Weekend Getaways in Massachusetts

2 Days · Teen Families

Martha’s Vineyard (off-season), Massachusetts

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

4 stops

2 Days · Solo

North Shore (Salem area), Massachusetts

Salt Air & Shadowed Streets: Two Days on Salem's Cobblestones

5 stops

2 Days · Solo

Martha’s Vineyard (off-season), Massachusetts

Cliffs, Quiet, and Clay-Red Light: 2 Days Alone on Martha's Vineyard

4 stops

2 Days · Solo

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Tides: Two Days Alone on the Outer Cape

5 stops

2 Days · Teen Families

North Shore (Salem area), Massachusetts

Salt Air & Séance Bells: 2 Days in Salem

3 stops

2 Days · Solo

Nantucket (off-season), Massachusetts

Roses, Fog, and Salt Air: A Solo Escape to Off-Season Nantucket

4 stops

2 Days · Teen Families

Cape Cod (off-season), Massachusetts

Dunes, Gray Light & Wild Shore: 2 Days in Off-Season Provincetown

4 stops

2 Days · Teen Families

Nantucket (off-season), Massachusetts

Roses, Wind, and Whale Bones: 2 Days in Off-Season Nantucket

4 stops

2 Days · Solo

Nantucket (off-season), Massachusetts

Salt Air & Cobblestones: A Solo Weekend on Nantucket

4 stops

2 Days · Teen Families

Nantucket (off-season), Massachusetts

Roses, Sand, and Salt Air: 2 Days in Nantucket for Families

4 stops

2 Days · Teen Families

Cape Cod (off-season), Massachusetts

Dunes, Light, and Salt Wind: 2 Days on the Outer Cape

5 stops

2 Days · Solo

Cape Cod (off-season), Massachusetts

Dune Light & Quiet Tides: A Solo Weekend in Provincetown

5 stops

2 Days · Solo

Martha’s Vineyard (off-season), Massachusetts

Clay, Light, and Salt Wind: Two Days Alone at Aquinnah

4 stops

2 Days · Teen Families

Martha’s Vineyard (off-season), Massachusetts

Clay Cliffs & Salt Wind: 2 Days in Aquinnah with Teens

4 stops

2 Days · Solo

North Shore (Salem area), Massachusetts

Salt Air & Old Secrets: Two Days Alone in Salem

3 stops

2 Days · Teen Families

North Shore (Salem area), Massachusetts

Salt Air & Old Secrets: Two Days on Salem's Historic North Shore

3 stops

3 Days · Teen Families

Worcester, Massachusetts, Massachusetts

Brick, Blade & Berbere: Three Days in Worcester

9 stops

3 Days · Solo

Worcester, Massachusetts, Massachusetts

Brick, Blade, and Berbere: A Solo Wander Through Worcester

8 stops

3 Days · Teen Families

Springfield area, Massachusetts

Whimsy & Wonder: A Springfield Family Weekend in the Quadrangle

6 stops

2 Days · Active Retirees

Springfield area, Massachusetts

Whimsy and Wonder: A Gentle Two Days in the Springfield Quadrangle

3 stops

3 Days · Solo

Springfield area, Massachusetts

Whimsy and Wonder: A Solo Springfield Weekend

3 stops

2 Days · Active Retirees

Worcester, Massachusetts, Massachusetts

Brick, Bronze & Blossoms: A Gentle Two Days in Worcester

4 stops

2 Days · Active Retirees

Concord, Massachusetts

Falling Leaves & Quiet Pages: Two Days in Concord

4 stops

3 Days · Solo

Worcester, Massachusetts, Massachusetts

Brick, Blade, and Berbere: Three Days Alone in Worcester

10 stops

3 Days · Teen Families

Worcester, Massachusetts, Massachusetts

Brick, Blade & Berbere: A Worcester Weekend for the Whole Family

8 stops

3 Days · Teen Families

Plymouth, Massachusetts

Rock, Rope & Rising Tide: 3 Days in Plymouth

10 stops

3 Days · Solo

Plymouth, Massachusetts

Stone, Salt, and Slate: 3 Days Alone in Plymouth

8 stops

3 Days · Solo

Concord, Massachusetts

Pond Light & Parlor Doors: 3 Days Alone in Concord

5 stops

2 Days · Active Retirees

Plymouth, Massachusetts

Stone, Sail & Slate: Two Autumn Days in Plymouth

5 stops

3 Days · Teen Families

Concord, Massachusetts

