Find hotels near Jackson Square, Key West from SAR 729

Top reasons to visit Jackson Square

• Stunning Sunsets: Enjoy breathtaking sunsets that paint the sky with vibrant colors, creating a picturesque backdrop for your visit.
• Cultural Hub: Experience a rich blend of art, history, and local culture at this iconic square, perfect for exploration.
• Lively Nightlife: Discover jazz clubs and vibrant festivals that offer a taste of Key West's energetic nightlife.
• Charming Accommodations: Choose from a variety of unique hotels and cozy bed and breakfasts for a memorable stay.
• Outdoor Adventures: Explore nearby parks and biking trails for a fun way to experience the tropical beauty of the area.

Find great hotels near Jackson Square

Jackson Square in Key West offers a variety of charming accommodations, from luxurious resorts to cozy bed and breakfasts. Whether you're seeking adventure, a historic atmosphere, or a romantic getaway, you'll find hotels that cater to your every desire. Explore top-rated options, read reviews, and discover your favorite hotel near Jackson Square to make your vacation unforgettable.

• La Concha Key West, Autograph Collection: Embrace the spirit of adventure at La Concha Key West, a stunning 4-star hotel located a mere 161m from Jackson Square. This beachfront property caters to families and thrill-seekers alike, offering a plethora of adventure sports such as kayaking, sailing, and even skydiving nearby. The hotel features family-friendly amenities, including complimentary cribs and window guards for children, ensuring a comfortable stay for guests of all ages. With its vibrant atmosphere and proximity to local attractions, La Concha is an ideal choice for those looking to create lasting vacation memories.
• Opal Key Resort & Marina, Key West: Experience the ultimate getaway at Opal Key Resort & Marina, Key West, located just 483m from Jackson Square. This pet-friendly 4-star resort is perfect for travelers seeking adventure, allowing pets for a fee while providing various outdoor activities like snorkeling, fishing, and parasailing right on the property. Guests can indulge in the resort’s luxurious amenities, which include a stunning marina and easy access to boat tours. Whether you're exploring the waters or relaxing in style, Opal Key is designed to cater to your adventurous spirit and furry companions.
• Heron House - Adult Only: Discover a welcoming oasis at Heron House - Adult Only, a charming 3.5-star bed and breakfast just 322m from Jackson Square. Ideal for those seeking an adventure-filled stay, this property is LGBTQIA-friendly and affiliated with LGBTQI travel guides. Guests can enjoy activities like surfing, snorkeling, and windsurfing in the nearby area. The serene atmosphere and intimate setting make it a perfect retreat, offering a unique blend of adventure and relaxation for adult travelers. Heron House is dedicated to providing a memorable experience for all who visit.

Where to stay near Jackson Square

Experience the vibrant atmosphere near Jackson Square, Key West, where tropical charm meets rich history. Stroll through nearby parks like Fort Zachary Taylor State Park for outdoor adventure, or enjoy the lively tourist thoroughfare filled with local shops and eateries. With its convenient location, you’ll find an awesome stay that captures the essence of Key West, making it a perfect base for exploring the area’s unique excursions and adventures.

• Key West: A vibrant island city, Key West is known for its stunning sunsets, lively atmosphere, and rich history. Situated at the southernmost point of the continental United States, it boasts beautiful beaches and a diverse range of activities. Visitors can enjoy shopping at local boutiques, exploring art galleries, or indulging in fresh seafood at waterfront restaurants. The city experiences a steady flow of tourists year-round, with peak seasons in January, March, and September, making it a great destination for family vacations or business trips.
• Key West Historic District: Located just 483m from Jackson Square, the Key West Historic District is a charming area filled with well-preserved Victorian architecture and a rich cultural heritage. It offers a delightful blend of residential and commercial spaces, making it perfect for leisurely strolls. Visitors can explore quaint shops, dine at local eateries, and immerse themselves in the vibrant history of the island. This neighborhood tends to attract tourists primarily in March and during the summer months, ensuring a bustling atmosphere filled with family-friendly experiences.
• Bahama Village: Also located 483m away from Jackson Square, Bahama Village is a colorful neighborhood that showcases the Caribbean influence on Key West's culture. Known for its lively streets and friendly locals, this area is a great place to experience authentic Bahamian cuisine and shop for unique crafts. The neighborhood draws visitors throughout the year, particularly during peak times in March and summer, making it an ideal spot for those seeking a city-themed, family-oriented vacation in a culturally rich setting.

