Weekend Getaways from Boston
I found weekend getaways from Boston to be full of charm and variety. Within just a few hours’ drive, you can escape to the rocky coasts of Maine, the serene mountains of New Hampshire, the rolling countryside of Vermont, or the sandy beaches of Cape Cod. Each destination offers its own mix of history, nature, and vibrant culture, whether it’s browsing quaint New England villages, hiking scenic trails, indulging in fresh seafood, or exploring art-filled towns.
I One of the best parts is choosing the right place to stay: from cozy coastal inns and rustic mountain lodges to charming bed-and-breakfasts and boutique hotels that make the perfect home base for your adventure. Here are some unique accommodations I came across that I think you’ll enjoy on your Boston-area getaways.
1. For a luxurious coastal escape: Wequassett Resort & Golf Club - 1 hour 15 minutes from Boston
I was no stranger to Cape Cod when I stayed at Wequassett Resort & Golf Club for the first time. The drive from Boston took us about two and a half hours one weekend.
From the moment I stepped onto the manicured grounds of the resort, I could feel my shoulders drop. Salt air mixed with the scent of hydrangeas. It was so beautiful.
Wequassett Resort & Golf Club is one of my favorite coastal getaways in New England, and it’s a true gem on Cape Cod.
Nestled along Pleasant Bay in Harwich, the resort feels like the perfect mix of classic seaside charm and luxurious comfort—ideal for a romantic weekend escape or a memorable family vacation.
The resort is spread across 27 acres, with manicured gardens, private beaches, and sweeping views of the water.
My guest room was bright, airy, and elegant, with plush bedding, coastal-inspired décor, and a private patio that quickly became my favorite spot to sip morning coffee while watching the boats drift by.
The amenities here really stand out. I loved lounging by the waterfront pool, where the views were just as refreshing as the sea breeze.
The private beach offered calm waters for swimming and kayaking, while the championship golf course—ranked among the best in the country—was a highlight for me.
Even if you’re not an avid golfer, the scenery alone is worth the experience.
Dining was another unforgettable part of my stay. From casual bites by the water to fine dining with a focus on fresh, local seafood, every meal felt special.
Evening cocktails overlooking the bay were especially romantic and made the nights feel magical.
Wequassett is an underrated New England treasure.
With its stunning setting, warm hospitality, and blend of relaxation and recreation, it’s one of the best resorts for creating lasting memories—whether you’re traveling as a couple or with family.
To book, check availability or prices for Wequassett Resort & Golf Club.
2. For a modern island stay: 21 Broad Hotel - 4 hours (with the ferry)
I caught the ferry from Hyannis (just over 2 hours on the traditional boat, or about an hour on the high-speed for $89 round-trip) out to Nantucket.
There’s something about Nantucket that shifts your pace the second you arrive. At 21 Broad Hotel, that feeling came with crisp design, clean lines, and sunlit common spaces that made it hard to leave the lobby.
21 Broad Hotel is one of my favorite boutique gems in Nantucket, and the fact that you can get there in just about four hours with the ferry makes it a perfect weekend getaway.
Tucked right in the heart of downtown, the hotel feels both stylish and cozy—a mix of modern design and classic island charm.
From the moment I stepped inside, I loved the playful yet polished vibe.
The décor is bold and contemporary, with pops of color, eclectic art, and a fresh, youthful energy that feels different from the more traditional inns on the island.
My room was compact but beautifully designed, with a plush bed, spa-style bathroom, and thoughtful touches like a curated minibar and sleek lighting.
My favorite feature was the private outdoor space where I could sip wine in the evening and feel the salty Nantucket breeze.
The hotel also has inviting common spaces—a cozy lounge, outdoor courtyard with fire pits, and a light-filled breakfast area that made mornings easy and relaxing.
It felt like a hidden, underrated retreat even while being just steps away from Nantucket’s best restaurants, boutiques, and beaches.
For me, what makes 21 Broad stand out is its perfect balance: it’s stylish and modern but never pretentious, central yet quiet, and intimate while still offering thoughtful amenities. It’s the best spot for a romantic weekend, but I could see it working just as well for a fun getaway with friends.