Little Women, Big Ideas: A Concord Family Weekend

8 stops

3 Days · Teen Families

Springfield area, Massachusetts

Whimsy and Wonder: 3 Days in Springfield's Quadrangle

4 stops

2 Days · Active Retirees

Worcester, Massachusetts, Massachusetts

Brick, Bronze, and Autumn Light: Two Days in Worcester

5 stops

3 Days · Solo

Springfield area, Massachusetts

Whimsy and Wonder: A Solo Journey Through Springfield's Quadrangle

6 stops

2 Days · Active Retirees

Springfield area, Massachusetts

Whimsy and Wonder: Two Unhurried Days in Springfield's Quadrangle

3 stops

3 Days · Solo

Plymouth, Massachusetts

Stone, Sail & Slate: 3 Days Alone in Plymouth

8 stops

3 Days · Teen Families

Concord, Massachusetts

Revolution, Reflection & Red Leaves: 3 Days in Concord

6 stops

3 Days · Solo

Concord, Massachusetts

Fallen Leaves & Transcendent Ground: 3 Days in Concord

8 stops

3 Days · Teen Families

Plymouth, Massachusetts

Rock, Rope, and Harbor Light: 3 Days in Plymouth

8 stops

2 Days · Young Families

Springfield area, Massachusetts

Whimsy and Wonder: Two Gentle Days in Springfield's Quadrangle

4 stops

2 Days · Couples

Plymouth, Massachusetts

Rock, Sail & Harbor Light: Two Days in Plymouth

6 stops

2 Days · Couples

Springfield area, Massachusetts

Whimsy & Wonder: A Springfield Weekend for Two

4 stops

2 Days · Couples

Worcester, Massachusetts, Massachusetts

Brick, Steel & Spice: A Worcester Weekend for Two

6 stops

2 Days · Young Families

Plymouth, Massachusetts

Rock, Ship & Sunlit Harbor: A Family Weekend in Plymouth

5 stops

2 Days · Young Families

Worcester, Massachusetts, Massachusetts

Brick, Blossoms, and Elm Park Afternoons: 2 Days in Worcester with Little Ones

4 stops

2 Days · Young Families

Springfield area, Massachusetts

Whimsy on the Quadrangle: A Slow Family Weekend in Springfield

4 stops

3 Days · Active Retirees

Plymouth, Massachusetts

Stone, Sail & Slate: Three Autumn Days in Plymouth

8 stops

3 Days · Active Retirees

Boston Metro, Massachusetts

Cobblestones & Quiet Mornings: 3 Days Along Boston's Freedom Trail

6 stops

2 Days · Young Families

Boston Metro, Massachusetts

Cobblestones & Crumb Trails: A Family Weekend on Boston's Freedom Trail

5 stops

2 Days · Couples

Concord, Massachusetts

Wildflowers & Wood Smoke: Two Days of Concord's Quiet Romance

6 stops

2 Days · Young Families

Worcester, Massachusetts, Massachusetts

Leaf-Peeping & Lingering: A Gentle Worcester Weekend for Little Ones

4 stops

2 Days · Couples

Worcester, Massachusetts, Massachusetts

Brick, Steel & Slow Suppers: A Worcester Weekend for Two

6 stops

2 Days · Young Families

Plymouth, Massachusetts

Small Steps at Plymouth Rock: A Gentle Fall Weekend for Little Explorers

5 stops

2 Days · Couples

Springfield area, Massachusetts

Whimsy and Wonder: A Slow Fall Weekend in Springfield

4 stops

3 Days · Active Retirees

Springfield area, Massachusetts

Museum Light and Quiet Streets: Three Days in Springfield

5 stops

3 Days · Active Retirees

Worcester, Massachusetts, Massachusetts

Brick, Bronze, and Autumn Light: 3 Days in Worcester

6 stops

2 Days · Couples

Plymouth, Massachusetts

Rock, Rope & Harbor Light: Two Days in Plymouth

6 stops

2 Days · Young Families

Concord, Massachusetts

Little Women, Big Woods: A Family Weekend in Concord

3 stops

2 Days · Couples

Concord, Massachusetts

Falling Leaves & Transcendent Thoughts: Two Days in Concord

5 stops

3 Days · Active Retirees

Concord, Massachusetts

Autumn Light on Author's Ridge: 3 Days in Concord

5 stops

2 Days · Young Families

Concord, Massachusetts

Little Women & Quiet Water: 2 Days in Concord with Kids

3 stops

Showing 60 of 185 — explore all of Massachusetts.