Weekend Trips From New York City
New York City is full of so much to do and see, but it does get a bit overwhelming at times. Whether you are looking for an action packed beach vacation or just want to hide away in a New England cottage, these little getaways from the big city are totally worth the trip. Read on to discover our all time favorite weekend trips from New York City.
Weekend Trips From New York City
1. Cape Cod, Massachusetts

New York City ➡️ Cape Cod, Massachusetts (4.5 hours)
Located on the arm of Massachusetts is the beautiful Cape Cod. I was lucky enough to spend my summers down the Cape, so (not to toot my own horn) we think Daisies Abroad has some of the best Cape Cod Guides on the internet. Anyway, Cape Cod is such a dreamy destination, and is the perfect place to visit if you want to get away from the hussle and bussle of NYC. If you are looking for a beach vacation, Cape Cod may be for you.
Some of my favorite towns on Cape Cod include Harwich, Provincetown, Brewster, Chatham, and Orleans.
⭐Read Next - 25 Best Things To Do On Cape Cod
Top 10 Things To Do In Cape Cod, Massachusetts
- Spot Sharks On Monomoy Island
- Go Kayaking On The Herring River
- Have a Go At Surfing At Nauset Beach
- Take a Stroll Down Commercial Street In Provincetown
- Visit The Cape Cod Lavender Farm
- Go Shopping In Downtown Chatham
- Have Brunch At The Chatham Bars Inn
- Have a Beach Day At Pleasant Road Beach
- Get Coffee and Pastries at Snowy Owl
- Visit The Brewster Store
🛎️Our Favorite Hotel On Cape Cod - Wequassett Resort
2. Newport, Rhode Island

New York City ➡️ Newport (3.5 hours)
Newport, Rhode Island is a charming New England town located on the southern coast of Rhode Island. Known for the magnificent Newport Mansions, picturesque beaches, amazing seafood restaurants, and adorable downtown area, Newport is a lovely place for a weekend trip from New York City.
⭐Read Next - A Complete Guide To Newport Rhode Island
Top 10 Things To Do In Newport, Rhode Island
- Visit The 11 Mansions
- Stop By The Tennis Hall Of Fame
- Do The Cliff Walk
- Have a Go At Surfing
- The Newport Car Museum
- Stop By The Beach
- Visit The US Naval War Museum
- Explore The The Audrain Auto Museum
- Go On an Evening Cruise
- Do The Newport Walking Food And History Tour
🛎️Our Favorite Hotel In Newport - The Vanderbilt Hotel
3. Mystic, Connecticut

New York City ➡️ Mystic, Connecticut (2.5 hours)
Mystic, Connecticut is an stunning coastal town located at the southeast tip of Connecticut. Mystic is probably most well known for the Julia Roberts film Mystic Pizza, but the small town is much more. You will find charming shops, gorgeous streets, amazing restaurants, cozy b&bs, and more in Mystic. Mystic, Connecticut is the ideal place for a weekend trip from New York City as it isn't too far from the city and it is quite adorable if you ask me!
⭐Read Next - The Best Mystic, CT Travel Guide
Top 10 Things To Do In Mystic, Connecticut
- Eat At The Iconic Mystic Pizza
- Visit Denison Homestead
- Go Shopping In Downtown Mystic
- Visit The Mystic Seaport Museum
- Stop By The Mystic Museum of Art
- Explore Denison Pequotsepos Nature Center
- Take a Day Trip To Newport, Rhode Island
- Do The Downtown Mystic Ghost Tour
- Explore Old Mystic Village
- Sample The Fresh Seafood at The Oyster Club
🛎️ Our Favorite Hotel In Mystic, Connecticut - The Whaler's Inn
4. New Canaan, Connecticut

New York City ➡️ New Canaan, Connecticut (1 hour)
New Canaan is an adorable town in southern Connecticut (just an hour northeast of NYC). Known for its pricey real estate, cute downtown area, farm to table restaurants, and beautiful parks New Canaan is much more than just your average town. New Canaan is a perfect option for someone who doesn't want to drive too far, but still get out of the chaotic NYC.
⭐Read Next - New Canaan, Connecticut Travel Guide
Top 10 Things To Do In New Canaan, Connecticut
- Visit Waveny Park
- Explore Downtown
- Stop By Grace Farms
- Visit The Glass House
- New Canaan Library
- Visit the New Canaan Churches
- Take a Day Trip To Norwalk
- Stop By New Canaan Historical Society
- New Canaan Nature Center
- Talmadge Hill Rail Trail
🛎️ Our Favorite Hotel In The New Canaan, Connecticut Area - The Watershed
5. Nantucket, Massachusetts

New York City ➡️ Nantucket (5 hours by ferry)
Nantucket is a stunning little island situated 30 miles off of Cape Cod. The coastline, charming homes, delectable seafood, and laid back island vibe make Nantucket a must see place in New England and a great spot for a weekend getaway from New York City.
I would recommend taking a short plane ride from NYC to ACK because driving and doing the ferry will be a lot. There is also a ferry you can take to Nantucket from NYC.
⭐Read Next - A Complete Guide To Nantucket Island
Top 10 Things To Do On Nantucket Island
- Visit Cisco Beach
- Explore Siasconset
- Go For a Swim At Jetties Beach
- Explore Downtown Nantucket
- Checkout The Yachts
- Do a Fishing Charter
- Explore Great Point
- Cisco Breweries
- Bike Around Nantucket
- Walk Down Orange Street
🛎️ Our Favorite Hotel On Nantucket Island - White Elephant
6. Portsmouth, New Hampshire

