Curated trips
Raving Road Trip: NYC, Niagara Falls & New England
Raving Road Trip: NYC, Niagara Falls & New England
19 days  ·  16 places  ·  2 countries

The beauty of the Big Apple, the excitement of Niagara Falls and Boston, and the charm of New England’s countryside.

Welcome to the city of lights, the Big Apple, the city that never sleeps - New York City! Possibly the most vibrant and interesting destination in the world, there never seems to be enough time to see and do everything in this incredible city of art, culture, food, and life.

Exuberant and excited, prepare for the adventure of a lifetime by first tossing your bags in your room and freshening up after your long-haul flight at the Hard Rock Hotel New York. Situated in Midtown Manhattan, you’re in the perfect position to explore the city and appreciate the history of New York City’s underground music scene.

Once you’re settled in, head out for a wholesome dinner at an award-winning Irish pub, The Dead Rabbit Grocery and Grog, with warming meals and an extensive whiskey selection. Once you’re relaxed and full, return to your hotel for a classic cocktail at RT60 Rooftop Bar and Lounge while overlooking the electric Times Square that is pumping at any time of the day or night.

New York, United States
Times Square
Day 1
Manhattan, NY 10036, USA
New York, United States
Midtown Manhattan
Day 1
Midtown Manhattan, New York, NY, USA
New York, United States
The Dead Rabbit
Day 1
30 Water St, New York, NY 10004, USA
New York, United States
RT60 Rooftop Bar & Lounge
Day 1
159 W 48th St, New York, NY 10036, USA
New York United States
Hard Rock Hotel New York
Day 1 - Day 4, 2 adults
159 West 48th Street New York City, New York 10036 United States

Wake bright and early and prepare for a day packed full of concrete adventure. To start the day the true New Yorkian way, treat yourself to a classic NYC cream cheese and lox bagel at Russ & Daughters Café.

Although there’s never enough time to do everything, while you’re in the city of cities viewing the world-famous skyline is a must. Wander around and admire the city from ground level, before reaching the One World Observatory at Freedom Tower. Here, soak up 360-degree views of the magical city and learn about the development of the skyline over the centuries.

Continue your day of wonder by stopping into either the Metropolitan Museum of Art, or MoMA or both if you have the time. Spend hours admiring world-class exhibitions and creations while finding your way through iconic New York architecture.

Try a famous $1 slice on your way back to the hotel from a traditional NY pizza shop and continue relaxing at your leisure for the evening.

New York, United States
Russ & Daughters Cafe
Day 2
127 Orchard St, New York, NY 10002, USA
New York, United States
The Metropolitan Museum of Art
Day 2
1000 5th Ave, New York, NY 10028, USA
New York, United States
The Museum of Modern Art
Day 2
11 W 53rd St, New York, NY 10019, USA
New York, United States
99 Cent Fresh Pizza
Day 2
1723 Broadway, New York, NY 10019, USA
New York, United States
Freedom Tower
Day 2
Fulton St, New York, NY 10006, USA

Start the day at your leisure either strolling or biking your way through Central Park and admiring the beauty and culture of the lush space.

Next up, keep your sneakers on because you’re walking the Brooklyn Bridge and watch as the cars go by and the sun sets over the glorious skyline from the iconic structure.

Once day becomes night, lovers of all things food, drinks, and nightlife are spoiled for choice. Start the evening indulging in trendy farm-to-table fare at ABC Kitchen and continue the fun with a Broadway show or music concert at one of the city’s many iconic venues like Radio City Music Hall or Madison Square Gardens.

For your final night in the big smoke, kick on afterward with a creative cocktail at Please Don’t Tell: the speakeasy bar hidden in a hot dog shop.

New York, United States
Please Don't Tell
Day 3
113 St Marks Pl, New York, NY 10009, USA
New York, United States
abc kitchen
Day 3
35 E 18th St, New York, NY 10003, USA
New York, United States
Radio City Music Hall
Day 3
1260 6th Ave, New York, NY 10020, USA
New York, United States
Central Park
Day 3
New York, NY, USA
New York, United States
Brooklyn Bridge
Day 3
New York, NY 10038, USA
New York, United States
Madison Square Garden
Day 3
4 Pennsylvania Plaza, New York, NY 10001, USA

After a hectic few days of touring around the Big Apple, check out of the Hard Rock and tearily wave goodbye to the sparkling city as you drive away.

