Weekend Getaways in Massachusetts

3 Days · Young Families

Quabbin Reservoir area, Massachusetts

Still Water, Small Feet: A Family Weekend at Quabbin

5 stops

3 Days · Teen Families

Martha’s Vineyard (off-season), Massachusetts

Cliffside Light: A Slow Coastal Escape on Martha's Vineyard

4 stops

3 Days · Teen Families

Nantucket (off-season), Massachusetts

Wind, Roses, and Whale Bones: 3 Days in Off-Season Nantucket

4 stops

2 Days · Active Retirees

Cape Cod (off-season), Massachusetts

Dune Light and Gallery Quiet: Two Days on the Outer Cape

3 stops

3 Days · Teen Families

North Shore (Salem area), Massachusetts

Salted Air & Old Secrets: 3 Days on Salem's Historic Shoreline

5 stops

3 Days · Solo

Nantucket (off-season), Massachusetts

Salt Air & Empty Shores: 3 Days Alone on Off-Season Nantucket

6 stops

2 Days · Active Retirees

Nantucket (off-season), Massachusetts

Salt Air & Slow Roses: Two Days in Off-Season Nantucket

3 stops

3 Days · Solo

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Company: 3 Days Solo on the Outer Cape

5 stops

3 Days · Solo

Martha’s Vineyard (off-season), Massachusetts

Cliff Light & Quiet Roads: A Solo Off-Season Escape to Martha's Vineyard

5 stops

2 Days · Active Retirees

North Shore (Salem area), Massachusetts

Salt Air & Storied Streets: Two Days in Salem

3 stops

3 Days · Teen Families

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Shores: 3 Days in Off-Season Provincetown

6 stops

3 Days · Solo

North Shore (Salem area), Massachusetts

Salt Air & Shadowed Streets: Three Days Solo on the North Shore

6 stops

3 Days · Solo

Cape Cod (off-season), Massachusetts

Sand, Silence & Salt Air: 3 Days Alone on the Outer Cape

6 stops

3 Days · Solo

Martha’s Vineyard (off-season), Massachusetts

Cliffside Solitude: 3 Days Alone with Martha's Vineyard's Western Light

4 stops

2 Days · Active Retirees

Martha’s Vineyard (off-season), Massachusetts

Cliffside Light: Two Slow Days at Martha's Vineyard's Western Edge

4 stops

3 Days · Teen Families

Nantucket (off-season), Massachusetts

Rose Lanes & Restless Tides: 3 Days in Nantucket for Families

4 stops

2 Days · Active Retirees

Cape Cod (off-season), Massachusetts

Dune Light & Gallery Quiet: Two Days on the Outer Cape

3 stops

2 Days · Active Retirees

North Shore (Salem area), Massachusetts

Salted Gables: Two Slow Days in Historic Salem

3 stops

3 Days · Teen Families

Martha’s Vineyard (off-season), Massachusetts

Cliffs, Light, and Salt Air: 3 Days on Martha's Vineyard

5 stops

3 Days · Solo

Nantucket (off-season), Massachusetts

Salt Air & Solitude: 3 Days Alone on Nantucket

4 stops

3 Days · Teen Families

Cape Cod (off-season), Massachusetts

Dune Light and Salt Air: 3 Days on the Outer Cape

8 stops

3 Days · Teen Families

North Shore (Salem area), Massachusetts

Salted Air & Old Secrets: 3 Days on Salem's Historic Shore

5 stops

2 Days · Active Retirees

Nantucket (off-season), Massachusetts

Roses, Whales, and Slow Tides: Two Days in Nantucket

4 stops

3 Days · Solo

North Shore (Salem area), Massachusetts

Salt Air & Old Secrets: Three Days Solo on Salem's Shore

4 stops

2 Days · Young Families

Cape Cod (off-season), Massachusetts

Sand, Sky, and Small Steps: A Family Weekend on the Outer Cape

4 stops

2 Days · Young Families

North Shore (Salem area), Massachusetts

Gables, Ghost Stories & Harbor Light: 2 Days in Salem for Young Families

3 stops

2 Days · Couples

North Shore (Salem area), Massachusetts

Salt Air & Seven Gables: A Slow Salem Weekend for Two

3 stops

2 Days · Young Families

Martha’s Vineyard (off-season), Massachusetts

Clay Cliffs & Quiet Coves: 2 Days in Off-Season Martha's Vineyard

3 stops

2 Days · Couples

Nantucket (off-season), Massachusetts

Salt Air & Rose Lanes: A Quiet Nantucket for Two

4 stops

2 Days · Couples

Martha’s Vineyard (off-season), Massachusetts

Clay Cliffs & Quiet Light: Two Days in Off-Season Aquinnah

3 stops

2 Days · Young Families

Nantucket (off-season), Massachusetts

Rose Lanes & Quiet Shores: A Spring Weekend in Nantucket with Kids

3 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

2 Days · Couples

Cape Cod (off-season), Massachusetts

Dunes, Light, and Quiet Tides: Two Days in Provincetown

4 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

North Shore (Salem area), Massachusetts

Salted Air & Gabled Secrets: Two Days on Salem's Historic Shore

3 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

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 · Young Families

Martha’s Vineyard (off-season), Massachusetts

Cliffside Quiet: 3 Days of Wildflowers and Sea Wind on Martha's Vineyard

4 stops

3 Days · Young Families

North Shore (Salem area), Massachusetts

Gables, Gulls, and Gentle Museum Hours: 3 Days in Salem with Little Ones

3 stops

3 Days · Young Families

Cape Cod (off-season), Massachusetts

Dunes, Tide Pools & Quiet Galleries: 3 Days in Off-Season Cape Cod

4 stops

3 Days · Young Families

Nantucket (off-season), Massachusetts

Rose Lanes & Quiet Tides: 3 Days in Off-Season Nantucket

6 stops

3 Days · Couples

North Shore (Salem area), Massachusetts

Salted Air & Old Doorways: 3 Days on the North Shore

5 stops

3 Days · Couples

Martha’s Vineyard (off-season), Massachusetts

Clay Cliffs & Quiet Light: 3 Days in Off-Season Martha's Vineyard

4 stops

3 Days · Couples

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Tides: 3 Days in Off-Season Provincetown

5 stops

3 Days · Couples

Nantucket (off-season), Massachusetts

Salt Air & Slow Light: 3 Days in Off-Season Nantucket

6 stops

3 Days · Couples

North Shore (Salem area), Massachusetts

Salt Air & Seven Gables: A North Shore Romance

5 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 · Couples

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Tides: 3 Days in Provincetown

6 stops

3 Days · Couples

Nantucket (off-season), Massachusetts

Salt Air & Slow Light: 3 Days in Nantucket for Two

5 stops

3 Days · Young Families

Martha’s Vineyard (off-season), Massachusetts

Cliffside Hours: A Gentle Family Escape to Aquinnah

4 stops

3 Days · Young Families

Nantucket (off-season), Massachusetts

Sand Between Their Toes: 3 Days in Nantucket for Little Explorers

5 stops

3 Days · Couples

Martha’s Vineyard (off-season), Massachusetts

Clay Cliffs & Quiet Light: 3 Days in Martha's Vineyard

4 stops

3 Days · Young Families

North Shore (Salem area), Massachusetts

Gables, Gulls & Gentle History: 3 Days in Salem with Little Ones

3 stops

3 Days · Active Retirees

Quabbin Reservoir area, Massachusetts

Still Waters: Three Days Beside the Quabbin

5 stops

Showing 60 of 92 — explore all of Massachusetts.