The Boston space is a good place to reside, however typically you simply have to get away! Earlier than you sit down and wrack your mind for concepts simply to provide you with the identical previous, usual, or consider locations which are “too chilly”, “too scorching”, and “too far”, check out this record of weekend getaways from Boston.
We now have damaged it down by season to make it simple. And since nobody needs to spend their complete weekend in transit, we now have solely included locations which are about 4 hours or much less from Boston both by automobile or flight (principally direct.) Learn on for concepts on the place to remain, what to do, and how one can get to your subsequent Boston weekend getaway — whether or not you might be touring with children or simply the grownups.
Winter Weekend Getaways from Boston

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Jay Peak, Vermont
Distance from Boston: 4 hours driving time
Jay Peak Resort in Vermont’s Northeast Kingdom almost bumps up in opposition to the Canadian border. After all, it’s nice in the summertime and fall too, however as a result of it will get a lot snow, it’s a excellent spot for winter sports activities lovers.
One can find snowboarding, snowboarding, Nordic snowboarding, snowmobiling, ice skating, snowshoeing, fats biking, and extra. If indoor actions are extra your jam, Jay Peak gives a movie show, climbing gymnasium, spa, arcades, and an enormous indoor water park.
The place to remain: Jay Peak Resort
White Mountains, New Hampshire
Distance from Boston: 2.75 hours driving time to Lincoln, 3 hours to Bretton Woods
The White Mountains of New Hampshire work for a lot of seasons, however actually have one thing particular to supply within the winter. Close to Lincoln, you’ll discover the beautiful Ice Castles set up (test the web site for dates as they range by season) and at close by Loon Mountain, you’ll discover snow tubing, snowboarding, snowboarding, and extra.
In the event you head to North Conway, you may loosen up on the Omni Bretton Woods, the place you may take pleasure in a horse-drawn sleigh journey, snow tubing, or Nordic snowboarding.
See extra choices for snowboarding inside three hours of Boston.
The place to remain: Riverwalk Resort at Loon Mountain, Omni Mount Washington Resort
Stowe, Vermont
Distance from Boston: 3.25 hours of driving time
Stowe gives the small-town allure that’s good for skiers and people who aren’t such followers of winter sports activities. With an choice of ski resorts and inns inside a brief distance, it’s a good house base for exploring a few of Vermont’s specialties. These embrace sampling native craft beer at Bench, munching on heat apple cider donuts on the Chilly Hole Cider Mill, sampling cheese at Cabot Creamery, or making a pilgrimage to the Ben & Jerry’s Manufacturing facility.
See my solutions for a Vermont highway journey and this information to snowboarding at Stowe Mountain Resort.
The place to remain: Stoweflake Mountain Resort and Spa, Trapp Household Lodge, Topnotch Resort
Bethel, Maine

Distance from Boston: 3.25 hours of driving time
Bethel is house to one in every of Maine’s largest ski resorts, Sunday River. Sunday River gives as much as 84km of trails throughout 15 lifts, with choices for skiers, boarders, novices, and thrill seekers. This resort can be perfect for households with ski-in/ski-out lodging, a top-notch ski faculty, and family-friendly actions. People who don’t ski can take pleasure in snowmobiling, snow tubing, snowshoeing, and even canine sledding!
The place to remain: Grand Summit Lodge, Fallline Condos
Don’t overlook to buy journey insurance coverage on your journey! You by no means know what will occur with winter climate and sicknesses.
Berkshires, Massachusetts
Distance from Boston: 2.25 hours of driving time
The Berkshires could also be most well-known for the Boston Pops summer season concert events at Tanglewood, however these mountain cities additionally make for a fantastic winter vacation spot. There’s snowboarding and winter enjoyable at Jiminy Peak with a “Hearth and Enjoyable Zone” and an exhilarating mountain coaster.
There’s extra journey to be discovered at close by Ramblewild, which is open by means of the winter. However when you want to remain inside, pop into the various outlets and galleries in Stockbridge and Lenox, or pattern a number of of the world’s museums, like MassMOCA in North Adams.
The place to remain: The Williams Inn, Wheatleigh, Seven Hills Inn
Nashville, Tennessee

