Pilgrim Lake

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,604, price is now €1,037 per person
€1,037
per person
27 Dec - 31 Dec
just found
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everywhere you went you were greeted with a smile. The front desk were wonderful. The doorman and bellman were very attentive. The room itself was very spacious and well appointed. I was thrilled to have access to Diptique beauty products. It was a fabulous stay from start to finish.

Reviewed on 24 Nov 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,865, price is now €1,364 per person
€1,364
per person
29 Dec - 2 Jan
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on 26 Nov 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,764, price is now €1,319 per person
€1,319
per person
29 Dec - 2 Jan
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
This hotel has it all, best in class care and service.

Reviewed on 24 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 beautiful beaches 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 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 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 Hotel Deals

Walk to Town, Fully Renovated!

Walk to Town, Fully Renovated!

Orleans MA
Walk to Town, Fully Renovated!
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

2 out of 5
48 Cranberry Hwy Orleans MA
Rodeway Inn Orleans - Cape Cod
New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!

New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!

Orleans MA
New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
Come enjoy Orleans and Chatham

Come enjoy Orleans and Chatham

Orleans MA
Come enjoy Orleans and Chatham
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 Beach, Home with Central A/C. Private Acre+ Lot

Walk to Beach, Home with Central A/C. Private Acre+ Lot

Orleans MA
Walk to Beach, Home with Central A/C. Private Acre+ Lot
See all 3,396 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.