New England Road Trip (Suggested 9-Day Itinerary and Tips)

Updated on March 10, 2020
Chasing Riley profile image

As a wife and a mom to two boys, Jenifer has kept her love of travel alive with exciting family trips.

Click thumbnail to view full-size
Beautiful Block IslandThe Bush Compound, KennebunkportA pregnant lobster on the Lucky Catch Cruise in Portland, MainePortland Head Light, Portland, MaineL L Bean Flagship Store My first try at rock climbing at Otter Cliffs in Acadia National ParkPopovers at Jordan Pond HouseCadillac Mountain overlooking Bar HarborWhite Water Rafting on the Kennebec River
Beautiful Block Island
Beautiful Block Island | Source
The Bush Compound, Kennebunkport
The Bush Compound, Kennebunkport
A pregnant lobster on the Lucky Catch Cruise in Portland, Maine
A pregnant lobster on the Lucky Catch Cruise in Portland, Maine
Portland Head Light, Portland, Maine
Portland Head Light, Portland, Maine
L L Bean Flagship Store
L L Bean Flagship Store
My first try at rock climbing at Otter Cliffs in Acadia National Park
My first try at rock climbing at Otter Cliffs in Acadia National Park
Popovers at Jordan Pond House
Popovers at Jordan Pond House
Cadillac Mountain overlooking Bar Harbor
Cadillac Mountain overlooking Bar Harbor
White Water Rafting on the Kennebec River
White Water Rafting on the Kennebec River

I love road trips! So, when we decided to take a trip to the East Coast, we thought a New England road trip would be a great way to sample all that the area has to offer. The only issue was how to get the kids to be happy in a car. That's a tall order for kids who say "Are we there yet?" after 30 minutes across town.

To get started, we flew from Los Angeles to Providence, Rhode Island. After a quick jaunt to Block Island, we rented a car to go up through Maine as far north as Quebec City and Montreal before heading back down through Vermont.

Now that we've returned, I'm sharing my ultimate New England road trip itinerary for families. In case you have any interest in embarking on a similar adventure, here are a few short tips to help you get started.

5 Tips for a Road Trip with Kids

1. Take into account your audience and plan to see/do things that keep everyone interested.

In our case, parents and two boys—15 and 11 years old. I know this is an obvious tip but in my case, I had to remember to do things I wanted to do, instead of just focusing on what made everyone else happy.

2. Plan a driving route that you can manage.

I planned almost every drive to be between 1 and 3 hours. Knowing that was my parameter, I looked for things to do or places to stop that fit within those guidelines.

3. Great activities are the key to happy travelers.

Since we have boys, we planned active pursuits like rock climbing and river rafting. See below for all the fun things we did on our New England road trip.

4. Fly into a city that has cheap flights, great rental car deals AND good hotel prices.

It's important to look at all three variables. For this trip, we had a choice of multiple airports. With respect to the car, I was looking for a great deal on a small SUV since we would be in the car for so many days. Providence had great hotel deals by the airport, which we needed because the flight we wanted landed at 11:30pm.

5. Bring books on tape.

I have never enjoyed being in a car so much! The best part was we took one of my son's required summer reading books and killed two birds with one stone. You can download the first digital book for free on with a trial membership.

New England Road Trip Summary:

  • Duration: 9 Days
  • Distance: Approximately 1,300 miles
  • States Visited: Rhode Island, New Hampshire, Maine, and Vermont. Also Quebec and Montreal.
  • What wasn't included: We had already done other trips with the kids to some New England States—Boston and Cape Cod in Massachusetts, Connecticut and New York. Since it was a summer road trip instead of a fall foliage trip, we skipped the Kancamagus Highway and Litchfield Hills.

Our New England Road Trip Itinerary:

Days 1 and 2: Block Island in Rhode Island

Some friends happened to be staying on Block Island at the same time we arrived in Providence. It's an easy trip on the fast ferry from Pt. Judith to Block Island. We spent a few days sailing, swimming and cruising around the island. Drove 2.5 hours at the end of day 2 and stayed overnight in Portsmouth, New Hampshire.

Day 3: Portland Maine (Drive Time 1.5 Hours)

Kennebunkport in the morning was just a quick stop. The highlight here is the beach, but being Californians, we get plenty of beach time, so we snapped some quick photos of the Bush Compound and drove to Portland.

