Find hotels near Jackson Square, Key West from CA $135

Top reasons to visit Jackson Square

• Vibrant Atmosphere: Jackson Square offers a lively blend of historical charm and tropical allure, perfect for immersing yourself in local culture.
• Breathtaking Sunsets: Enjoy stunning sunsets that paint the sky in vibrant colours, making for a picturesque experience.
• Cultural Events: Attend lively festivals and events that showcase the unique culture and heritage of Key West.
• Outdoor Activities: Stroll through nearby parks like Fort Zachary Taylor Historic State Park for beautiful views and rich history.
• Diverse Accommodations: Choose from a range of lodging options, from cozy bed and breakfasts to upscale hotels, catering to all preferences.

Find great hotels near Jackson Square

Discover a variety of hotel accommodations in the charming Jackson Square, Key West, Florida, catering to every budget and preference. With options ranging from cozy bed and breakfasts to well-appointed hotels, visitors can enjoy a comfortable stay while exploring the vibrant local culture. Whether you're seeking adventure, a pet-friendly getaway, or a business trip, Jackson Square has the perfect lodging to enhance your experience in this picturesque destination.

• La Concha Key West, Autograph Collection: Immerse yourself in the vibrant spirit of Key West at La Concha Key West, Autograph Collection. This 4-star hotel is a mere 161m from Jackson Square, making it an ideal choice for those seeking a beach, family, or adventure-themed vacation. With direct access to the beach, you can soak up the sun and partake in various water sports. The hotel offers a range of adventure activities nearby, including kayaking, bicycle rentals, Segway tours, windsurfing, and sailing. Families will appreciate the thoughtful amenities for children, such as complimentary cribs and window guards, ensuring a safe and enjoyable stay for all guests.
• Opal Key Resort & Marina, Key West: Located 483m from Jackson Square, Opal Key Resort & Marina, Key West is perfect for travellers who crave adventure and wish to bring their furry friends along. This 4-star resort features a stunning marina and offers a variety of onsite activities, including boat tours, snorkeling, and parasailing. If you prefer to explore on foot or on two wheels, hiking and biking trails are available nearby. The pet-friendly policy allows dogs (with certain restrictions) and waives fees for service animals, making it a welcoming spot for all. Guests rave about the blend of relaxation and adventure that this resort provides.
• Heron House - Adult Only: Designed exclusively for adults, Heron House offers a tranquil retreat just 322m from Jackson Square. This charming 3.5-star bed and breakfast caters to adventure seekers looking for a unique experience. With various activities available nearby, including fishing, waterskiing, surfing, and windsurfing, guests can indulge in the thrill of water sports. The relaxed atmosphere combined with personalized service makes it an ideal choice for couples or solo travellers looking to unwind after a day of adventure. Enjoy the intimate setting and explore the beautiful surroundings at your leisure.

Where to stay near Jackson Square

Visitors to Jackson Square, Key West, will be captivated by its vibrant atmosphere, blending historical charm with tropical allure. Explore the nearby lush parks like Fort Zachary Taylor Historic State Park, offering stunning water views and rich history. Enjoy luxury accommodations in the heart of the action, and indulge in diverse excursions that highlight the region’s adventure and natural beauty. Experience the unique vibe of this iconic location, where every corner tells a story.

• Key West: Nestled as an island city, Key West is a vibrant destination that offers a seamless blend of relaxation and excitement. Jackson Square serves as a central point for visitors, making it easy to explore the area. Travellers flock to Key West year-round, with peak visits in January, March, and September. Here, families, business travellers, and city explorers will find plenty to do, including shopping at local malls and enjoying the beautiful beaches. Don't miss the lively streets filled with unique shops and cultural landmarks that showcase the island's rich history.
• Old Town Key West: A charming neighbourhood, Old Town Key West is known for its historic architecture and laid-back atmosphere. Jackson Square is located within this area, making it a convenient hub for exploration. Visitor numbers peak in March, July, and December, drawing those seeking a blend of family fun and city experiences. The neighbourhood boasts a variety of shopping areas and resorts, alongside beautiful beaches perfect for family outings. Strolling through its picturesque streets, you'll discover an array of local eateries and unique shops that reflect the island’s vibrant culture.
• Key West Historic District: Located a mere 483m from Jackson Square, the Key West Historic District is a treasure trove of history and charm. This neighbourhood attracts a steady stream of visitors throughout the year, with peaks in March, July, and December. Families, business travellers, and city adventurers are drawn to the area for its shopping options and nearby resorts. Notable attractions include scenic streets and stunning family-friendly beaches, offering the perfect blend of relaxation and cultural exploration. Walking through this district, you’ll be captivated by the historic homes and lush landscapes that define its character.

