Vacations Close To Commercial Street

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Commercial Street Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was $760, price is now $654 per person
$654
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
The stay was very comfortable. The front desk staff, Nancy was very helpful.

Reviewed on Aug 11, 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
Price was $1,469, price is now $1,147 per person
$1,147
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)

Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
Price was $948, price is now $800 per person
$800
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Budget friendly and convenient.

Reviewed on Aug 11, 2026

Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Coolidge Corner
Price was $994, price is now $844 per person
$844
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
The bar was never open and the continental breakfast was terrible

Reviewed on Aug 12, 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $2,204, price is now $1,874 per person
$1,874
per person
Sep 27 - Oct 1
found 4 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Price was $1,019, price is now $881 per person
$881
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was $2,001, price is now $1,737 per person
$1,737
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Great location, clean and tidy, nice room size

Reviewed on Aug 11, 2026

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2 out of 5
South End
Price was $939, price is now $816 per person
$816
per person
Sep 27 - Oct 1
found 10 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Fairly spacious room with clean bathroom and mini fridge a nice touch. Wish there was a smart tv though. The blinds were also not helpful enough when it comes to blocking out the soon so I should’ve brought a sleep mask. Overall though a seamless hotel check in and very smooth experience with very very minor nitpicky complaints. I would come back tbh.

Reviewed on Aug 11, 2026

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Best Lodging Options Near Commercial Street

Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St Provincetown MA
1.3 km from Commercial Street
Stay at this hotel in Provincetown. Enjoy free parking, an outdoor pool, and a fireplace in the lobby. Our guests praise the pool and the helpful staff in our ...
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
543 Commercial Street Provincetown MA
0.41 km from Commercial Street
Book a stay at this beach hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
The Provincetown Inn

The Provincetown Inn

3 out of 5
1 Commercial Street Provincetown MA
2.63 km from Commercial Street
Book a stay at this beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
Cape Colony Inn

Cape Colony Inn

2.5 out of 5
280 Bradford Street Provincetown MA
0.73 km from Commercial Street
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
82 Bradford Street Provincetown MA
1.35 km from Commercial Street
Book a stay at this spa hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Sandcastle Resort and Club

Sandcastle Resort and Club

3 out of 5
929 Commercial Street Provincetown MA
2.28 km from Commercial Street
Book a stay at this beach aparthotel in Provincetown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
67 Bradford St Provincetown MA
1.41 km from Commercial Street
Stay at this guesthouse in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Ellery Hotel Provincetown

Ellery Hotel Provincetown

4 out of 5
14 Johnson Street Provincetown MA
0.82 km from Commercial Street
Book a stay at this boutique B&B in Provincetown. Enjoy free WiFi, free parking, and a sauna. Popular attractions Commercial Street and Coast Guard Beach are ...
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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.