My goal was to do something fun for the kids on this day, so we hopped aboard the Lucky Catch Cruise to learn about lobstering which was terrific! Not only were were able to learn everything there is to know about catching lobsters, we were able to enjoy an extraordinarily beautiful day on the Casco Bay and see four light houses including the famous Portland Head Light.

In the late afternoon, we headed to the LL Bean Flagship Store in Freeport. The store was fun to see because of the interesting displays and it's sheer size. Ending the day, we stumbled upon the Harraseeket Lunch & Lobster Company and their long line. I'm not a lobster roll person but this place is a famous New England food establishment and has the atmosphere of a real honest-to-goodness lobster pound.

Day 4: Bar Harbor, Maine (Drive Time 2.5 Hours)

Getting up to Mount Desert Island was a 2.5 hour drive so we decided to make the most of it by taking the coastal route and stopping to eat breakfast in picturesque Camden. Although it's one of the prettiest coastal towns that is a highlight for many people visiting Maine, it didn't feel like the place to stick around with teen boys. So we headed straight to Bar Harbor for an afternoon of rock climbing.

I was personally the most worried about this part of the trip since I had never scaled any large boulders and my upper body strength is less than impressive. All my fears went away within the first half hour when our fantastic guide, Ryan from Atlantic Climbing School made us feel very reassured. They have a family climb that was perfect for us all. It was such a phenomenal day!

Thankfully the weather held up and we were able to enjoy the the jagged coastline of Acadia National Park. My husband felt like he found a new sport and my 15 year old was beyond enthusiastic. I highly recommend adding this to your bucket list!

Day 5: Acadia National Park to Maine River Rafting (Drive Time 3 Hours)

Sunrise at Cadillac Mountain is supposed to be the thing to do in Acadia National Park, however the weather has to cooperate. It was rainy for sunrise but we got lucky that it cleared up before noon so we were able to enjoy the spectacular vistas. This area is great for kids too because the mountain is very gently sloping and they can run all over. Stopping at Jordan Pond House on the park loop road is a must! They have delicious popovers and a beautiful setting outside on the lawn overlooking a very scenic lake with small Maine wild blueberries growing everywhere.

In the late afternoon, we headed inland though all the small bucolic Maine villages. It's a beautiful drive that lets you imagine living in small town, USA. Our stop for the evening was Crab Apple Whitewater Lodge. The hotel was definitely rustic but clean and comfortable. The staff is very friendly and pointed out a terrific hike to Moxie Falls, which we did right after we dropped our bags in the room. This part of Maine just feels good - like a great adventure with great people awaits. And it does.

Day 6: Kennebec River, Maine to Quebec (Drive Time 2.5 Hours)

White water rafting bliss! The Crab Apple guides take you to the bottom of the Harris Station Dam where the daily water release provides a consistently thrilling ride on the Kennebec River. We all had smiles plastered on our faces for a full hour of non-stop action. The second half of the trip was floating down a calmer part of the river and just enjoying our magnificent surroundings on a perfect sun filled day. At the end of the rafting, the Crab Apple team made a great barbecue lunch followed by a highlight reel of the trip, which we were able to purchase and take home.

The next drive led us across the Canadian border and what felt like a throw back in time, to the walled city of Vieux Quebec. More like Europe than Canada, Quebec City has a charm to it that makes you feel like you could amble around the streets and sit in sidewalk cafes for hours. Unfortunately for us, we were only here for one day but had enough time to eat delicious food, see some of the more the more touristy sights and stay at a quaint little hotel that I highly recommend called Hotel Port-Royal Suites. I haven't recommended any hotels in this article because most, although nice, were not stand outs. This hotel was very well located with charming rooms and a great staff.

Day 7: Montreal to Burlington, Vermont (Drive Time 4 Hours)

We had to work one long drive into our East Coast road trip route in order to get to Vermont. To make it a little better, we had a pit stop for late lunch in Montreal. There are supposed to be many interesting things to do in Montreal but we didn't get a chance to do much because there was a huge downpour which started after being there for only one hour. We ate and headed straight for Burlington, which was our starting point for the next day.

