2 Days · Young Families
Great North Woods, New Hampshire
Loon Calls & Still Water: Two Family Days on Lake Umbagog
3 stops
3 Days · Active Retirees
Allegheny National Forest, Pennsylvania
Still Water, High Ridge: Three Slow Days in the Allegheny
5 stops
2 Days · Young Families
Cape Cod (off-season), Massachusetts
Sand, Salt & Small Footprints: 2 Days in Provincetown
4 stops
2 Days · Couples
Nantucket (off-season), Massachusetts
Roses, Whales, and Salt Air: Two Days in Nantucket
4 stops
3 Days · Active Retirees
Laurel Highlands, Pennsylvania
Waterfall Light and Woven Stone: 3 Days in the Laurel Highlands
4 stops
2 Days · Young Families
Monadnock Region, New Hampshire
Millponds, Pink Blooms & a Village Green: 2 Days in the Monadnock Region
4 stops
2 Days · Couples
Great North Woods, New Hampshire
Stillwater & Loon Song: Two Days on Lake Umbagog
3 stops
2 Days · Young Families
Laurel Highlands, Pennsylvania
Waterfalls & Wonder: A Slow Family Weekend in the Laurel Highlands
3 stops
2 Days · Couples
Cape Cod (off-season), Massachusetts
Dunes, Light, and Quiet Tides: Two Days in Provincetown
4 stops
2 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sand, Salt Air & Village Charm: 2 Days on Greenwich's Gold Coast
3 stops
2 Days · Young Families
White Mountains (North/South), New Hampshire
Notch Light & Waterfall Mornings: 2 Days in the White Mountains with Kids
4 stops
3 Days · Active Retirees
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalks: Three Easy Days on Greenwich's Gold Coast
5 stops
3 Days · Active Retirees
Cape Cod (off-season), Massachusetts
Dune Light & Gallery Quiet: 3 Days at the Cape's Outer Edge
4 stops
2 Days · Couples
Litchfield Hills (North/South), Connecticut
Waterfalls, White Steeples & Wooded Summits: A Litchfield Hills Escape
4 stops
2 Days · Couples
North Shore (Salem area), Massachusetts
Salted Air & Gabled Secrets: Two Days on Salem's Historic Shore
3 stops
3 Days · Active Retirees
Great North Woods, New Hampshire
Stillness on the Water: Three Days at Lake Umbagog
4 stops
3 Days · Active Retirees
Monadnock Region, New Hampshire
Granite Peaks & Quiet Ponds: 3 Days in the Monadnock Region
5 stops
2 Days · Young Families
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Tides: A Family Weekend in Aquinnah
3 stops
2 Days · Young Families
North Shore (Salem area), Massachusetts
Salem, Slowed Down: Gables, Ghosts, and Gentle Days for Little Explorers
3 stops
3 Days · Active Retirees
Nantucket (off-season), Massachusetts
Rose Lanes & Salt Air: 3 Days in Nantucket
6 stops
2 Days · Young Families
Nantucket (off-season), Massachusetts
Sandy Toes & Rose Lanes: 2 Summer Days in Nantucket with Little Ones
4 stops
2 Days · Couples
Monadnock Region, New Hampshire
Granite Summits & Quiet Villages: 2 Days in the Monadnock Region
4 stops
3 Days · Active Retirees
North Shore (Salem area), Massachusetts
Salt Air & Old Stories: Three Days on Salem's Cobblestones
3 stops
2 Days · Couples
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Tides: Two Days in Aquinnah
4 stops
3 Days · Active Retirees
Martha’s Vineyard (off-season), Massachusetts
Clay Cliffs & Quiet Light: A Slow Western Escape on Martha's Vineyard
4 stops
3 Days · Active Retirees
Seacoast, New Hampshire
Salt Air & Slow Tides: Three Days Along New Hampshire's Seacoast
6 stops
2 Days · Young Families
Catskills (East/West), New York
Waterfalls, Village Streets & Creek-Side Wonder: 2 Days in the Catskills with Kids
4 stops
3 Days · Active Retirees
Catskills (East/West), New York
Falls, Village Streets & Mountain Light: 3 Days in the Catskills
5 stops
2 Days · Couples
Catskills (East/West), New York
Mist, Music & Mountain Light: Two Days in the Catskills
4 stops
3 Days · Young Families
Delaware River Region, New Jersey
Slow River Days: A Family Introduction to the Delaware Water Gap
4 stops
3 Days · Couples
East Bay, Rhode Island
Salt Air & Slow Hours: Three Days in Bristol's East Bay
5 stops
3 Days · Young Families
Skylands (North), New Jersey
Ridge Light & Forest Shade: 3 Days in Skylands North with Little Ones
4 stops
3 Days · Couples
Block Island, Rhode Island
Cliffs, Light, and Salt Air: 3 Days on Block Island
4 stops
2 Days · Couples
Fire Island (off-season), New York
Beacon and Hollow: Two Days of Windswept Quiet on Fire Island
4 stops
3 Days · Young Families
East Bay, Rhode Island
Salt Air & Small Steps: 3 Days in East Bay with the Kids
4 stops
2 Days · Young Families
Fire Island (off-season), New York
Lighthouse Beams and Sunken Woods: A Slow Family Weekend on Fire Island
2 stops
3 Days · Young Families
Block Island, Rhode Island
Cliffs, Light, and Little Feet: A Family Weekend on Block Island
4 stops
3 Days · Young Families
Litchfield Hills (North/South), Connecticut
Green Grass & Waterfall Mist: 3 Days in Litchfield Hills with Little Ones
6 stops
3 Days · Young Families
Poconos (Waterfalls/Ski), Pennsylvania
Waterfall Mist & Mountain Air: 3 Slow Summer Days in the Poconos
3 stops
2 Days · Young Families
Northeast Kingdom, Vermont