Distance from Boston: Lower than a three-hour direct flight on Southwest, JetBlue, or Delta
Generally you simply have to get away from Boston within the winter, so we’re together with choices which have a direct flight that’s lower than 4 hours. Nashville is usually a vacation spot in Southwest Airways’ Fare Offers and is an ideal spot for a weekend getaway.
Music Metropolis gives a lot from the Nation Music Corridor of Fame, to the Grand Ole Opry, and numerous honky tonks providing reside music on Broadway. Foodies may also love exploring Nashville’s meals scene, which is as scorching as its well-known scorching rooster.
The place to remain: Union Station Lodge, The Westin Nashville
Orlando, Florida

Distance from Boston: 3.5 hours direct flight time on Southwest, Delta, JetBlue, Spirit, and Frontier
Winter is a good time to hit the theme parks, when temperatures are cooler and features are shorter (so long as you keep away from vacation breaks). However there may be additionally a lot extra to do past the theme parks in Orlando. Simply attending to see palm bushes and blue skies makes for an excellent weekend away!
The place to remain: Margaritaville Orlando, Wyndham Grand Orlando Resort Bonnet Creek
New York Metropolis, New York

Distance from Boston: 3.75 hours on Amtrak’s Acela prepare
Everybody loves New York Metropolis at Christmas, however January is definitely a good time to go to NYC. Certain, the climate could also be depressing however the lodge costs are and their lowest and there may be a lot to do inside. Simply seize a CityPASS and begin exploring.
Plus, NYC hosts Broadway Week, Restaurant Week, and Lodge Week in late January with two for one deal and nice lodge charges throughout the town.
The place to remain: The Knickerbocker (when seeing a present on Broadway), The New York EDITION
Fort Lauderdale, Florida
Distance from Boston: 3.5 hours direct flight on JetBlue, Spirit, and Delta
If you wish to commerce gray skies for blue and snow for sand, a direct flight to Fort Lauderdale makes a simple weekend getaway. Even when it isn’t heat sufficient to hit the seaside, palm bushes have a means of placing everybody in an excellent temper. You can too take pleasure in airboat rides, alligator excursions, kayaking, meals excursions, boat charters, and extra.
The place to remain: B Ocean Resort, W Fort Lauderdale
San Juan, Puerto Rico
Distance from Boston: 4-hour direct flight on JetBlue
Catch a direct flight to San Juan for a weekend within the Caribbean — and not using a passport! You’ll be able to discover Previous San Juan, stroll the Paseo del Morro, take pleasure in some road meals, or hit the seaside. Plus you may be serving to this group make a restoration from the devastating hurricane that hit in 2017.
The place to remain: Caribe Hilton, Embassy Suites by Hilton San Juan
Spring Weekend Getaways from Boston
Don’t overlook to buy journey insurance coverage on your journey! Regardless of how lengthy your journey, unexpected circumstances can all the time come into play and it’s higher to be ready!
Bermuda

Distance from Boston: 2-hour direct flight on JetBlue
Bermuda looks like it’s within the Caribbean, however it’s truly within the Atlantic Ocean, off the coast of North Carolina. But a two-hour flight will put your toes digging into the well-known pink sand of Bermuda’s seashores. It may be chilly within the winter, however spring is prime time for visiting this British Abroad Territory.
Simply keep in mind that vacationers aren’t allowed to lease vehicles, so that you wish to decide a resort with seaside entry and lots to do.
The place to remain: Fairmont Southampton
Provincetown, Massachusetts

