Find hotels near Jackson Square, Key West from $164

Top reasons to visit Jackson Square

• Breathtaking Sunsets: Experience stunning sunsets that paint the sky over Jackson Square, making it a perfect spot for evening relaxation.
• Rich History: Explore the historic houses and learn about the vibrant past of Key West through guided tours.
• Vibrant Festivals: Enjoy lively festivals that showcase local culture, music, and arts throughout the year.
• Charming Streets: Wander through quaint streets filled with unique shops and local eateries, enhancing your visit.
• Family-Friendly Activities: Engage in a variety of activities suitable for all ages, ensuring fun for the whole family.

Find great hotels near Jackson Square

Discover the charm of Jackson Square with a variety of lodging options, including resorts and cozy bed & breakfasts. Perfect for those seeking adventure or a romantic getaway, these accommodations offer essential amenities such as convenient parking facilities and easy access to local attractions. Experience a memorable stay in this historic area, where you can explore the vibrant culture and enjoy the beautiful surroundings of Key West.

• La Concha Key West, Autograph Collection: A 4-star hotel with a guest rating of 8.8, La Concha Key West, Autograph Collection is located a mere 0.1 mile from Jackson Square. This charming property offers a beach-themed escape for families and adventure seekers alike. Guests can enjoy direct beach access and engage in a variety of adventure sports, including parasailing and windsurfing, either on-site or nearby. Family-friendly amenities such as cribs and window guards ensure a safe and enjoyable stay for travelers with children. Experience the vibrant atmosphere and rich history of Key West from this luxurious base.
• Opal Key Resort & Marina, Key West: Rated 9.2 out of 10, Opal Key Resort & Marina is a 4-star accommodation located 0.3 miles from Jackson Square. Ideal for adventure enthusiasts and pet lovers, this resort offers a plethora of exciting activities, including snorkeling and boat tours. The property is pet-friendly, allowing dogs with certain policies in place. Guests can explore the beautiful waters of Key West or relax in the luxurious amenities provided, ensuring a memorable vacation experience for both you and your furry friends.
• Heron House - Adult Only: With a guest rating of 9.0, Heron House - Adult Only is a 3.5-star bed and breakfast situated 0.2 miles from Jackson Square. This adults-only retreat is perfect for couples and solo travelers seeking a serene getaway. The property offers a variety of adventure sports nearby, including snorkeling and kayaking. Guests will appreciate the intimate atmosphere and personalized service, making it an ideal location for those looking to unwind and explore the beauty of Key West.

Where to stay near Jackson Square

Discover the vibrant charm of Jackson Square in Key West, where you can immerse yourself in the tropical ambiance and rich history. Explore the quaint streets of Historic Key West, visit vacation homes near Jackson Square, and enjoy the lively atmosphere around Thomas Street. With numerous spots for visitors to relax and adventure, your stay promises a unique blend of excursions and local culture that will make your vacation unforgettable.

• Key West: Nestled at the southernmost tip of the continental U.S., Key West is a vibrant city known for its laid-back atmosphere and stunning sunsets. Situated on a beautiful island, it offers a unique blend of tropical charm and urban energy. Visitors flock here for family-friendly activities, cultural experiences, and business events. Popular attractions include local shopping areas, beaches, and bustling resorts. Peak travel times occur in January, March, and September, ensuring that you can mingle with fellow travelers while enjoying the scenic beachside streets and lively pier.
• Old Town Key West: Old Town Key West, where Jackson Square is located, is a historic neighborhood that exudes a unique blend of charm and excitement. Known for its colorful architecture and vibrant nightlife, this area is a must-visit for families and business travelers alike. The streets are lined with shopping venues and cozy resort options, making it perfect for leisurely strolls and sunset watching. Peak travel months in March, July, and December highlight the area's popularity, so be prepared to soak in the lively atmosphere while exploring its beautiful beaches and family-friendly activities.
• Key West Historic District: Just a short 0.3 miles from Jackson Square, the Key West Historic District is a treasure trove of architectural wonders and rich history. This neighborhood is popular among families and business travelers, offering a myriad of shopping options, resorts, and charming streets to wander. The area's appeal peaks during March, July, and December, providing visitors with a lively yet relaxed atmosphere. Enjoy the local landmarks, family beaches, and cultural experiences that make this district a delightful addition to your Key West adventure.

