Book a hotel near Jackson Square, Old Town Key West
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Top hotels close to Jackson Square

The Cabana Inn Key West - Adults Only

La Concha Key West, Autograph Collection

Heron House - Adult Only

Amsterdam's Curry Mansion Inn

Duval House

Opal Key Resort & Marina, Key West

Orchid Key Inn - Adults Only

Pier House Resort & Spa

NYAH Key West - Adults Only

Hyatt Centric Key West Resort and Spa

The Southernmost Inn - Adults Only

Southernmost Beach Resort and Guesthouses
Jackson Square Hotel & Travel Guide
Don't spend time hemming and hawing about what to do next. Jackson Square is waiting.
It's located in Key West, approximately 430 miles (692 kilometers) outside of the capital of the state, Tallahassee.
With no less than 57 accommodation options just a stone's throw away from Jackson Square, even the most prudent of tourists are sure to find something that excites them. Why don't you try the Sunset Key Cottages, Santa Maria Suites and Ocean Key Resort - A Noble House Resort?
If you are trying to stick to a tight budget, you'll be pleased to know that there are a number of accommodation solutions on the cheaper end of the scale. The Marquesa Hotel, 0.2 miles (0.3 kilometers) away, and the Smallest Bar Inn, 0.3 miles (0.5 kilometers) away, are two places that you can start off with.
If you are the kind of traveler who has a cellar full of fine wine and wakes up in crisp linen sheets, you'll enjoy the guilty pleasures available at some of the top-end hotels in the area. The Southernmost Beach Resort is one of the top-rated places, 0.7 miles (1.1 kilometer) away. Or, you could reserve a room at the Pier House Resort & Spa, 0.4 miles (0.6 kilometers) away.
Conveniently located a short walk away, Starbucks is one of the most popular places to replenish your energy levels. Or, you might savor a proper meal at Charlie Mac's, also close by. If you have no plans to crawl into bed just yet, order a refreshing glass of your favorite drink at Mary Ellen's Bar & Restaurant, another quick walk away.
Other Things to Do Near Jackson Square
You'll be able to stop by a variety of other attractions after your trip to Jackson Square:- Think about venturing to St. Paul's Episcopal Church, a tranquil place of prayer as well as a local tourist attraction.
- See a performance at Red Barn Theatre and enjoy seeing the stories come to life.
- Head to Oldest House Museum and Garden when you've seen all the famous museums and you're eager for more!
- Add a creative element to your getaway by enjoying a play or two at Red Barn Theater.
- Visitors should make time to admire Harry S. Truman Little White House, a historically significant civic building.
Jackson Square hotels essential information
Accommodation | 2,731 hotels |
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Lowest Price | |
Highest Price | |
Popular hotels | Southernmost Beach Resort and Guesthouses, Hyatt Centric Key West Resort and Spa, The Cabana Inn Key West - Adults Only, Pier House Resort & Spa, La Concha Key West, Autograph Collection, The Southernmost Inn - Adults Only, Duval House, NYAH Key West - Adults Only, Orchid Key Inn - Adults Only, Heron House - Adult Only, Opal Key Resort & Marina, Key West, Amsterdam's Curry Mansion Inn |
Top reasons for your vacation near Jackson Square
- Luxurious Vacation Experience: Jackson Square in Key West, Florida offers a luxurious vacation experience for families, with stunning sunsets, beautiful beaches, and exciting excursions.
- Biking Along the Scenic Coastline: Visitors can engage in biking along the scenic coastline of Key West, enjoying the beautiful views and fresh air.
- Fascinating Museums: Jackson Square is home to fascinating museums where visitors can explore and learn about the rich history and culture of the area.
- Boat Trips to Nearby Islands: Families can take boat trips to nearby islands, discovering the natural beauty and marine life of the Florida Keys.
- Festivals and Entertainment: Jackson Square hosts various festivals throughout the year, providing entertainment for visitors of all ages.
Find your favorite hotels near Jackson Square
If you're planning a luxury vacation to Jackson Square, Key West, Florida, you'll find a range of hotel accommodations to suit your needs. Whether you're looking for a high-end hotel with great reviews or a budget-friendly option, there are plenty of choices available. Many hotels are conveniently located near Jackson Square, allowing you to easily explore the area and enjoy all it has to offer. From luxurious resorts to charming boutique hotels, you'll find the best accommodations for your family getaway.
Hotel name | Type | Stars | Description |
Havana Cabana at Key West | This 4.0-star rated hotel is known for its close proximity to sunsets, bars, the sea, dancing, live music, excursions, entertainment, festivals, boating, and biking. It offers a luxurious experience for your vacation and is located just 2.9 miles away from Jackson Square. | ||
Southernmost Beach Resort | Hotel | 4.0 | With a 4.0-star rating, this hotel is conveniently located close to the beach, shopping areas, friendly people, museums, yoga studios, the sea, skydiving spots, breathtaking views, pools, and great walking paths. It is only 0.7 miles away from Jackson Square. |
Margaritaville Beach House Key West | Hotel | 4.0 | This 4.0-star rated hotel is situated 2.0 miles away from Jackson Square. It offers a luxurious and comfortable stay, perfect for your luxury vacation in Key West. |
Explore the best activities and sights near Jackson Square
Located in Key West, Florida, Jackson Square offers a luxurious vacation experience for families. With its close proximity to stunning sunsets, beautiful beaches, and exciting excursions, there is no shortage of activities to enjoy. Families can engage in biking along the scenic coastline, explore fascinating museums, and even take boat trips to nearby islands. Jackson Square also hosts various festivals throughout the year, providing entertainment for all ages. Whether it's relaxing on the beach, indulging in delicious cuisine or immersing in the vibrant atmosphere of Bourbon Street, there is something for everyone in this luxurious vacation destination.
