Pilgrim Lake Tours and Activities

Plan a trip to see Pilgrim Lake

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 1 day 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 1 day 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
Nickerson State Park

Nickerson State Park

Enjoy a trip to Nickerson State Park and popular activities such as hiking in Brewster. Wander the beautiful beaches and seaside in the area.

Nickerson State Park
Skaket Beach which includes a sandy beach as well as a family

Skaket Beach

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Skaket Beach

Academy of Performing Arts

Enjoy the student vibe when you visit Academy of Performing Arts during your travels in Orleans. Wander the beautiful beaches and seaside in the area.

Academy of Performing Arts

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

Academy Playhouse

You can get tickets for a performance at Academy Playhouse on your trip to Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

Academy Playhouse

Top Pilgrim Lake Hotel & Accommodation Deals

Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

2 out of 5
48 Cranberry Hwy, Orleans, MA
Rodeway Inn Orleans - Cape Cod
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
Walk to Town, Fully Renovated!

Walk to Town, Fully Renovated!

Orleans
Walk to Town, Fully Renovated!
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)
Come enjoy Orleans and Chatham

Come enjoy Orleans and Chatham

Orleans
Come enjoy Orleans and Chatham
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
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive, Brewster, MA
The Villages at Ocean Edge
See all 3,281 properties in Pilgrim Lake
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.