All in all, 21 Broad Hotel is a true Nantucket gem—chic, comfortable, and effortlessly convenient.
To book, check availability or prices for 21 Broad Hotel.
3. Ocean Edge: Cape Cod Elegance & Bayside Calm
I drove 1 hour 15 minutes southeast from Boston to Ocean Edge in Brewster, a stately seaside resort set along Cape Cod Bay.
Ocean Edge Resort & Golf Club is one of my favorite Cape Cod destinations, and it’s a hidden gem for both romantic weekends and family getaways.
Located in Brewster, this sprawling resort has something for everyone—whether you want to relax by the ocean, explore the Cape, or dive into a full lineup of activities right on the property.
The resort is divided between The Mansion side and The Villages, so you can choose the style that best fits your trip.
I stayed in a Mansion guest room, and I loved the classic New England charm, complete with crisp linens, cozy décor, and a balcony that overlooked the grounds.
Families, on the other hand, will love the spacious villa-style accommodations in The Villages, many of which come with kitchens and living spaces that feel like a home away from home.
My favorite feature of Ocean Edge is the private beach on Cape Cod Bay—it’s the perfect spot to catch a breathtaking sunset or enjoy a calm morning walk.
The resort also has multiple pools, tennis courts, and bike rentals that made it easy to explore the Cape Cod Rail Trail right from the property.
For golfers, the Jack Nicklaus–designed course is one of the best in the region and adds to the resort’s appeal.
Dining was another highlight, from casual poolside bites to elegant dinners at Ocean Terrace, where the views of the bay were simply stunning.
Sipping a cocktail there as the sun dipped below the horizon was unforgettable.
To me, Ocean Edge is an underrated Cape Cod gem that combines charm, comfort, and endless amenities—making it one of the best spots for creating lasting Cape memories.
4. For classic charm: Newport, Rhode Island - Hotel Viking - 1 hour 30 minutes from Boston
I drove 40 minutes south from Providence to Newport, a coastal city famous for its Gilded Age mansions and sailing heritage.
Hotel Viking felt like stepping into an elegant past, ornate chandeliers, velvet drapes, and marble-topped everything. But what made it special was how comfortable it all felt.
Hotel Viking in Newport, Rhode Island, is one of my favorite historic weekend getaways, perfectly balancing Gilded Age charm with modern comfort.
Perched right on Bellevue Avenue, it puts you in the heart of Newport—steps from the iconic mansions, lively waterfront, and some of the best shops and restaurants in town.
From the moment I walked into the grand lobby, I felt the elegance of its 1926 origins.
The décor combines classic New England style with a fresh, updated vibe.
My guest room was cozy yet refined, with a plush bed, spa-style bathroom, and thoughtful details that made it feel like more than just a place to sleep.
I especially loved the mix of heritage touches and modern upgrades—it felt like staying in an underrated piece of Newport’s history.
One of my favorite highlights was the rooftop bar, which offers sweeping views of the harbor and is the perfect spot for sunset cocktails.
The indoor pool and spa added a relaxing touch, making it easy to unwind after a day of exploring.
I also enjoyed dining at One Bellevue, the hotel’s restaurant, which serves up creative takes on New England classics in an elegant setting.
What makes Hotel Viking stand out to me is its versatility. It’s romantic enough for a couple’s escape, but also warm and welcoming for families.
The location's unbeatable, the amenities are thoughtful, and the atmosphere has that timeless Newport sophistication.
For me, Hotel Viking is one of the best hidden gems in Rhode Island—historic, stylish, and always memorable.
To book, check availability or prices for Hotel Viking.
5. Normandy Farms: Campfire Mornings and Starry New England Nights
My husband, son and I drove 45 minutes southwest from Boston to Normandy Farms, a family-friendly camping resort tucked between Boston and Cape Cod.