Distance from Boston: 1.5-hour ferry journey
In the summertime, a visit to Provincetown means crowds, excessive costs, and restricted availability. However when you go to the low season, you may take pleasure in this charming city with out the hustle and bustle. So when the climate begins warming up, hop on the ferry and head to P-town.
Whether or not you e-book a mattress and breakfast or one of many seaside resorts, it’s simple to stroll by means of city and benefit from the many, many eating places and outlets.
The place to remain: Sandcastle Resort, Lands Finish Inn
Chatham, Massachusetts
Distance from Boston: 1.75 hours of driving time
In the summertime, you can spend two hours simply sitting in site visitors getting right down to and throughout the Sagamore Bridge, however within the spring you may often do the entire journey in that period of time. There’s nonetheless a lot to do on Cape Cod within the low season, from the bike trails to visiting the museums or wildlife sanctuary. Even the whale-watching cruises begin heading out by late April. Plus, you gained’t need to combat as onerous to discover a parking spot when purchasing in downtown Chatham.
The place to remain: Wequasset Resort & Golf Membership, Chatham Bars Inn
Beacon, New York

Distance from Boston: 3.25 hours of driving time
Beacon in New York’s Hudson Valley has been a well-liked getaway for New Yorkers, however it’s shut sufficient to nonetheless make an excellent lengthy weekend journey from Boston. This cute and quirky city on the Hudson River gives artwork galleries, boutiques, nice eating places, and close by entry to cultural and historic treasures just like the Dia: Beacon artwork museum and Franklin D. Roosevelt’s Presidential Library. If the climate is heat, you may also take pleasure in boat excursions, kayaking, and extra close by.
The place to remain: Roundhouse
Windfall, Rhode Island

Distance from Boston: ~1 hour by automobile or Acela Amtrak prepare
Windfall is named the “Artistic Capital” for its hip eating and humanities scene. Residence to Brown College, Rhode Island College of Design, and Johnson & Wales College, you may typically discover attention-grabbing festivals and occasions happening, and the town’s well-known Waterfire artwork set up kicks off in late spring every year.
Ebook a gondola journey, take pleasure in Saturday morning farmers’ markets, poke by means of the wares on the Sunday morning Windfall Flea, and spend a night sampling a few of the metropolis’s new eating places or meals vehicles.
The place to remain: Dean Lodge, Graduate Lodge
Newport, Rhode Island

Distance from Boston: 1.5 hours driving time
Spring will be a great time to go to Newport, earlier than the yachts begin displaying up and the summer season festivals get into full swing. Flowers bloom on the Newport Mansions and you may take within the panoramic view at locations like Fort Hill Inn or Brenton Level State Park, lease a three-wheeled Scoot Coupe to discover Ocean Drive, and slurp down some contemporary oysters at Midtown Oyster Bar.
The place to remain: Newport Marriott, The Vanderbilt
Washington DC

Distance from Boston: 1.75-hour direct flight on JetBlue, American, and Delta to Washington’s Reagan Nationwide Airport
Washington D.C. could also be crowded within the spring, particularly when the cherry blossoms are in bloom, however additionally it is a particular time to see the nation’s capital. Simply plan forward if you wish to go to museums that require reservations, just like the Holocaust Museum or the Nationwide Museum of African American Historical past and Tradition.
It is also value reserving reservations for locations just like the Library of Congress, so you may skip the road upon arrival. Go away a while to benefit from the outside with a stroll by means of the monuments or a motorcycle tour alongside the Tidal Basin.
The place to remain: The Darcy, The Mayflower
Savannah, Georgia
Distance from Boston: 2.75-hour direct flight on JetBlue

If you’re Irish or like to rejoice St. Patrick’s Day, head to Savannah for the second-largest parade within the U.S. Or, keep away from the crowds and go to later within the spring when the climate is heat however not overly scorching and humid.
You’ll be able to spend a few days exploring Savannah’s 22 squares, visiting historic houses, or visiting the nation’s solely Prohibition Museum. Evenings are spent strolling alongside River Road or having fun with Savannah’s meals scene. When you have some additional time, head out to Tybee Island for a seaside day.
The place to remain: Lodge Indigo Savannah, Hyatt Regency Savannah
Charleston, South Carolina
Distance from Boston: 2.75-hour direct flight on JetBlue or Delta
Historic Charleston has turn out to be a little bit of a meals mecca within the south so in your go to, begin off on the Farmer’s Market, then begin sampling the native flavors on a meals tour. If you get uninterested in consuming and strolling, hop on a carriage journey for a tour of the historic district’s homes and gardens. Spend your additional time purchasing on King Road or exploring the coastal wetlands in a kayak or on a paddleboard.
The place to remain: Hyatt Home Charleston, Lodge Bennett, Belmond Charleston Place
Clearwater, Florida