Things to do near Jackson Square

While visiting Jackson Square in Key West, Florida, you can enjoy stunning sunsets, vibrant festivals, and biking around the area. Don't miss out on the lively nightlife experience with jazz clubs and unique shopping spots nearby, along with major attractions that highlight the local culture. A trip to Jackson Square promises a blend of entertainment, relaxation, and unforgettable moments.

Shopping

For a quick shopping experience, visit We Cycle Key West, only 161m from Jackson Square, or The Kite House, located 644m away. If you're up for a drive, check out the Big Pine Key Flea Market, a vibrant public market 46.7km from Jackson Square.

Recreation

Experience tranquility at the Key West Golf Club, where you can enjoy a round of golf surrounded by beautiful landscapes, just 6.4km from Jackson Square. For a family-friendly atmosphere, visit the MLK Community Pool & Community Center, located 805m away, offering refreshing swimming and outdoor fun.

Adventure

In Jackson Square, explore the vibrant street performances and local art galleries, immersing yourself in the lively culture. Enjoy delicious cuisine at nearby eateries or take a historic walking tour to discover the rich heritage of Key West, all while soaking up the tropical atmosphere.

Nightlife

In Jackson Square, the Red Barn Theater offers a charming atmosphere just 322m away, while the Waterfront Playhouse, located 644m away, showcases captivating performances. For a unique experience, the Key West Burlesque Theater, 1.1km away, combines romance and entertainment in a lively setting.

Booking tips and Expedia advantages for Jackson Square

To save money on your trip to Jackson Square, consider visiting between August and October when hotel prices are lower. Book your hotel about a month in advance for better rates, and check for last-minute deals on Expedia. Tuesdays tend to be the cheapest nights to stay, while Fridays are the most expensive. Use Expedia's search tool to filter by budget and preferred hotel type, and consider booking a package deal that combines flights, accommodations, and activities for additional savings. Don’t forget to explore free activities in the area to make the most of your visit.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
• The best time to book a hotel: The cheapest time to book a hotel around Jackson Square is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to narrow down your preferences, such as budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay near Jackson Square with your flights and activities by booking a package through Expedia.

Find the best attractions near Jackson Square

Jackson Square in Key West offers a rich blend of historic sites, lively streets, and a modern square atmosphere perfect for cultural and family experiences. Visitors can explore nearby attractions, including charming local spots and historic landmarks. Don't miss the vibrant atmosphere of this iconic square, where art, history, and community converge, making it an ideal starting point for your adventure in the heart of Key West.

• Duval Street: Experience the vibrant energy of Duval Street, known for its lively atmosphere filled with shops, restaurants, and bars. Just a short walk from Jackson Square, this iconic street is perfect for strolling, people-watching, and enjoying the local nightlife.
• Mallory Square: A hub of activity, Mallory Square is famous for its sunset celebrations. Located 644m from Jackson Square, it offers stunning views of the Gulf of Mexico, street performers, and local artisans, making it a must-visit for an unforgettable evening.
• Ernest Hemingway Home and Museum: Immerse yourself in literary history at the Ernest Hemingway Home and Museum. Situated 483m from Jackson Square, this historic house showcases the writer's life and work, surrounded by beautiful gardens and charming architecture.

Best time to go to Jackson Square

The best time to visit Jackson Square can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Jackson Square falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Jackson Square falls in January, visitor numbers are average and weather is mostly sunny with no rain.

The nearest major airports for your trip to Jackson Square

To visit Jackson Square in Key West, Florida, you can fly into two major airports. Key West International Airport (EYW) is located 4.8km away, with notable hotels like Casa Marina Key West (3.2km), Margaritaville Beach House (1.6km), and Oceans Edge Key West Resort (3.2km), all offering convenient access. Alternatively, you can fly into Florida Keys Marathon Airport (MTH), which is 78.9km away. Nearby accommodations include Isla Bella Beach Resort & Spa (6.4km), Tranquility Bay Beachfront Hotel (4.8km), and Faro Blanco Resort & Yacht Club (4.8km), providing good options for your stay.