Normandy Farms was summer bottled up...grassy fields, laughing kids, and the scent of pine and charcoal floating on the breeze. We arrived just before dusk, the campground gently glowing with string lights and porch lanterns. Families wheeled by on bikes, dogs trotted happily on leashes, and I thought, “This isn’t just a campground, it’s a little village that wakes up each morning ready to play.”
What I loved most about Normandy Farms is how thoughtfully designed it is.
The resort offers everything from traditional campsites to glamping yurts, safari tents, and even deluxe cabins, so you can tailor your stay to your style.
Our tent overlooked a wooded path where chipmunks darted between the trees and early sunlight filtered through the branches like stained glass.
I woke to birdsong and the smell of someone else’s breakfast, bacon and maple syrup drifting by like a personal invitation.
I brewed my own coffee over a camp stove, steam rising, and just sat still for a minute, taking it all in.
Pet lovers will also find it’s one of the most welcoming spots around, with a 1.5-acre dog park and even a dog wash station. To me, that’s a rare and thoughtful touch that makes it stand out.
What I Loved Most: How everyone seemed genuinely happy to be there. It felt like childhood summer camp, but with comfier beds and hot showers.
My highlights? A late lunch from the camp café: a grilled turkey and cheddar panini on sourdough with a side of kettle chips. The sandwich was warm and toasty, the cheese just beginning to melt, and it smelled like fresh bread and campfire smoke. We ate outside at a picnic table, bare feet in the grass. Later, we swam in the indoor pool, biked a trail loop, and ended the day stretched out under the stars at an outdoor movie night.
Check prices at Normandy Farms
6. For a historic stay: Boardman House Inn
We drove 45 minutes southeast from Hartford.
The Boardman House Inn wasn’t flashy, and that’s what made it unforgettable. Tucked into a quiet corner of East Haddam, it felt like I had stepped into the kind of New England that still writes love letters.
Boardman House Inn is one of my favorite hidden gems in Connecticut, a perfect spot for a romantic weekend getaway or a peaceful retreat steeped in history.
Tucked away in the quiet river town of East Haddam, this elegant inn is housed in an 1860s mansion, and from the moment I walked through its doors, I felt transported back in time.
What I loved most was the atmosphere, it’s intimate, sophisticated, and filled with charm.
The inn has just a handful of rooms, each uniquely decorated with antique furnishings, plush linens, and warm details that make it feel more like a private residence than a hotel. My room featured high ceilings, a grand four-poster bed, and large windows that filled the space with natural light.
It felt cozy yet luxurious, which to me is the best combination. The location is another highlight. Just a short walk away is the historic Goodspeed Opera House, where you can catch a Broadway-caliber show right on the banks of the Connecticut River.
The town itself is an underrated gem, with quaint shops, beautiful trails, and scenic views that make it ideal for strolling and exploring.
In the mornings, I enjoyed a quiet breakfast surrounded by period décor and the soft glow of antique chandeliers. It felt like stepping into a different era, yet with all the modern comforts I needed.
To me, Boardman House Inn is a true romantic escape—refined, historic, and serene. It’s one of the best places in New England for couples or anyone seeking a peaceful, elegant getaway in a storybook setting.
To book, check availability or prices for Boardman House Inn.
7. For a lakeside retreat: The Sagamore on Lake George
We drove just over an hour north from Saratoga Springs to The Sagamore, a grand old resort set on its own private island in Lake George.
If you're dreaming of a classic Adirondack escape with serious luxury, The Sagamore is where it’s at.
This stunning resort sits on its very own private island on Lake George. I usually drive up from NYC (about 4 hours). It's a 4-hour drive from Boston as well.
The Sagamore on Lake George is one of my favorite Adirondack gems, a resort that feels both timeless and luxurious—perfect for a romantic weekend or a memorable family getaway.
What I loved most about The Sagamore is its balance of historic charm and modern comfort.
The main hotel, dating back to the 1880s, has that classic grand-resort feel, while the lakeside lodges and condos offer cozy, spacious options for families.
My room was elegant yet relaxed, with plush bedding, warm décor, and a balcony that quickly became my favorite spot to take in the lake views.