Things to do near Jackson Square

Jackson Square in Key West offers a variety of activities, including enjoying breathtaking sunsets and attending lively festivals. You can take a pleasant stroll through Jackson Square Park, explore the local golf course, and participate in tours available on Mondays. It's an inviting events venue, perfect for immersing yourself in the local culture and enjoying the vibrant atmosphere that the area has to offer.

Shopping

In Jackson Square, visit The Kite House, a charming store just 644m away, and We Cycle Key West, located only 161m away. If you're up for a drive, check out the Big Pine Key Flea Market, which is 46.7km away and offers a unique local vibe.

Recreation

Key West Golf Club, located 6.4km from Jackson Square, offers a relaxing outdoor experience with stunning greens and a vibrant atmosphere. For family-friendly fun, visit the MLK Community Pool & Community Center, just 805m away, where you can enjoy swimming and various recreational activities.

Nightlife

The nightlife in Jackson Square offers a vibrant mix of culture and entertainment. Catch a show at the Waterfront Playhouse, located 644m away, or enjoy the unique performances at the Key West Burlesque Theater, 1.1km away. Don't miss the charm of the Red Barn Theater, just 322m away!

Booking tips and Expedia advantages for Jackson Square

To save money during your visit to Jackson Square, consider exploring free attractions like Duval Street, Mallory Square, and the Southernmost Point. Plan your trip between August and October for lower accommodation prices, and book your hotel about a month in advance for the best rates. Look for last-minute deals on Expedia, particularly on Tuesdays, which tend to be the cheapest days to stay. Combine your hotel, flights, and activities through Expedia packages for additional savings, and use their search tool to filter options based on your budget and preferences.

• 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• 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 refine your options based on your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
• 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.

Find the best attractions near Jackson Square

Jackson Square in Key West, Florida, offers a vibrant mix of historic sites, lively streets, and modern squares, perfect for travellers seeking culture and family experiences. Key attractions include the iconic Jackson Square itself, along with nearby tourist spots that showcase the area's rich heritage. Whether you're exploring the charm of Jackson Square or venturing to Jackson Hole, there's plenty to see and do in this beautiful locale.

• Duval Street: Experience the vibrant heart of Key West on Duval Street, a lively thoroughfare filled with shops, bars, and restaurants. Just 161m from Jackson Square, it offers a unique blend of local culture and festive atmosphere, perfect for strolling and people-watching.
• Mallory Square: Located 644m away, Mallory Square is famous for its sunset celebrations. As a modern square, it hosts street performers, local artisans, and food vendors, creating a lively scene that captures the essence of Key West's community spirit.
• Ernest Hemingway Home and Museum: Just 483m from Jackson Square, this historic house invites you to explore the life of the famed author. Immerse yourself in the rich culture and history as you tour the beautifully preserved home and gardens.

Best time to go to Jackson Square

Visitor numbers around Jackson Square is generally unchanged in popularity throughout the year. The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 (Dry)	Mostly Sunny	Average	Average
February	72.1°F (22.3°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	73.4°F (23.0°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain (Dry)	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 (Dry)	Mostly Sunny	Slightly High	Average

The nearest major airports for your trip to Jackson Square

To reach Jackson Square in Key West, Florida, you can fly into Key West International Airport (EYW), located 4.8km away. Nearby accommodations include the 5-star Casa Marina Key West, just 3.2km from the airport, and the 4-star Margaritaville Beach House Key West, only 1.6km away. Both hotels provide convenient access to the airport. Another option is Oceans Edge Key West Resort, also 3.2km from EYW. Alternatively, you can fly into Florida Keys Marathon Airport (MTH), situated 78.9km from Jackson Square, with nearby hotels like the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from MTH, and Tranquility Bay Beachfront Hotel, 4.8km away.