Kick off your road trip with a full day of driving from New York City approximately 400 miles to the famous Niagara Falls region. Cruise through the scenic countryside of New York State from the Finger Lakes region to the historic Erie Canal.

Along the way, explore a variety of small but mighty towns from Syracuse to Rochester. Arrive in Toronto, Ontario in the evening, check into The Charles Hotel and treat yourself to a refreshing drink at one of the city’s many pubs and bars – you’ve earnt it. And later, why not indulge in a tray of cheesy chips at Smoke’s Poutinerie and finish the day off on a high?

https://luxuryescapes.com/au/car-hire

New York, United States
Finger Lakes
Day 4
Finger Lakes, NY, USA
New York, United States
Rochester
Day 4
Rochester, NY, USA
Ontario, Canada
Smoke's Poutinerie Adelaide
Day 4
218 Adelaide St W, Toronto, ON M5H 1W7, Canada
New York, United States
Erie Canal
Day 4
Erie Canal, New York, USA
New York, United States
Syracuse
Day 4
Syracuse, NY, USA

Leave Toronto bright and early to ensure you’ve given yourself enough daylight to drive to and properly adventure around the breathtaking waterfalls. Travel for just over an hour before you reach the world-renowned waterfalls.

Here, consider how you would like to spend the day admiring the falls – on foot, by boat, or even both! Visit the Niagara Falls State Park for stunning views and nature-loving hiking trails, explore the Cave of the Winds for a unique perspective of the falls, and don’t miss a boat tour to experience the falls up close.

The fun of the falls isn’t over yet, in the afternoon, enjoy wandering around the Niagara Gorge Discovery Center’s interactive exhibits, learning a little more about the incredible natural wonder. Finish the magical day off with a bang by staying around to enjoy the Niagara Falls Illumination and Fireworks for a magical night-time experience.

New York, United States
Niagara Falls
Day 5
Niagara Falls, NY, USA
New York, United States
Niagara Gorge Discovery Center
Day 5
Niagara Gorge Discovery Center, Niagara Falls, NY 14303, USA
Ontario, Canada
Niagara Falls Fireworks
Day 5
6660 Niagara River Pkwy, Niagara Falls, ON L2G 3N4, Canada

Enjoy a sleep-in, a lazy breakfast, and an entire day at your leisure. Feel free to relax in the beautiful hotel, or even spend time exploring wider Toronto.

If adventure is on the cards, join in on a Canadian Food Tour, a private walking tour of Toronto’s best-kept secrets, or even a classic distillery walking tour to keep you warm from the inside out.

Ontario, Canada
Walking Tour Toronto Canada
Day 6
PQ35+35 Cliff Hanger, Toronto, ON M1M 1A4, Canada
Ontario, Canada
Local Toronto Food Tours - Kensington Market Food Tours
Day 6
501 Queen Street West 3rd Floor, Toronto, ON M5V 2B4, Canada
Ontario, Canada
Go Tours Canada - Distillery District
Day 6
11 Gristmill Lane, Toronto, ON M5A 3C4, Canada

Jump back in the car and continue the fun road trip vibes with a big drive from Niagara Falls to Saratoga Springs. Approximately 275 miles, take the scenic route and enjoy driving through the incredibly stunning areas of New York State, including the Finger Lakes region and the Mohawk River Valley.

Along the way, pass through cities like Syracuse, Utica, and Albany and stop for a warming cup of coffee and hearty lunch at a classic roadside diner.

Arrive at your homely accommodation on the lake at Lodges at Cresthaven, take your time to settle in and spend the evening at your leisure.

New York, United States
Mohawk River
Day 7
Mohawk River, New York, USA
New York, United States
Finger Lakes
Day 7
Finger Lakes, NY, USA
New York, United States
Utica
Day 7
Utica, NY, USA
New York, United States
Saratoga Springs
Day 7
Saratoga Springs, NY, USA
New York, United States
Albany
Day 7
Albany, NY, USA
New York, United States
Syracuse
Day 7
Syracuse, NY, USA

Rise when you like to glorious lakefront views and prepare for an action-packed day ahead. Drive into Saratoga Springs and spend the day enjoying your pick of attractions.

Spend the morning zooming around the Saratoga Racecourse, and after lunch treat yourself to a pamper afternoon at the mineral springs and spa houses home to the Saratoga Spa State Park.

Reminisce on the day of fun over a glass of bubbles and indulgent seafood fare at one of Saratoga’s best restaurants: 15 Church Restaurant.