The activities here make it one of the best all-around resorts in the region. From boating, fishing, and kayaking to tennis, golf, and an outdoor pool with incredible views, there’s something for every type of traveler.
Families will love the recreation center and kid-friendly programs, while couples will find plenty of romantic spots along the shoreline for sunset strolls.
Dining was another highlight for me.
The resort offers a range of options, from casual lakeside fare to fine dining with a view—perfect after a day of exploring. I especially enjoyed sitting on the terrace with a cocktail, watching the sun set over the Adirondacks.
For me, The Sagamore is more than just a place to stay—it’s a destination. Historic, elegant, and surrounded by natural beauty, it’s one of the best hidden gems in the Northeast for a getaway that feels truly special.
8. Hull-O Farms, Durham, New York
Hull-O Farms in Durham, New York, is one of my favorite hidden gems for a weekend getaway, especially if you’re looking for something unique, family-friendly, and truly memorable.
Tucked in the heart of the Catskills, this seventh-generation working farm offers an authentic farm-stay experience that feels both refreshing and underrated.
From the moment we arrived, we loved the welcoming, down-to-earth atmosphere.
Instead of a traditional hotel, you get to stay in charming country-style accommodations—think cozy guest houses with rustic décor, comfy beds, and pastoral views that make you feel right at home.
Waking up to the sounds of roosters and seeing the sunrise over the rolling hills was easily my favorite part of the mornings.
What makes Hull-O Farms so special is the hands-on experience. Guests can help feed the animals, collect eggs, bottle-feed baby goats and lambs, and even try their hand at milking cows.
For families, it’s one of the best ways to unplug and give kids a taste of farm life, while couples will find it romantic in its own way—peaceful, slow-paced, and deeply connected to nature. Beyond the farm, there’s plenty to enjoy outdoors.
From hiking and fishing to simply relaxing on the porch with a cup of coffee, the setting is all about slowing down and savoring simple pleasures.
Meals are another highlight, often featuring fresh produce straight from the farm.
For me, Hull-O Farms is more than just a stay—it’s an experience. Whether you’re traveling as a family or seeking a different kind of romantic escape, this Catskills gem is one of the best underrated getaways in New York.
9. Eco-friendly retreat: The Inn at Shelburne Farms, VT - 4 hours from Boston
We drove 15 minutes south from Burlington to The Inn at Shelburne Farms, featuring towering maples, endless meadows, and Lake Champlain stretched out like a silver mirror.
From the moment I pulled up the tree-lined drive, I loved the sense of timeless elegance.
The inn itself is a former Vanderbilt family summer home, and it retains that Gilded Age charm with sweeping verandas, antique furnishings, and warm, inviting spaces.
My room had a cozy, old-world feel, complete with period décor, plush bedding, and big windows that framed breathtaking lake and mountain views. Sitting by the window with a book became my favorite part of the day.
What makes this place so special is its setting within a 1,400-acre working farm and National Historic Landmark.
Guests can explore walking trails, gardens, and rolling fields, or get a firsthand look at the farm operations—everything from dairy cows to vegetable gardens.
Families will love the educational programs, while couples will find the quiet landscape incredibly romantic.
Conclusion: The Weekend May End, But the Feeling Doesn’t Have To
As I drove back toward Boston after each of these trips, I noticed how different I felt. A little lighter. A little slower. Sometimes full from an unforgettable meal, sometimes quiet from a peaceful hike, but always grateful I’d said yes to stepping away.
Because the truth is, you don’t need a plane ticket to feel transported. Just a map, a little curiosity, and the willingness to trade routine for something new , even just for a couple of days. These weekend getaways reminded me that sometimes the best reset is just a few hours down the road.
My personal highlights:
Some of my favorite Boston weekend getaways include Cape Cod for its beaches and summer energy, the White Mountains for their unique outdoor adventures, and the underrated town of Portsmouth, New Hampshire with its history, food, and waterfront charm. Each one delivers the best blend of scenery, culture, and relaxation.
More to explore...
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
