Shepherd Island Tours and Activities

Plan a trip to see Shepherd Island

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Aug 26 - Sep 1
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Door into the room was swelled and very difficult to open.

Reviewed on Jul. 17, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
This property by far exceeded my expectations. We will no doubt be back and have recommended this hotel to many others.

Reviewed on Jul. 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Popular places to visit

Wilson Lake

Wilson Lake

Commune with nature and explore the great outdoors at Wilson Lake during your travels in Acton.

Wilson Lake

Hidden Lake

Commune with nature and explore the great outdoors at Hidden Lake during your travels in West Newfield.

Hidden Lake

Lake Ivanhoe Beach

Why not spend a lazy afternoon at Lake Ivanhoe Beach during your trip to East Wakefield?

Lake Ivanhoe Beach

Lake Ivanhoe

Commune with nature and explore the great outdoors at Lake Ivanhoe during your travels in East Wakefield.

Lake Ivanhoe

BLPOA Beach

Why not spend a lazy afternoon at BLPOA Beach during your trip to East Wakefield?

BLPOA Beach

Hansen Pond Preserve

You can take time to visit Hansen Pond Preserve during your travels to Acton.

Hansen Pond Preserve

Best Lodging Options Near Shepherd Island

Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
Lake Wentworth Inn
Huttopia Southern Maine

Huttopia Southern Maine

2.5 out of 5
149 Sand Pond Rd, Sanford, ME
Huttopia Southern Maine
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road, Gilford, NH
Fireside Inn & Suites Gilford
Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

2.5 out of 5
352 North St, Saco, ME
Ramada by Wyndham Saco/Old Orchard Beach Area
TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

3 out of 5
14 Sawmill Road, Gilford, NH
TownePlace Suites by Marriott Gilford
Hampton Inn Kennebunk Kennebunkport

Hampton Inn Kennebunk Kennebunkport

2.5 out of 5
6 Independence Drive, Kennebunk, ME
Hampton Inn Kennebunk Kennebunkport
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Best Western Plus Landmark Inn
Weirs Beach Motel and Cottages

Weirs Beach Motel and Cottages

2 out of 5
396 Lakeside Ave, Laconia, NH
Weirs Beach Motel and Cottages
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy, Meredith, NH
Mill Falls Resort Collection at the Lake
See all 5,470 properties in Shepherd 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.