Distance from Boston: 3.5-hour direct flight on JetBlue, Delta, and Spirit
The white sugar smooth sands of Clearwater Seashore draw guests year-round, however particularly in April throughout the city’s Pier 60 Sugar Sands Competition. When not constructing sandcastles or collaborating within the weekly actions provided downtime, you may hop on a pirate cruise, leap on a jet ski, or go go to Winter the well-known dolphin at Clearwater Marine Aquarium.
The place to remain: Wyndham Grand Clearwater Seashore, Hyatt Regency Clearwater
Don’t overlook to buy journey insurance coverage on your journey! Regardless of how lengthy your journey, unexpected circumstances can all the time come into play and it’s higher to be ready!
Summer time Weekend Getaways from Boston
Montreal, Quebec

Distance from Boston: 1.25-hour direct flight (or 5 hours driving time)
Montreal is hopping in the summertime. If there isn’t a pageant occurring, you may nonetheless journey bikes alongside the canal, go for a swim in Parc Jean-Drapeau, or partake in a few of the many actions provided within the Previous Port. In the event you enterprise past strolling distance, the Botanical Gardens at Jardin Botanique are nicely value the additional effort getting there.
Don’t miss a cease on the Biodome throughout the road. While you’re there, take pleasure in all of the must-try meals like poutine, bagels, steak, and French pastries which you can.
The place to remain: Fairmont The Queen Elizabeth, Le Westin Montreal
Quebec Metropolis, Quebec
Distance from Boston: <4 hours connecting flight by means of Montreal on Air Canada (or 6 hours driving time)
Some locations are value both driving a little bit additional or taking a connecting flight, and Quebec Metropolis is one in every of them. Quebec in the summertime is host to music pageant after pageant when everyone seems to be glad to be exterior within the sunshine! Strolling round Previous Quebec looks like exploring the cobblestone streets of a French city, stuffed with allure and elegance.
The place to remain: Fairmont Le Chateau Frontenac, Hilton Quebec
Block Island, Rhode Island
Distance from Boston: 3 hours driving time plus ferry journey
If you’re searching for a low-key summer season weekend getaway, head to the “Block” on the Block Island ferry. Issues might sound a little bit loopy on the town once you get off the boat, however lease a moped or a motorcycle and head out to the pristine seashores and cliffs that make Block Island so particular. When you find yourself able to celebration, head over to Ballards and revel in a Bloody Mary or Mudslide whereas listening to music earlier than heading again to the mainland.
The place to remain: Nationwide Lodge, Avonlea
Portland, Maine

Distance from Boston: 1.75 hours of driving time
The “different Portland” is a bustling port city in the summertime, stuffed with vacationers seeking to take pleasure in some purchasing, lobster rolls, and Maine’s craft beer (or blueberry soda.) If you wish to escape the crowds, head out onto Casco Bay on the ferry or take a lobster boat tour (the Portland Lobster Firm will prepare dinner what you catch!) Don’t miss a visit out of city to Cape Elizabeth and Portland Head Mild or a cease in Kennebunkport in your means again to Boston.
The place to remain: Press Lodge, Inn by the Sea
Nantucket, Massachusetts

Distance from Boston: 2 hours of driving and ferry time
Nantucket is the right weekend getaway for a special day or only a enjoyable car-free weekend. You’ll be able to lease bikes to discover the island, take pleasure in Nantucket’s stunning seashores, take a sundown sail, or simply take pleasure in purchasing on the boutiques and consuming at a lot of Nantucket city’s fabulous eateries.
When exploring the island, don’t miss taking a stroll alongside the Sconset Bluff Stroll and visiting Nantucket’s three scenic lighthouses. See my full 3-day Nantucket itinerary.
The place to remain: Brass Lantern Inn, White Elephant
Burlington, Vermont
Distance from Boston: 3.25 hours of driving time
Discover the very best of the Inexperienced Mountain state from the northern city of Burlington. This school city is situated on the banks of Lake Champlain (you may even take a ferry throughout to NY for a day journey to Ausable Chasm.) Close by, you may go to the ECHO Aquarium & Science Heart, Shelburne Museum, Ben & Jerry’s Ice Cream Manufacturing facility, plus many native breweries, dairies, and farms.
The place to remain: Lodge Vermont
Moosehead Lake, Maine

