AC Hotel Portland Downtown
8P - Dinner at Flatbread Company
Drinks at Room for Improvement
Day 11 - Portland
930A - Breakfast at Becky's Diner
11A - Guided Tour at Portland Observatory
12P - Self-guided tour of Portland Freedom Trail
2P - Lunch at Duckfat
Explore Old Port (Wharf Street, Exchange Street, Commercial Street)
730P - Drinks at Blyth & Burrows
845P - Dinner at Scales
Day 12 - Travel Home
745A - Breakfast at The Holy Donut
1130 - Depart Boston Logan to Charlotte



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