Day 8: Vermont (Drive Time 2.5 hours)

The educational working farm at Shelburne Farms is something I would have definitely planned to see if my children were younger. So it was with trepidation that we ventured 15 minutes south of Burlington to see chickens, cows and cheese making. Happily, our whole crew enjoyed this excursion. It's hard not to enjoy a chicken parade when you get to run around and pick them up. My 11-year-old feels that milking a cow was a highlight of the whole trip.

From there we went to the Ben & Jerry's factory tour on scenic Route 100 and enjoyed our free sample of Late Night Snack. Then on to Southern Vermont where we luckily stumbled upon Dorset Quarry. My husband and sons relished the idea of jumping off marble cliffs into the water at this historic quarry. I found a video on You Tube that I posted below. Lots of free fun!!!

We spent the night at a bed and breakfast which was too dated for my taste but it did allow us time enjoy the sweeping vistas of the Green Mountains. I kept thinking about the movie Baby Boom with Diane Keaton the whole time we were here.

Day 9: Southern Vermont to Providence, Rhode Island (Drive Time 3.5 Hours)

Feeling like we needed a little culture in the midst of all this fun, we decided to go on a tour of Hildene, the summer home of Robert Todd Lincoln. It was enjoyable to see some of the Abe Lincoln artifacts as well meeting the docents who lovingly share the memories of the Lincoln family.

We had one last long drive back to Providence and broke it up with a trip to Bromley Mountain Resort in Peru, Vermont. Many of the ski resorts in Vermont have terrific summer activities like alpine slides and zip lines. My heart was racing as I sped 40 miles an hour down the mountain on a zip line followed by my 15 year old and husband. It was so much fun! Our last hurrah before heading back to Providence.

The trip was a blast. My fears about spending hours upon hours in the car with fighting kids were unwarranted. I know all of us will always have fond memories of this trip and the time we spent together.

Click thumbnail to view full-size
Cruising the cobblestone streets of Old MontrealLady Gaga at Shelburne FarmsJumping off the cliffs at Dorset Quarry
Cruising the cobblestone streets of Old Montreal
Cruising the cobblestone streets of Old Montreal | Source
Lady Gaga at Shelburne Farms
Lady Gaga at Shelburne Farms
Jumping off the cliffs at Dorset Quarry
Jumping off the cliffs at Dorset Quarry

East Coast Road Trip Itinerary Top 10

  1. Maine White Water Rafting!!!
  2. Rock Climbing in Acadia National Park
  3. Hanging out on Block Island
  4. Jumping off the cliffs at Dorset Quarry
  5. Milking a cow at Shelburne Farms
  6. Lobstering on Casco Bay
  7. Walking around Cadillac Mountain
  8. Eating lunch at Jordan Pond House
  9. Ben & Jerry's Factory Tour
  10. Seeing the Maine Coastline & Vermont Countryside

Dorset Quarry Video on You Tube

Enjoying a little history at Hildene
Enjoying a little history at Hildene
Flying high at Bromley Mountain with alpine slide and Sun Mountain Flyer in the background
Flying high at Bromley Mountain with alpine slide and Sun Mountain Flyer in the background

New England Road Trip Map

Block Island:
Block Island, New Shoreham, RI 02807, USA

get directions

Kennebunkport, Me:
Kennebunkport, ME, USA

get directions

Portland, Me:
Portland, ME, USA

get directions

Bar Harbor, Me:
Bar Harbor, ME, USA

get directions

The Forks, Me:
The Forks, ME, USA

get directions

Quebec City:
Quebec City, QC, Canada

get directions

Montreal, QC, Canada

get directions

Burlington, Vt:
Burlington, VT, USA

get directions

Dorset, Vermont:
Dorset, VT, USA

get directions

Providence, RI:
Providence, RI, USA

get directions

© 2011 The Evolista


    0 of 8192 characters used
    Post Comment
    • Chasing Riley profile imageAUTHOR

      The Evolista 

      18 months ago from Los Angeles

      So glad you like the information. The rafting was awesome and the company I shared did such a great job!! I have a blog now, with lots of trip information that your teens would also love like Alaska. You can also find me on Instagram by the same name.