Distance from Boston: 4.25 hours of driving time
If you wish to get away from all of it, head north to Maine’s Lakes and Mountains area. Moosehead Lake, the biggest in Maine, gives the peace and quiet you might be searching for, whereas nonetheless providing a lot to do for out of doors lovers. You’ll be able to take pleasure in strenuous hikes, boating, and even moose safaris!
The place to remain: Moosehead Hills Cabins, Lodge at Moosehead Lake
Halifax, Nova Scotia
Distance from Boston: 1.5 hours direct flight on Air Canada
Direct flights into Nova Scotia land in Halifax, and it would be best to spend a while exploring the various museums, galleries, and outlets on the town. Nearly all guests to Nova Scotia will wish to head south to see the well-known lighthouse at Peggy’s Cove, however head even additional south to the UNESCO World Heritage Web site at Lunenburg. When you have extra time, you may drive the Cabot Path or see the altering tides within the Bay of Fundy.
The place to remain: Lord Nelson Lodge & Suites
Chicago, Illinois

Distance from Boston: 2.75-3 hours direct flight on JetBlue, United, Delta, American, Southwest, and Spirit
Summer time is a good time to go to the Windy Metropolis, when the solar is shining over Lake Michigan, making it extra enjoyable to benefit from the outside in Maggie Daley Park. Catch the view from the SkyDeck on the high of the Willis Tower, store til you drop on the Magnificent Mile, rating tickets to one in every of Chicago’s many theaters, or seize a CityPASS and head inside to the museums.
The place to remain: The Gwen Lodge, 4 Seasons Chicago
SMUGGLERS NOTCH, VERMONT
Distance from Boston: 3.75 hours of driving time
Smugglers’ Notch, affectionately referred to as “Smuggs” is a fun-filled, three-season resort, however it’s possible you’ll be stunned how a lot there may be to do in the summertime. From mountain biking to zip lining, canoeing and kayaking, disc golf, and llama treks — the record of summer season actions goes on and on. There are even some superb summer season camp applications for teenagers and teenagers.
The place to remain: Smugglers Notch Resort
Fall Getaways from Boston
Mystic, Connecticut

Distance from Boston: 1.75 hours of driving time
The historic seaside city of Mystic is charming within the autumn when the autumn colours are at their peak. It’s simple to spend your time exploring the historic Mystic Seaport, purchasing downtown or at Olde Mistick Village, and visiting close by farms for the fruits of the harvest — and scorching apple cider donuts!
The place to remain: Spicer Mansion (adults solely), Hyatt Place Mystic
Manchester, Vermont