New York, United States
Saratoga Spa State Park
Day 8
19 Roosevelt Dr, Saratoga Springs, NY 12866, USA
New York, United States
15 Church
Day 8
15 Church St, Saratoga Springs, NY 12866, USA
New York, United States
Saratoga Springs
Day 8
Saratoga Springs, NY, USA

Spend today how you like, whether that’s catching up on some sleep, relaxing around the homely lodge, further adventuring Saratoga Springs, or even exploring the natural beauty of the nearby areas – it’s up to you!

Back on the road again! Today’s mini road trip will take you from beautiful Saratoga Springs region to the gorgeous Woodstock in Vermont.

Drive just over 100 miles to the charming New England town and check into your countryside accommodation at Woodstock Inn & Resort. Once you’re settled into your elegant room, venture further into the magnificent countryside of Vermont.

First up, pay a visit to Sugarbush Farm for a taste of Vermont’s famous maple syrup while you tour the property on foot and even get a peak into the tree-tapping process. Once you’ve reached your sweet tooth threshold, in the afternoon, explore the Billings Farm and Museum for a glimpse into Vermont’s farming heritage right in the centre of Woodstock.

Dine on delectable, Italian and tasty drops of vino at Cucina Woodstock while enjoying the charming country surroundings while relaxing either in the open-air courtyard of within the large former farmhouse.

Vermont, United States
Sugarbush Farm
Day 10
591 Sugarbush Farm Rd, Woodstock, VT 05091, USA
New York, United States
Cucina
Day 10
109 Mill Hill Rd, Woodstock, NY 12498, USA
Vermont, United States
Billings Farm & Museum
Day 10
69 Old River Rd, Woodstock, VT 05091, USA
Woodstock United States
Woodstock Inn & Resort
Day 10 - Day 12, 2 adults
14 The Green, Woodstock, VT 05091, United States

Outdoorsy folk rejoice! Today is a glorious day packed full of natural wonder exploring the stunning flora, fauna, peaks, and troughs that call this area home.

Throw your hiking shoes on for the day and begin with a leisurely hike to the top of Mount Tom where you will take in stunning views of the area.

Next up, check out the Marsh-Billings-Rockefeller National Historical Park for a glimpse into the region’s conservation history. If you still have some energy in the tank, last up, enjoy the outdoor activities at the Quechee Gorge State Park from hiking and kayaking – find your pace.

Enjoy the rest of your night at your leisure, whether that may be putting your feet up with a drink in hand at the Resort or trying out a local restaurant in the area.

Vermont, United States
Mount Tom
Day 11
Mt Tom, Woodstock, VT 05091, USA
Vermont, United States
Marsh-Billings-Rockefeller National Historical Park
Day 11
Mailing Address Only:, 54 Elm St, Woodstock, VT 05091, USA
Vermont, United States
Quechee Gorge
Day 11
Quechee Gorge, Hartford, VT 05001, USA

Enjoy a little sleep in and delicious breakfast before packing up and hitting the road once again, leaving behind your quaint Woodstock home for a new destination. Approximately 60 miles, the short scenic drive will take you through stunning areas of Vermont, including the Green Mountains and the picturesque towns of Ludlow and Weston, to finally arrive at Manchester.

Stop along the way for a spot of wholesome countryside dining, or even continue your outdoorsy experience with some hiking or kayaking of the beautiful region. After checking in to your welcoming accommodation at Kimpton Taconic Hotel, relax with a classic pub meal and pint on par with United Kingdom’s own Manchester at Mulligan’s or The Silver Fork.

Vermont, United States
Weston
Day 12
Weston, VT 05161, USA
Vermont, United States
Green Mountains
Day 12
Green Mountains, Montgomery, VT 05471, USA
Vermont, United States
The Silver Fork
Day 12
48 W Rd, Manchester, VT 05254, USA
Vermont, United States
Ludlow
Day 12
Ludlow, VT 05149, USA
Vermont, United States
Mulligan's of Manchester Restaurant & Pub
Day 12
3912 Main St, Manchester, VT 05254, USA
Vermont, United States
Manchester
Day 12
Manchester, VT 05255, USA

Wake as early or as late as you please, and spend the day leisurely enjoying the attractions of Manchester.

