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See all 137 Hotels in Jackson Square
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Heron House - Adult Only

Heron House - Adult Only

0.2 mi from Jackson Square

512 Simonton St, Key West 33040

3.5 out of 5.0
4.3 out of 5 (1,397 reviews)

Heron House is surrounded by the 187 historic buildings of old Key West, and a 10-minute walk from the Ernest Hemingway Hom …

£87
Margaritaville Key West Resort & Marina

Margaritaville Key West Resort & Marina

0.3 mi from Jackson Square

245 Front Street, Key West 33040

4.0 out of 5.0
4.3 out of 5 (95 reviews)

Situated in Key West, this hotel is steps from Custom House Museum, Audubon House and Tropical Gardens, and Mallory Square. …

£146
Speakeasy Inn

Speakeasy Inn

0.5 mi from Jackson Square

1117 Duval Street, Key West 33040

3.0 out of 5.0

Located in Key West Historic District, this bed & breakfast is within a 10-minute walk of Key West Butterfly and Nature …

£98
Silver Palms Inn

Silver Palms Inn

0.6 mi from Jackson Square

830 Truman Ave, Key West 33040

3.5 out of 5.0
4.4 out of 5 (2,341 reviews)

Silver Palms Inn is a half-mile from the Ernest Hemingway House and Museum and Key West Lighthouse, and 3 blocks from Duval …

£107
Heron House Court - Adult Only

Heron House Court - Adult Only

0.6 mi from Jackson Square

412 Frances St, Key West 33040

3.0 out of 5.0
4.4 out of 5 (1,272 reviews)

Located in Key West Historic District, this bed & breakfast is within 1 mi (2 km) of Nancy Forrester's Secret Garden, Audubon …

£85
Southernmost Beach Resort

Southernmost Beach Resort

0.7 mi from Jackson Square

1319 Duval Street, Key West 33040

4.0 out of 5.0
4.5 out of 5 (2,914 reviews)

This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West …

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Santa Maria Suites

Santa Maria Suites

0.7 mi from Jackson Square

1401 Simonton St, Key West 33040

4.0 out of 5.0
4.8 out of 5 (828 reviews)

Set amid manicured gardens, this Key West aparthotel is 1 block from the ocean and a half-mile from the Key West Lighthouse …

£195
Parrot Key Hotel & Resort

Parrot Key Hotel & Resort

2.1 mi from Jackson Square

2801 N Roosevelt Blvd, Key West 33040

4.0 out of 5.0
4.3 out of 5 (2,891 reviews)

Situated on the waterfront, this romantic resort is within 3 mi (5 km) of Smathers Beach, Ernest Hemingway Home and Museum, …

£101
The Inn at Key West

The Inn at Key West

2.9 mi from Jackson Square

3420 N Roosevelt Blvd, Key West 33040

3.5 out of 5.0
4.1 out of 5 (4,500 reviews)

Located within minutes of Old Town, the Ernest Hemingway Home & Museum, Mallory Square, Duval Street shops, restaurants, an …

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The Gates Hotel Key West

The Gates Hotel Key West

3.3 mi from Jackson Square

3824 N Roosevelt Blvd, Key West 33040

4.0 out of 5.0
4.3 out of 5 (992 reviews)

Situated at the northern tip of Key West, this hotel is within 2 miles (3.2 kilometers) of Smathers Beach and the airport and …

£96

Pocket Guide: Key West Historic District Jackson Square Hotels

Stay near Jackson Square

Jackson Square is at the far west side of Key West Island and hosts Monroe County’s main judicial buildings. Whether you are visiting Jackson Square on official business and or simply for sightseeing, you will find plenty of accommodation nearby. Relax beneath the veranda of a boutique guesthouse or go for a dip in an outdoor pool at hotels near Jackson Square.

The streets surrounding Jackson Square offer a range of hotels and inns, often at lower prices than those on the coast. Jackson Square is just a short walk from accommodation near Southernmost Point and, in the north, Mallory Square. Or you could head to the oceanfront to find expansive resorts with luxurious rooms overlooking Key West’s marinas and beaches.

Visit the Judicial Centre of Key West

Jackson Square is the judicial and governmental heart of Key West. Wander around the grassy square to appreciate the beautiful old-world architecture. One of the most impressive buildings is the Monroe County Courthouse, a red-brick building fronted by a white pillared pediment. The centre of the square is dominated by the Clerk of Court’s building. Elsewhere, find the offices of the county’s Supervisor of Elections, where they oversee electoral registration and counting.

One of the most eye-catching features of Jackson Square is the kapok tree. This tropical plant, recognisable by the twisted, tapered based of its trunk, is more commonly found in Mexico and the Caribbean, and is sacred to Mayan culture.

Things to Do near Jackson Square

In one corner of Jackson Square lies Mile Marker 0, the point in Florida Keys from which the rest of string of islands is measured. There are several family-friendly activities around this area. To the south lies the Ernest Hemingway Museum, which commemorates the life and work of one of America’s great writers. To the north sits Mallory Square, where you’ll find the Key West Aquarium and the fascinating Shipwreck Museum.

While you are unlikely to need to visit the courthouse and other legal institutions while staying in Key West, the attractive buildings on Jackson Square are still well worth seeing as they contribute to the overall charming atmosphere of the city.

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