Sampson Island Tours and Activities

Plan a trip to see Sampson Island

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was AU$4,617, price is now AU$3,542 per person
AU$3,542
per person
27 Dec - 3 Jan
found 20 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Clean and stylish room

Reviewed on 13 Oct 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$5,366, price is now AU$4,205 per person
AU$4,205
per person
28 Dec - 3 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
One of the best I’ve stayed at in a while

Reviewed on 11 Oct 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was AU$5,307, price is now AU$3,878 per person
AU$3,878
per person
29 Dec - 3 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on 7 Oct 2025

Popular places to visit

Jonathan Young Windmill

Jonathan Young Windmill

Jonathan Young Windmill is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Stroll along the seaside or seek out the hiking trails.

Jonathan Young Windmill

Little Pochet Island

Commune with nature and explore the great outdoors at Little Pochet Island during your travels in Orleans. Stroll along the area's beaches or simply enjoy its seafood restaurants.

Little Pochet Island

Pochet Island

Commune with nature and explore the great outdoors at Pochet Island during your travels in Orleans. Stroll along the area's beaches or simply enjoy its seafood restaurants.

Pochet Island

Nickerson Home

You can take time to visit Nickerson Home during your travels to Orleans. While you're in the area, stroll along the beaches.

Nickerson Home

Pilgrim Lake

You can find out about the history of Orleans with a trip to Pilgrim Lake. Stroll along the area's beaches or simply enjoy its seafood restaurants.

Pilgrim Lake

Orleans Historical Society Meeting House Museum

You can spend an afternoon browsing the exhibits at Orleans Historical Society Meeting House Museum during your trip to Orleans. Wander through the beautiful beaches and seaside in this family-friendly area.

Orleans Historical Society Meeting House Museum

Top Sampson Island Hotel & Accommodation Deals

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

5 out of 5
2173 Head of the Bay Road, Route 28, Harwich, MA
Wequassett Resort and Golf Club
Cozy home close to the beach with deck, porch, W/D, & foosball table

Cozy home close to the beach with deck, porch, W/D, & foosball table

Orleans
Cozy home close to the beach with deck, porch, W/D, & foosball table
East Orleans - walk to Nauset Beach

East Orleans - walk to Nauset Beach

East Orleans
East Orleans - walk to Nauset Beach
Come enjoy Orleans and Chatham

Come enjoy Orleans and Chatham

Orleans
Come enjoy Orleans and Chatham
Nauset Beach Inn

Nauset Beach Inn

3 out of 5
237 Beach Road, Orleans, MA
Nauset Beach Inn
Ship's Knees Inn

Ship's Knees Inn

3 out of 5
186 Beach Rd, Orleans, MA
Ship's Knees Inn
Charming 1BR, Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping(2396)

Charming 1BR, Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping(2396)

ORLEANS
Charming 1BR, Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping(2396)
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Chatham Bars Inn
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

2 out of 5
48 Cranberry Hwy, Orleans, MA
Rodeway Inn Orleans - Cape Cod
See all 2,967 properties in Sampson Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.