Distance from Boston: 3.25 hours of driving time
Manchester have to be one of many cutest cities in New England, providing one thing for customers or journey seekers. Fall enjoyable at close by Bromley Mountain consists of the alpine slide, zip line, and different thrilling points of interest. Manchester additionally gives outlet purchasing, antiques, and the noteworthy Northshire Bookstore.
The place to remain: Kimpton Taconic Lodge, The Equinox
Woodstock, Vermont
Distance from Boston: 2.5 hours driving time
The quintessential city of Woodstock is the right house base for exploring Central Vermont. Close by you’ll discover the extra basic Vermont experiences like trying to find coated bridges, tasting maple syrup at Sugarbush Farm, watching glass blowing at Simon Pearce, and mountaineering within the Quechee Gorge.
The place to remain: Woodstock Inn and Resort
Lake Winnipesaukee, New Hampshire
Distance from Boston: 2.25 hours of driving time
Lake Winnipesaukee is the biggest lake in New Hampshire, however there are many others to select from within the state’s Lakes Area. The apparent actions embrace boating, kayaking, paddle boarding, and fishing, however you may also take pleasure in zip traces, journey programs, and mountaineering close by earlier than it will get too chilly. Make sure to take a look at the early morning reflections of the autumn colours within the lake or watch the sundown over the water.
The place to remain: Mill Falls on the Lake
Litchfield Hills, Connecticut
Distance from Boston: 2.5 hours driving time
Hike as much as the highest of Mt. Tom in Litchfield to search out a few of the prettiest fall views in Connecticut from the previous stone tower on the summit. This area of Connecticut is understood for its rolling hills, vintage outlets, artwork galleries, and picturesque cities providing mattress and breakfasts and small inns, excellent for a weekend getaway.
The place to remain: Mayflower Inn and Spa, Winvian Farm
Bar Harbor, Maine
Distance from Boston: 1.25-hour direct flight on Cape Air or JetBlue or 4.75-hour driving time
Fall comes early in Bar Harbor, so it would be best to plan your weekend getaway between mid-September and mid-October. Stargazers will benefit from the Acadia Night time Sky Competition in September and hikers can take pleasure in trails which are typically closed in the summertime to guard nesting birds. Chill out on the finish of the day with a contemporary lobster and one in every of Maine’s many native craft beers. There are various issues to do close to Acadia Nationwide Park.
The place to remain: Harborside Lodge, Terramor Out of doors Resort
Martha’s Winery, Massachusetts

Distance from Boston: 2.5 hours driving time + ferry
As pretty as seaside locations are in the summertime, they’re even higher within the early fall when the temperatures are nonetheless nice however the crowds have left them behind till subsequent 12 months. You could even have the ability to get a reservation on a automobile ferry extra simply! Fall is the perfect time to really discover Martha’s Winery, from the clay cliffs of Aquinnah to sunsets at Menemsha and purchasing in Edgartown.
The place to remain: Harborside Inn
Raleigh, North Carolina
Distance from Boston: 2-2.25 hours direct flight on JetBlue, Delta, or Spirit
When temperatures begin to drop and also you wish to maintain onto summer season, head south to Raleigh, the place Southern allure meets large metropolis. One can find bike trails, lakes, and hikes, plus native breweries, meals halls, festivals, and sporting occasions. See extra concepts on issues to do in Raleigh right here.
The place to remain: Aloft Raleigh, The StateView Lodge
Baltimore, Maryland

Distance from Boston: 1.5-hour direct flight on Southwest, Delta, American, United, JetBlue, or Spirit
Baltimore’s Inside Harbor is beautiful within the fall and when you time it proper, you may catch an away sport for the Pink Sox or Patriots when you are on the town. Discover the Nationwide Aquarium, take a harbor cruise, crack crabs in historic Fell’s Level, and seize breakfast at Miss Shirley’s earlier than heading house.
The place to remain: Kimpton Lodge Monaco, Pier 5 Lodge Baltimore
Catskills, New York
Distance from Boston: 4 hours driving time
If you get uninterested in the mountains nearer to house, head west to New York’s Catskills. Within the fall you’ll discover festivals, farms, stunning foliage, and loads of journey together with zip traces, journey programs, and mountain biking. The realm’s many cideries and breweries offers you loads of excuses to take a scenic drive by means of the countryside.
The place to remain: Kartrite Resort & Indoor Waterpark (for households), Inn at Lake Joseph
Don’t Neglect Journey Insurance coverage
Even weekend getaways want journey insurance coverage to guard your funding, and your self. My journey insurance coverage supplier of selection is Allianz Journey. For the previous few years, I’ve insured my household with an annual journey insurance coverage plan and have bought further insurance policies when additional protection was most well-liked.
I’ve needed to make two claims, one journey cancellation attributable to sickness (I received the flu!) and as soon as for a visit delay when our unique flight was canceled and we needed to rebook. Each claims went easily and I can test the standing and extra on the Journey Sensible app.
A few of the issues that journey insurance coverage can shield embrace: journey cancellation, journey interruption or delay, misplaced, delayed or stolen baggage, worldwide healthcare, and journey help. Plans range so discover the very best journey insurance coverage plan on your journey at Allianz Journey.
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