Things to do in Jackson Square

Jackson Square in Key West offers a variety of activities for visitors, including breathtaking sunsets, lively festivals, and biking adventures. You can explore the square through guided tours that highlight its rich history, or enjoy a day trip or weekend getaway to soak in the vibrant atmosphere and local culture. Don't miss the chance to experience the charm of Jackson Square while enjoying its numerous attractions.

Shopping

In Jackson Square, explore local shops like the Key West Butterfly and Nature Conservatory for unique souvenirs. If you're up for a drive, visit the nearby Mallory Square for more shopping options and enjoy the vibrant atmosphere of local artisans and craftspeople.

Recreation

In Key West, indulge in rejuvenating experiences at the Zen Spa, offering holistic treatments and serene surroundings. Enjoy yoga sessions at the nearby beach, where the sound of waves enhances relaxation, or take a leisurely stroll through the lush gardens at the Key West Butterfly and Nature Conservatory.

Adventure

Explore the vibrant art scene at Jackson Square, where you can enjoy street performances and local artists showcasing their work. Experience the lively atmosphere while sampling delicious food from nearby cafés. Don't miss the opportunity to capture stunning photos of the historic architecture surrounding the square.

Nightlife

In Key West, Jackson Square buzzes with vibrant nightlife, featuring lively bars like The Green Parrot and Sloppy Joe's, where you can enjoy live music and dance. The atmosphere is laid-back yet festive, perfect for mingling and soaking up the unique island vibe.

Booking tips and Expedia advantages for Jackson Square

• 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: Booking a hotel around Jackson Square about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
• 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: Expedia’s search tool makes it easy for you to choose your budget, desired location, and other preferences. You can arrange your results to display prices from lowest to highest, ensuring you find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you a list of sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel stay at Jackson Square with your flights and activities through an Expedia package deal.

Find the best attractions near Jackson Square

Jackson Square in Key West offers a vibrant mix of historic houses, charming streets, and a lively modern square. Visitors can immerse themselves in the local culture while enjoying family-friendly activities and the unique city atmosphere. From exploring nearby attractions to experiencing the rich history of the area, there’s something for everyone to enjoy in this picturesque destination.

• Duval Street: A vibrant hub of activity, Duval Street is renowned for its lively atmosphere, featuring an array of bars, shops, and restaurants. Just 0.1 mile from Jackson Square, it's perfect for strolling, people-watching, and enjoying the local nightlife.
• Mallory Square: Located 0.4 mile away, Mallory Square is the heart of Key West's sunset celebrations. This modern square offers stunning views of the Gulf of Mexico, street performers, and local artisans, making it an ideal spot to soak in the local culture.
• Ernest Hemingway Home and Museum: A short 0.3 mile stroll leads you to this historic house, where the famed author lived and wrote. The museum showcases Hemingway's life, work, and the beautiful gardens, providing a unique glimpse into his legacy.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain	Mostly Sunny	Average	Average
February	72.1°F (22.3°C)	No Rain	Mostly Sunny	Average	Slightly High
March	73.4°F (23.0°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain	Mostly Sunny	Average	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Average
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
October	80.8°F (27.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
December	73.9°F (23.3°C)	No Rain	Mostly Sunny	Slightly High	Average

The nearest major airports for your trip to Jackson Square

Traveling to Jackson Square in Key West, Florida is convenient with access to nearby airports. Key West International Airport (EYW) is situated 3 miles from Jackson Square, offering excellent hotel options such as the 5-star Casa Marina Key West, 2 miles away, and the 4-star DoubleTree Resort by Hilton Grand Key, just 0.6 miles from the airport. Marathon Airport (MTH) is another option, located 49 miles from Jackson Square, with hotels like the 4.5-star Isla Bella Beach Resort & Spa, 4 miles away, and the 4-star Tranquility Bay Beachfront Hotel, 3 miles from the airport. Both airports provide convenient transportation services to their respective hotels.