Tour around the historic home of the Lincoln Family; Hildene, boasting rich history, an incredibly manicured garden, goat farm and cheese-making facility, walking trails and an educational greenhouse area. After lunch in town at a local café or bakery, spend the afternoon shopping at the famous designer outlet stores and small, local boutiques stocking an exciting range of antiques, collectibles, and discount apparel.

Enjoy your final evening in Manchester with a spot of fine dining at one of the town’s cosiest establishments; The Dorset Inn.

Vermont, United States
Manchester Designer Outlets
Day 13
65 Depot St, Manchester Center, VT 05255, USA
Vermont, United States
Hildene, The Lincoln Family Home
Day 13
1005 Hildene Rd, Manchester, VT 05255, USA
Vermont, United States
The Dorset Inn
Day 13
8 Church St, Dorset, VT 05251, USA

Say goodbye to the charming town of Manchester and after checking out of the hotel, get ready to hit the road once again. This time, we’re heading to Maine.

The route from Manchester to Kennebunkport is approximately 175 miles and will take you through scenic areas of New England, including the White Mountains and the lakes region of New Hampshire. On the way, there are plenty of quaint small towns to explore, including Wolfeboro and Portsmouth offering ample opportunities to stop off for a delicious lunch, coffee break, or just a wander around.

Once you arrive to Kennebunkport, throw your bags down and prepare your tastebuds for a delicious fresh seafood dinner. The coastal town is famous for its local seafood so you’re spoilt for choice here, but a few good options could be Nunan’s for shellfish, or Ocean Restaurant for tuna and whitefish delicacies.

New Hampshire, United States
New Hampshire
Day 14
New Hampshire, USA
Maine, United States
Ocean Restaurant
Day 14
208 Ocean Ave, Kennebunkport, ME 04046, USA
Maine, United States
Nunan's Lobster Hut
Day 14
9 Mills Rd, Kennebunkport, ME 04046, USA
New Hampshire, United States
White Mountains
Day 14
White Mountains, Lincoln, NH 03251, USA
New Hampshire, United States
Wolfeboro
Day 14
Wolfeboro, NH 03894, USA
New Hampshire, United States
Portsmouth
Day 14
Portsmouth, NH 03801, USA

Known for its beautiful oceanfront, while you’re in Kennebunkport, a day at the beach is non-negotiable. Explore by foot the sandy Goose Rocks Beach and smaller Arundel Beach, bring a book and laze around under the sun while listening to the waves crash.

Continue the coastal-themed day with a lovely dinner at The Boathouse Restaurant dockside with stunning views of the water. Indulge in delicate fish, light salads and delectable cocktails in a light and airy atmosphere.

Maine, United States
Arundel Beach
Day 15
Arundel Beach, Kennebunkport, ME 04046, USA
Maine, United States
Goose Rocks Beach
Day 15
Goose Rocks Beach, Kennebunkport, ME 04046, USA
Maine, United States
The Boathouse Restaurant
Day 15
21 Ocean Ave, Kennebunkport, ME 04046, USA

Today’s all about relaxing in a beautiful place and taking advantage of this coastal town’s gastronomy culture. Well know for its culinary scene, Kennebunkport, Maine offers ample choice for any kind of eater.

Start the day with a delicious pastry and coffee from Morning in Paris, or for vegan and healthy eaters, Fiafia has a great spread of wholesome breakfast options. For lunch and dinner, the choice is yours from seafood which is the town’s star, farm-to-table fare, and contemporary American cuisine.

Loved by locals, some of the best restaurants in Kennebunkport include The White Barn Inn Restaurant, Earth at Hidden Pond, Mabel’s Lobster Claw, The Burleigh, and Ocean at the Cape Arundel Inn & Resort all perfect for enjoying a lazy lunch and a long dinner complete with perfectly paired wines and refreshing cocktail lists.

Maine, United States
The White Barn Inn Restaurant
Day 16
37 Beach Ave, Kennebunk, ME 04043, USA
Maine, United States
Earth at Hidden Pond
Day 16
354 Goose Rocks Rd, Kennebunkport, ME 04046, USA
Maine, United States
Mabel's Lobster Claw
Day 16
124 Ocean Ave, Kennebunkport, ME 04046, USA
Maine, United States
Mornings in Paris
Day 16
21 Western Ave, Kennebunk, ME 04043, USA
Maine, United States
Fiafia
Day 16
8 Spring St, Kennebunkport, ME 04046, USA
Maine, United States
The Burleigh
Day 16
1 Dock Square, Kennebunkport, ME 04046, USA

Leisurely check out of your coastal boutique stay and jump in the car for your final leg of this exciting USA road trip. Driving approximately 100 miles from Kennebunkport to Boston, pass by charming towns including York, Portsmouth and Salem perfect for a quick stop off and look around.