    • VirginiaLynne profile image

      Virginia Kearney 

      18 months ago from United States

      Thanks so much for posting this family trip. I'm planning a similar trip with my teens and have had a hard time finding out about activities that would be interesting to us. We definitely love rafting, so that is a great idea.

    • PDXKaraokeGuy profile image

      Justin W Price 

      8 years ago from Juneau, Alaska

      chasing riley, I'm hoping to get it done soon! Thanks for reading the first two parts. I'm glad you were able to relate!

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      Loretta - We loved Block Island! It's such a special place. I just had my 15 year old read your skunk hub and he loved it. Thanks for stopping by and commenting!

    • loretta8 profile image


      8 years ago from Central Oklahoma

      Thank you for your kind words regarding my skunk problem! I'm enjoying your hubs as well and I try to spend 1 week every August on Block Island. I love it! Have not been to your other mentioned destinations...yet. Sounds like fun!

    • profile image

      Dean T. 

      8 years ago

      Jen....Well done. "Impressive....most impressive". :) Pictures along with your description make it personal and interesting.

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      Thanks Danette! I completely agree that experiences are better than things. They last forever in your mind (and photos). Thanks for reading!

    • Danette Watt profile image

      Danette Watt 

      8 years ago from Illinois

      Nice hub! I love road trips and this sounds like it was a great experience for you all. I always tried to emphasize to my kids that experiences are so much better than things. Stuff breaks or gets lost but we always have the memory of our experience. Voted up!

    • PDXKaraokeGuy profile image

      Justin W Price 

      8 years ago from Juneau, Alaska

      Ya. I've been slow going on writing those, but, needless to say, the reason for the title will be revealed by the end! Thanks for your reads!

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      PDXKaraokeGuy - I read the first 2 parts. It's funny but you reminded me of my first road trip as a kid. My grandfather took us from LA to Mt. Rushmore. It took about 2 weeks. We went through Wyoming too. I completely related to your trips as a kid. Very cool! I'm looking forward to reading Part 3 when you're done

    • kellymom1970 profile image


      8 years ago

      Chasing Riley, I love to travel, lot of fun vote up. Come see my first hub. good luck

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      Thanks Susan! It was a great trip!

    • PDXKaraokeGuy profile image

      Justin W Price 

      8 years ago from Juneau, Alaska

      I love road trips too. My dad was a professional musician when I was growing up and we traveled with him in the summer. We became road warriors. I'm working on a story about my first cross country road trip by myself. It's called A Case Mistaken Identity. It's on my Hub, at least the first two parts. Thanks for sharing your advice and wisdom!

    • susan54 profile image


      8 years ago

      Chasing Riley, That is very cool! VOTE UP!! for the whole family. What great pictures,and story to tell. Thanks

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      Babs, that's a huge compliment coming from you with all of the great trips that you take!

      randomcreative - Thanks for your feedback. A road trip is definitely a great way to spend time with your kids especially when they are growing up and hanging out with their friends more than you.

      ktrapp - I agree, the East Coast rocks! So many amazing, fun things to do there. We went to Massachusetts on two previous trips and had a wonderful time. I've only spent a little time in Connecticut but would love to see more!

    • ktrapp profile image

      Kristin Trapp 

      8 years ago from Illinois

      This trip sounds like it was fantastic! What a wonderful idea to set a drive-time limit for each day and make sure to mix things up so everybody has fun. I grew up in that part of the country and it is amazing how many interesting and varied things there are to do and see from state-to-state - and I see that you didn't even get to Massachusetts or my home state of Connecticut. ~voting up and interesting~

    • randomcreative profile image

      Rose Clearfield 

      8 years ago from Milwaukee, Wisconsin

      Great hub! I love your tips. I agree that adding personal photos adds a special touch to hubs. Thanks for sharing your journey with us. I took a few road trips with my family growing up and hope to take some with my own kids someday, too.

    • profile image

      Babs Sobel 

      8 years ago

      Great, Makes me want to take a trip with you. Really fun trip for all......good job Jennifer

    • Chasing Riley profile imageAUTHOR

      The Evolista 

      8 years ago from Los Angeles

      Thank you Harry!

    • HarryMcG profile image


      8 years ago from Queensland

      Great hub! Personal photos adds a touch that generic photos can't offer!