Lake Light and Slow Trails: Two Summer Days in the Northeast Kingdom
4 stops
3 Days · Young Families
Jersey Shore (off-season), New Jersey
Sandy Toes & Salty Air: A Family Shore Escape
4 stops
3 Days · Couples
Skylands (North), New Jersey
Ridge Light & Forest Hush: 3 Days in Skylands North
6 stops
2 Days · Couples
Green Mountains (Central/South), Vermont
Summits and Slow Rivers: Two Days in Vermont's Green Mountains
3 stops
3 Days · Couples
Jersey Shore (off-season), New Jersey
Boardwalk Light, Sea Air, and Slow Sunsets: 3 Days on the Jersey Shore
6 stops
2 Days · Couples
Northeast Kingdom, Vermont
Lake Light & Wild Ridgeline: Two Days in the Northeast Kingdom
4 stops
2 Days · Young Families
Green Mountains (Central/South), Vermont
Gorge Views & Village Greens: A Gentle Green Mountains Weekend for Little Explorers
2 stops
3 Days · Couples
Pine Barrens (East/Central), New Jersey
Dark Water & Quiet Pines: 3 Days in the Barrens
7 stops
3 Days · Couples
Delaware River Region, New Jersey
Stone, Mist, and River Song: Three Days at the Delaware Water Gap
4 stops
3 Days · Active Retirees
Green Mountains (Central/South), Vermont
Ridgeline & River Song: 3 Days in Vermont's Green Mountains
5 stops
3 Days · Active Retirees
Northeast Kingdom, Vermont
Cliffs, Canopy, and Quiet Water: 3 Days in the Northeast Kingdom
6 stops
3 Days · Couples
North Shore (Salem area), Massachusetts
Salt Air & Seven Gables: A North Shore Romance
5 stops
3 Days · Couples
Cape May area, New Jersey
Jewel-Toned Victorians & Bay Sunsets: 3 Days in Cape May
4 stops
3 Days · Young Families
Cape Cod (off-season), Massachusetts
Sandy Toes & Slow Mornings: 3 Days in Off-Season Cape Cod
5 stops
3 Days · Young Families
Allegheny National Forest, Pennsylvania
Slow Water, Small Feet: 3 Days in Allegheny National Forest
3 stops
3 Days · Young Families
White Mountains (North/South), New Hampshire
Waterfalls, Notches & Nap Time: 3 Days in the White Mountains
6 stops
3 Days · Young Families
Laurel Highlands, Pennsylvania
Waterfalls, Wonder & Wright: A Family Weekend in the Laurel Highlands
4 stops
3 Days · Couples
Atlantic City, New Jersey, New Jersey
Neon, Sand & Salt Air: 3 Days for Two in Atlantic City
6 stops
3 Days · Couples
Cape Cod (off-season), Massachusetts
Dune Light & Quiet Tides: 3 Days in Provincetown
6 stops
2 Days · Couples
Kennebunkport area, Maine
Salt Air & Sea Glass: Two Days of Romance in Kennebunkport
4 stops
3 Days · Active Retirees
Kennebunkport area, Maine
Lighthouse Light & Harbor Hours: 3 Days in Kennebunkport
6 stops
Showing 60 of 238 — see summer trips by state.
This collection features 30 carefully crafted summer itineraries across 26 destinations throughout the Northeast, designed to help families and travelers make the most of warm-weather exploration. From multi-day adventures along the Jersey Shore and Atlantic City's boardwalks to intimate day trips through mountain trails and lakeside towns, these itineraries cater to visitors of all ages—whether traveling with little ones, teens, or as a couple seeking romance. Discover established destinations like Saratoga Springs, Burlington, and the Adirondacks alongside hidden gems like the Pine Barrens and Cape May, with itineraries ranging from single-day excursions to immersive four-day experiences.
Frequently Asked Questions
What types of itineraries are available on this page?⌄
The page includes 30 itineraries of varying lengths. Single-day trips focus on specific experiences like visiting Mohegan Bluffs or exploring a Winnipesaukee day for two. Multi-day itineraries range from 2 to 4 days and cover destinations such as Saratoga Springs, Block Island, Atlantic City, and the Adirondacks High Peaks, with options tailored for families with little ones, teens, or couples.
What regions of the Northeast are covered?⌄
The collection spans 26 destinations across the Northeast, including areas in New York, New Jersey, Pennsylvania, Vermont, Massachusetts, New Hampshire, and Maine. Featured regions range from the Adirondacks and Skylands to coastal destinations like Cape May and Portland, Maine, as well as mountain areas like the Poconos and Green Mountains.
Are there itineraries suitable for families with young children?⌄
Yes. Several itineraries are specifically designed with little ones in mind, including trips to the Skylands, Saratoga Springs, Burlington, Worcester, Binghamton, Portsmouth, Corning, the Pine Barrens, the Poconos, and the Adirondacks High Peaks. These multi-day experiences combine kid-friendly activities with slower-paced exploration.
What summer destinations offer beach or water experiences?⌄
Coastal and waterside destinations include Block Island, the Jersey Shore, Cape May, Atlantic City, Portland Maine, Portsmouth, the South Fork, and the Lakes Region. Additionally, mountain destinations like the Adirondacks and the Poconos offer water-based activities and natural swimming areas.
More Collections
Or see Summer Trips by state or browse weekend getaways in the Northeast.