Once you touch down in Boston, check in and settle into the glamorous Royal Sonesta Boston and treat yourself to a refreshing cocktail at the hotel’s stylish ArtBar.

Continue the glamorous theme with a delectable late after-noon, early-evening seafood snack from Neptune Oyster or Island Creek Oyster Bar. Keep the good times flowing with a tour around some of the city’s best craft breweries from Trillium Brewing Company to Night Shift Brewing. Finish the night with a snack and night cap at The Hawthorne.

Massachusetts, United States
ArtBar
Day 17
40 Edwin H Land Blvd, Cambridge, MA 02142, USA
Massachusetts, United States
Neptune Oyster
Day 17
63 Salem St # 1, Boston, MA 02113, USA
Massachusetts, United States
Trillium Brewing Company
Day 17
50 Thomson Pl, Boston, MA 02210, USA
Massachusetts, United States
Night Shift Brewing - Lovejoy Wharf
Day 17
1 Lovejoy Wharf #101, Boston, MA 02114, USA
Massachusetts, United States
The Raw Bar at Island Creek Oyster Farm
Day 17
403-7 Washington St, Duxbury, MA 02332, USA
Cambridge United States
Royal Sonesta Boston
Day 17 - Day 19, 2 adults
40 Edwin H Land Blvd, Cambridge, Massachusetts 02142, United States

Wake up bright and early to make the most of your final full day of the trip, starting off right with a hearty breakfast at your hotel.

There’s much to see in this historic and vibrant city, known for its great bars and restaurants and passionate sporting culture. Starting off with a stroll through Boston Common and the Public Garden and then exploring the Freedom Trail passing by many of the city’s most historic sites, including the USS Constitution Museum and the Paul Revere House to help you get your locational bearings.

Next up, a visit to the famous Fenway Park, home of the Boston Red Sox, for a game or tour, and finally a leisurely wander around the Museum of Fine Arts or the Isabella Stewart Gardner Museum.

Finish off the incredible day of sightseeing with a scrumptious Italian meal from Giacomo’s or Mamma Maria before returning to the hotel bar for a goodbye drink.

Massachusetts, United States
Mamma Maria
Day 18
3 N Square, Boston, MA 02113, USA
Massachusetts, United States
Museum of Fine Arts, Boston
Day 18
465 Huntington Ave, Boston, MA 02115, USA
Massachusetts, United States
Public Garden
Day 18
4 Charles St, Boston, MA 02116, USA
Massachusetts, United States
Boston Common
Day 18
115 Boylston St, Boston, MA 02116, USA
Massachusetts, United States
USS Constitution Museum
Day 18
Building 22, Charlestown Navy Yard, Charlestown, MA 02129, USA
Massachusetts, United States
The Paul Revere House
Day 18
19 N Square, Boston, MA 02113, USA
Massachusetts, United States
Fenway Park
Day 18
4 Jersey St, Boston, MA 02215, USA
Massachusetts, United States
Isabella Stewart Gardner Museum
Day 18
25 Evans Way, Boston, MA 02115, USA
Massachusetts, United States
Freedom Trail
Day 18
Freedom Trail, Boston, MA, USA
Massachusetts, United States
Giacomo's Boston North End
Day 18
355 Hanover St, Boston, MA 02113, USA

Full of great food and even better memories, your trip has come to an end. It’s time to check out of your hotel and head either home or on your onward journey via the airport. See you next time!

Ontario, Canada
The Charles Hotel
Day 19
209 Queen St
New York, United States
Lodges At Cresthaven
Day 19
3210 Lake Shore Dr
Vermont, United States
Kimpton Taconic Hotel, an IHG Hotel
Day 19
3835 Main St.
Maine, United States
Kennebunkport Captains Collection
Day 19
6 Pleasant Street
Boston Tea Party Ships and Museum tickets
Day 19
Kensington Market signature international food tour
Day 19
Private walking tour of Toronto’s best kept secrets
Day 19
One World Observatory tickets
Day 19
Boston Movie Mile walking tour
Day 19
The Great Canadian food tour
Day 19
Want to go on this trip? Start planning yours today!
Make it your own by saving individual trip items or customising this entire trip below