- Duval Street: Located just 0.1 miles away from Jackson Square, Duval Street is a vibrant and lively street that offers a unique city experience. This street is known for its festivals, lively bars, and exciting entertainment options. Explore the street on a bike, dance to the rhythm of live music, and witness breathtaking sunsets. Take part in exciting excursions and immerse yourself in the laid-back island atmosphere. Duval Street is a must-visit for those seeking a fun and energetic city experience.
- Mallory Square: Situated 0.4 miles away from Jackson Square, Mallory Square is a modern square that offers a wide range of attractions and activities. Enjoy stunning sunsets and breathtaking views of the sea. Participate in exciting excursions and relax on the beautiful beach. Immerse yourself in the festive atmosphere with lively bars and festivals. Experience the thrill of boating and sailing in the nearby islands. Mallory Square is the perfect destination for those looking for a vibrant city experience with a touch of relaxation.
- Southernmost Point: Symbolizing the southernmost point in the United States, this landmark is located 0.7 miles away from Jackson Square. Enjoy mesmerizing sunsets and relax on the beautiful beach. Immerse yourself in the rich culture and history of the area through exciting excursions and festivals. Visit the nearby bars and indulge in boating adventures. Experience the tropical vibes of the surroundings while biking through the scenic paths. Southernmost Point offers a unique cultural experience for those seeking a deeper understanding of the area.
Where to stay near Jackson Square
Prepare to be captivated by the vibrant and historic charm of Jackson Square in Key West, Florida. This luxurious vacation destination offers a plethora of local affinities and vibes for you and your family to enjoy. Immerse yourself in the lively French Quarter, wander the quaint streets of the historic neighborhood, and explore the vibrant atmosphere of Decatur Street, all within walking distance. Indulge in the stunning sunsets, relax on the beautiful beaches, and embark on exciting excursions. With a mix of museums, biking trails, boating adventures, and vibrant festivals, Jackson Square truly offers something for everyone.
- Key West: Key West is a popular city located just 0.1 miles away from Jackson Square. This vibrant city is famous for its stunning sunsets, lively bar scene, and breathtaking views of the sea. Families can enjoy live music, dancing, and entertainment while exploring the charming streets. Key West also offers exciting excursions, festivals, and boating opportunities for a memorable experience. With its bike-friendly atmosphere, it's a great place to explore the city on two wheels. Whether you're looking to relax on the beach or immerse yourself in the local culture, Key West has something for everyone.
- Summerland Key: Summerland Key is a popular city located 23.7 miles away from Jackson Square. This picturesque destination offers a tranquil atmosphere, making it perfect for a luxury vacation with your family. With its stunning nature and beautiful beaches, Summerland Key is ideal for fishing, kayaking, and snorkeling. Families can enjoy running along the coast or simply relaxing and enjoying the natural surroundings. It's a great place to unwind and connect with nature.
- Big Pine Key: Big Pine Key is a popular city located 29.4 miles away from Jackson Square. This romantic destination offers a unique blend of outdoor adventures and family-friendly activities. With its beautiful islands and pristine beaches, Big Pine Key is perfect for snorkeling, kayaking, and fishing. Families can also explore the stunning nature trails, go hunting, or simply enjoy a picnic surrounded by nature. The friendly atmosphere and abundance of wildlife make it a memorable destination for a luxury vacation with your family.
Jackson Square has something in store for you whenever you visit. January is the coldest month of the year, while August is hottest, with average temperatures up to 84.4 degrees Fahrenheit. The wettest month in Jackson Square is September, so pack accordingly.
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January | 71.1°F (21.7°C) | No Rain (Dry) | Mostly Sunny |
February | 72.1°F (22.3°C) | No Rain (Dry) | Mostly Sunny |
March | 73.4°F (23.0°C) | No Rain (Dry) | Mostly Sunny |
April | 76.8°F (24.9°C) | No Rain (Dry) | Mostly Sunny |
May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny |
June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny |
July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny |
August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny |
September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny |
October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny |
November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny |
December | 73.9°F (23.3°C) | No Rain (Dry) | Mostly Sunny |
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How can I save money on my trip to Jackson Square?
When visiting Jackson Square in Key West, Florida, there are several inexpensive affinities you can access locally. First, take a leisurely bike ride around the area to enjoy the sights and save on transportation costs. Second, explore the various museums in the square, many of which offer discounted admission for families. Finally, take advantage of the beautiful beaches and enjoy a day of swimming and sunbathing without spending a dime. By combining your flights, hotel, and car bookings in a bundle, you can save even more money on your trip.
Recent Jackson Square hotel reviews by fellow wanderers
