Academy of Performing Arts

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YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
10 Sept - 13 Sept
found 22 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
Located in a new neighborhood with lots of dining options and easy access to public transportation.

Reviewed on 28 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
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per person
10 Sept - 13 Sept
found 22 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on 28 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
10 Sept - 13 Sept
found 22 hours ago
Return flight included
Chicago (ORD) 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 14 Jul 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
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
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

Orleans Bowling Center

Enjoy a trip to Orleans Bowling Center and popular activities such as hiking in Orleans. Stroll along the area's seaside or simply savour its seafood restaurants.

Orleans Bowling Center

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

Addison Art Gallery

You can spend an afternoon exploring the galleries in Addison Art Gallery during your travels in Orleans. Stroll along the seaside or seek out the hiking trails.

Addison Art Gallery

Top Hotel Deals

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
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

2 out of 5
48 Cranberry Hwy, Orleans, MA
Rodeway Inn Orleans - Cape Cod
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
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street, Brewster, MA
The Mansion at Ocean Edge
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach

Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach

Orleans
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
Ultimate Cape Cottage: 040-O Updated Cottage with Heated Pool, Close To Nauset Beach

Ultimate Cape Cottage: 040-O Updated Cottage with Heated Pool, Close To Nauset Beach

Orleans
Ultimate Cape Cottage: 040-O Updated Cottage with Heated Pool, Close To Nauset Beach
See all 3,627 properties in Academy of Performing Arts
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.