New York City ➡️ Portsmouth (5 hours)
Growing up in the Boston area, Portsmouth was always my favorite place to visit on a day trip. The quaint city is home to adorable cafes, unique boutiques, amazing restaurants, and ocean views. Whether you are looking for a weekend getaway from New York City or want to do a day trip from Boston, you will love the historic Portsmouth, New Hampshire.
⭐Read Next - A Complete Guide To Portsmouth, New Hampshire
Top 10 Things To Do In Portsmouth, New Hampshire
- Explore Market Street
- Visit Strawbery Banke Museum
- USS Albacore Museum
- Take a Stroll In Prescott Park
- See a Show At The Music Hall
- Moffatt-Ladd House & Garden
- Do a Day Trip To Maine
- Go To The Beach
- Have a Seafood Feast
- Go Shopping
🛎️ Our Favorite Hotel In Portsmouth, New Hampshire - The Hotel Portsmouth
7. Norwalk, Connecticut

New York City ➡️ Norwalk, Connecticut (1 hour)
Norwalk is a charming little town located just north of NYC and right next to New Canaan. I visited Norwalk in January and was thrilled to explore the town's historical sights, beaches, and hidden gems. Norwalk is a great place for a winter escape from the city.
⭐Read Next - What To Do In Norwalk, Connecticut
Top 10 Things To Do In Norwalk, Connecticut
- Calf Pasture Beach
- Lockwood-Mathews Mansion Museum
- Center for Contemporary Printmaking
- Sheffield Island
- Oyster Shell Park
- Mill Hill Historic Park
- Explore New Canaan
- Stay at The Watershed
- Visit Waveny Park
- Have Coffee At Art Space Cafe
🛎️Our Favorite Hotel In Norwalk, Connecticut - The Watershed
8. Boston, Massachusetts

New York City ➡️ Boston, Massachusetts (4 hours)
Home to crazed sports fans, Irish culture, European style architecture, some of the best universities in the world, and much more, Boston is a unique place. After traveling around the United States I can confidently say that Boston is my favorite city in the country. Boston is a great option for a city break from NYC.
⭐Read Next - A Locals Guide To Boston, Massachusetts
Top 10 Things To Do In Boston, Massachusetts
- Walk The Freedom Trail
- Faneuil Hall Marketplace
- Shop On Newbury Street
- Stroll The Boston Common
- Eat In The North End
- Explore Beacon Hill
- Go To a Bruins Game
- See a Game at Fenway Park
- Explore Cambridge
- Visit The Seaport
🛎️Our Favorite Hotel In Boston, Massachusetts - The Newbury
9. Montréal, Canada

New York City ➡️ Montréal, Canada(1 hour✈️ & 6 hours🚗)
Doing a weekend trip to another country may seem daunting, but French Canada is closer to NYC then you may think (only an hour flight). Montréal is known for its European flare, stunning cathedrals, delectable poutine, unique shops, and charming neighborhoods. Montréal is one of my favorite cities in the world and is truly underrated!
⭐Read Next - The Ultimate Guide To Montréal, Canada
Top 10 Things To Do In Montréal, Canada
- Have Brunch at Crew Collective Cafe
- Explore Rue Saint Paul
- Visit The Place d'Armes
- Marvel At The Notre Dame Basilica
- Shop at Bonsecours Market
- Visit Place Jacques-Cartier
- Explore Old Port
- Hike To The Top of Mount Royal
- See The Mary, Queen Of The World Basilica
- Explore Mile End
🛎️Our Favorite Hotel In Montréal, Canada - Hotel William Gray
10. Bermuda

New York City ➡️ Bermuda (2 hours✈️)
Bermuda is home to pink sand beaches, turquoise water, rum swizzles, and some of the friendliest people you will ever meet, making for the perfect spot for a beach vacation. The island of Bermuda is only a two hour flight from New York City. If you are looking to experience an entirely different destination for you weekend trip, Bermuda is a great option and it's surprisingly close to NYC.
⭐Read Next - The Ultimate Bermuda Travel Guide
Top 10 Things To Do In Bermuda
- Hike The Railway Trail
- Visit The Crystal and Fantasy Caves
- Go Shopping Front Street In Hamilton
- Go To The Beach
- Go Snorkeling
- Go Cliff Jumping
- Horseshoe Bay Beach
- Spend a Day In St. Georges
- Go To The Swizzle Inn
- Saint Catherines Bay Beach
🛎️Our Favorite Hotel In Bermuda - The Reefs Resort
Weekend Trips From New York City Wrap Up
There are so many enchanting destinations near New York City that are totally worth exploring. We hope that this post all about the best weekend trips from New York City help you find your next destination. If you have been to any cool spots around NYC please leave us a comment - we would love to check them out! If you liked this post check out our New York City Travel Guide and our guide to the Best Places To Visit In New England.
Happy Travels,
Daisy
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