Pilgrim Lake

Plan a trip to see Pilgrim Lake

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

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥435,640, price is now ￥296,117 per person
￥296,117
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥432,806, price is now ￥305,010 per person
￥305,010
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on Oct 8, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥473,992, price is now ￥337,164 per person
￥337,164
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

Popular places to visit

Built in 1720

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
#specialplace💛

Nickerson State Park

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

Nickerson State Park
Skaket Beach showing a 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 collegiate 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 studying the exhibits at Orleans Historical Society Meeting House Museum in Orleans. Wander the beautiful beaches and seaside in this family-friendly area.

Orleans Historical Society Meeting House Museum

Academy Playhouse

You can make plans for a show at Academy Playhouse during your stay in Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

Academy Playhouse

Best Lodging Options Near Pilgrim Lake

Skaket Beach Motel

Skaket Beach Motel

2 out of 5
203 Cranberry Hwy, Orleans, MA
Skaket Beach Motel
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
Olde Tavern Motel And Inn

Olde Tavern Motel And Inn

2.5 out of 5
151 Cranberry Hwy, Orleans, MA
Olde Tavern Motel And Inn
Walk to Town, Fully Renovated!

Walk to Town, Fully Renovated!

Orleans
Walk to Town, Fully Renovated!
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)

Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)

ORLEANS
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)
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 3,278 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.