Adventure Trips

Outdoor Activities & Sports

Prefer doing to seeing? Need excitement? Can't sit still for too long?

If you're the adventure-seeking type, you'll feel right at home in Massachusetts. Just embrace your wild side and discover a world of fun: skydive in Greater Merrimack Valley; hike with llamas on Mt. Holyoke; go hot-air ballooning across the Massachusetts countryside; dog-mush through the woods of Central Massachusetts; or try ice climbing in the Berkshires.

With four distinct seasons and six diverse regions, you may run out of stamina before you ever run out of adventures. Are you up for the challenge?

Search Adventure Trips By Region

City: All Cities Abington Acton Acushnet Adams Agawam Alford Amesbury Amherst Andover Aquinnah Arlington Ashburnham Ashby Ashfield Ashland Athol Attleboro Auburn Avon Ayer Barnstable Barre Bass River Becket Bedford Belchertown Bellingham Belmont Berkley Berlin Bernardston Beverly Billerica Blackstone Blandford Bolton Boston Bourne Boxborough Boxford Boylston Bradford Braintree Brewster Bridgewater Brimfield Brockton Brookfield Brookline Buckland Burlington Buzzards Bay Cambridge Canton Carlisle Carver Centerville Charlemont Charlton Chatham Chelmsford Chelsea Cheshire Chester Chesterfield Chicopee Chilmark Clarksburg Clinton Cohasset Colrain Concord Conway Cummington Dalton Danvers Dartmouth Dedham Deerfield Dennis Dennis Port Dighton Douglas Dover Dracut Dudley Dunstable Duxbury East Bridgewater East Brookfield East Longmeadow Eastham Easthampton Easton Edgartown Egremont Erving Essex Everett Fairhaven Fall River Falmouth Feeding Hills Fitchburg Florida Foxborough Framingham Franklin Freetown Gardner Georgetown Gill Gloucester Goshen Gosnold Grafton Granby Granville Great Barrington Greenfield Groton Groveland Hadley Halifax Hamilton Hampden Hancock Hanover Hanson Hardwick Harvard Harwich Hatfield Haverhill Hawley Heath Hingham Hinsdale Holbrook Holden Holland Holliston Holyoke Hopedale Hopkinton Housatonic Hubbardston Hudson Hull Huntington Hyannis Ipswich Kingston Lakeville Lancaster Lanesborough Lawrence Lee Leicester Lenox Leominster Leverett Lexington Leyden Lincoln Littleton Longmeadow Lowell Ludlow Lunenburg Lynn Lynnfield Magnolia Malden Manchester-by-the-Sea Mansfield Marblehead Marion Marlborough Marshfield Mashpee Mattapoisett Maynard Medfield Medford Medway Melrose Mendon Menemsha Merrimac Methuen Middleborough Middlefield Middleton Milford Millbury Millis Millville Milton Monroe Monson Montague Monterey Montgomery Monument Beach Mount Washington Nahant Nantucket Natick Needham New Ashford New Bedford New Braintree New Marlborough New Salem New Seabury Newbury Newburyport Newton Norfolk North Adams North Andover North Attleboro North Brookfield North Reading Northampton Northborough Northbridge Northfield Norton Norwell Norwood Oak Bluffs Oakham Orange Orleans Otis Oxford Palmer Paxton Peabody Pelham Pembroke Pepperell Peru Petersham Phillipston Pittsfield Plainfield Plainville Plymouth Plympton Princeton Provincetown Quincy Randolph Raynham Reading Rehoboth Revere Richmond Rochester Rockland Rockport Rowe Rowley Royalston Russell Rutland Sagamore Salem Salisbury Sandisfield Sandwich Saugus Savoy Scituate Seekonk Sharon Sheffield Shelburne Sherborn Shirley Shrewsbury Shutesbury Somerset Somerville South Hadley Southampton Southborough Southbridge Southwick Spencer Springfield Sterling Stockbridge Stoneham Stoughton Stow Sturbridge Sudbury Sunderland Sutton Swampscott Swansea Taunton Templeton Tewksbury Tisbury Tolland Topsfield Townsend Truro Tyngsborough Tyringham Upton Uxbridge Vineyard Haven Wakefield Wales Walpole Waltham Ware Wareham Warren Warwick Washington Watertown Wayland Webster Wellesley Wellfleet Wendell Wenham West Boylston West Bridgewater West Brookfield West Newbury West Springfield West Stockbridge West Tisbury Westborough Westfield Westford Westhampton Westminster Weston Westport Westwood Weymouth Whately Whitman Wilbraham Williamsburg Williamstown Wilmington Winchendon Winchester Windsor Winthrop Woburn Woods Hole Worcester Worthington Wrentham Yarmouth Region: Statewide The Berkshires / Mohawk Trail Boston and Cambridge Bristol County Cape Cod Central Massachusetts Franklin County / Mohawk Trail Greater Merrimack Valley Greater Springfield Martha's Vineyard Nantucket Island North of Boston Plymouth County  

U.S. Figure Skating Synchronized Team Skating Championships

January 9, 2009Through January 11. Experience the excitement of the best synchronized ice skating event in the Northeast

Boston Wine Festival

January 10, 2009Annual celebration which includes events, tastings, auctions, and celebrity guests. Through April 3

23rd Annual Big Chili Contest

January 24, 2009Annual Chili contest sponsored by WMVY Radio.

20th Annual Cape & Islands Orchid Show

January 24, 2009Through January 25. Magnificent orchid displays, educational workshops, plants for sale and more.

• Adventure Trips
• Beaches
• Biking
• Camping
• Fishing & Charters
• Golf
• Hiking/Walking Trails
• Skiing/Snowboarding
• Sports Teams & Venues
• State Parks & Forests
• Water Sports
• Whale Watching
• Winter Fun