    This website uses cookies

    As a user in the EEA, your approval is needed on a few things. To provide a better website experience, uses cookies (and other similar technologies) and may collect, process, and share personal data. Please choose which areas of our service you consent to our doing so.

    For more information on managing or withdrawing consents and how we handle data, visit our Privacy Policy at:

    Show Details
    HubPages Device IDThis is used to identify particular browsers or devices when the access the service, and is used for security reasons.
    LoginThis is necessary to sign in to the HubPages Service.
    Google RecaptchaThis is used to prevent bots and spam. (Privacy Policy)
    AkismetThis is used to detect comment spam. (Privacy Policy)
    HubPages Google AnalyticsThis is used to provide data on traffic to our website, all personally identifyable data is anonymized. (Privacy Policy)
    HubPages Traffic PixelThis is used to collect data on traffic to articles and other pages on our site. Unless you are signed in to a HubPages account, all personally identifiable information is anonymized.
    Amazon Web ServicesThis is a cloud services platform that we used to host our service. (Privacy Policy)
    CloudflareThis is a cloud CDN service that we use to efficiently deliver files required for our service to operate such as javascript, cascading style sheets, images, and videos. (Privacy Policy)
    Google Hosted LibrariesJavascript software libraries such as jQuery are loaded at endpoints on the or domains, for performance and efficiency reasons. (Privacy Policy)
    Google Custom SearchThis is feature allows you to search the site. (Privacy Policy)
    Google MapsSome articles have Google Maps embedded in them. (Privacy Policy)
    Google ChartsThis is used to display charts and graphs on articles and the author center. (Privacy Policy)
    Google AdSense Host APIThis service allows you to sign up for or associate a Google AdSense account with HubPages, so that you can earn money from ads on your articles. No data is shared unless you engage with this feature. (Privacy Policy)
    Google YouTubeSome articles have YouTube videos embedded in them. (Privacy Policy)
    VimeoSome articles have Vimeo videos embedded in them. (Privacy Policy)
    PaypalThis is used for a registered author who enrolls in the HubPages Earnings program and requests to be paid via PayPal. No data is shared with Paypal unless you engage with this feature. (Privacy Policy)
    Facebook LoginYou can use this to streamline signing up for, or signing in to your Hubpages account. No data is shared with Facebook unless you engage with this feature. (Privacy Policy)
    MavenThis supports the Maven widget and search functionality. (Privacy Policy)
    Google AdSenseThis is an ad network. (Privacy Policy)
    Google DoubleClickGoogle provides ad serving technology and runs an ad network. (Privacy Policy)
    Index ExchangeThis is an ad network. (Privacy Policy)
    SovrnThis is an ad network. (Privacy Policy)
    Facebook AdsThis is an ad network. (Privacy Policy)
    Amazon Unified Ad MarketplaceThis is an ad network. (Privacy Policy)
    AppNexusThis is an ad network. (Privacy Policy)
    OpenxThis is an ad network. (Privacy Policy)
    Rubicon ProjectThis is an ad network. (Privacy Policy)
    TripleLiftThis is an ad network. (Privacy Policy)
    Say MediaWe partner with Say Media to deliver ad campaigns on our sites. (Privacy Policy)
    Remarketing PixelsWe may use remarketing pixels from advertising networks such as Google AdWords, Bing Ads, and Facebook in order to advertise the HubPages Service to people that have visited our sites.
    Conversion Tracking PixelsWe may use conversion tracking pixels from advertising networks such as Google AdWords, Bing Ads, and Facebook in order to identify when an advertisement has successfully resulted in the desired action, such as signing up for the HubPages Service or publishing an article on the HubPages Service.
    Author Google AnalyticsThis is used to provide traffic data and reports to the authors of articles on the HubPages Service. (Privacy Policy)
    ComscoreComScore is a media measurement and analytics company providing marketing data and analytics to enterprises, media and advertising agencies, and publishers. Non-consent will result in ComScore only processing obfuscated personal data. (Privacy Policy)
    Amazon Tracking PixelSome articles display amazon products as part of the Amazon Affiliate program, this pixel provides traffic statistics for those products (Privacy Policy)
    ClickscoThis is a data management platform studying reader behavior (Privacy Policy)