Find hotels near Jackson Square, Key West from CA $275

Top reasons to visit Jackson Square

• Vibrant Atmosphere: Jackson Square is alive with energy, featuring lively festivals and breathtaking sunsets that create a unique ambiance.
• Historic Charm: The square showcases stunning architecture and historic houses, perfect for culture enthusiasts and casual explorers alike.
• Local Attractions: Enjoy music concerts and leisure activities in the beautiful Jackson Square Park, enhancing your visit.
• Shopping and Dining: Explore quaint shops and savour local cuisine, making for a delightful culinary experience.
• Family-Friendly Activities: Engage in excursions highlighting the region’s rich culture, ideal for families and adventure seekers.

Find great hotels near Jackson Square

Discover a range of charming accommodations near Jackson Square in Key West, Florida, perfect for every type of traveller. Whether you seek a romantic getaway, an adventurous stay, or a historic experience, the area offers delightful resorts and bed & breakfasts. With numerous options close to the vibrant square, you'll find the best hotels to suit your needs for a memorable vacation.

• La Concha Key West, Autograph Collection: A sophisticated 4-star hotel that embodies the spirit of adventure and family-friendly experiences. Situated a mere 161m from Jackson Square, La Concha Key West is perfect for business travellers and families alike. The hotel boasts a variety of adventure sports and recreational activities both onsite and nearby, including windsurfing, sailing, and parasailing. Families will appreciate the thoughtful amenities for children, such as window guards and complimentary cribs. With its blend of professional facilities and family-oriented services, La Concha is a prime choice for those seeking a balanced vacation.
• Opal Key Resort & Marina, Key West: This 4-star resort is a pet-friendly haven located 483m from Jackson Square. Opal Key Resort & Marina is designed for adventure-seekers, offering an array of outdoor activities such as hiking, fishing, and onsite parasailing and snorkeling. With a welcoming pet policy that allows dogs and service animals, it's an excellent choice for travellers who wish to bring their furry companions along. Guests can indulge in a variety of water-based adventures and enjoy the marina's scenic views, making it a vibrant destination for both relaxation and excitement.
• Heron House - Adult Only: A charming 3.5-star bed and breakfast located 322m from Jackson Square, Heron House offers an LGBTQIA-friendly atmosphere perfect for adult travellers seeking adventure. This quaint property is affiliated with LGBTQI travel guides and features a range of activities such as surfing, snorkeling, and bicycle rentals nearby. Guests admire the intimate setting, making it an ideal retreat for couples and friends alike. With its focus on inclusivity and adventure, Heron House promises a memorable getaway in the heart of Key West.

Where to stay near Jackson Square

Jackson Square in Key West offers a vibrant mix of tropical charm and historical significance. Stroll through the historic square surrounded by stunning architecture and quaint shops, then venture to nearby Bourbon Street for lively nightlife. Families can enjoy excursions that highlight the area's rich culture and adventures. With its unique atmosphere, Jackson Square serves as a perfect base for exploring the best of Key West and beyond.

• Key West: Nestled on an island, Key West is known for its vibrant atmosphere and unique charm. Jackson Square, located in the heart of the city, provides a fantastic starting point for your adventure. With a consistent influx of visitors throughout the year, the best times to visit are January, March, and September, when activities abound. Key West offers a mix of family-friendly attractions, city-themed experiences, and business opportunities. Enjoy shopping at local boutiques, relaxing on picturesque beaches, and exploring the lively streets that come alive with art and culture.
• Old Town Key West: As a historic neighbourhood, Old Town Key West exudes a laid-back vibe enriched by its cultural heritage. Jackson Square is your gateway to this area, where traveller numbers peak in March and during the summer months of June and July. Visitors flock here for the delightful mix of family-oriented attractions and city experiences. Wander through charming streets lined with shops and cafes, and take in the scenic beauty of nearby beaches. Old Town is a treasure trove of history and leisure, perfect for relaxing strolls and enjoying local cuisine.
• Key West Historic District: Just 483m from Jackson Square, the Key West Historic District invites you to step back in time. This neighbourhood is popular among visitors year-round, particularly in March and from June to July. It boasts a rich tapestry of history combined with modern amenities, making it ideal for families, business travellers, and history buffs alike. Explore museums, quaint shops, and scenic waterfronts, all while being close to family-friendly beaches. The Historic District is a delightful blend of past and present, providing a unique travel experience.

Things to do near Jackson Square

At Jackson Square in Key West, immerse yourself in vibrant sunsets, lively festivals, and scenic biking. Enjoy your leisure time at local attractions, where you can catch music concerts and relax on the sun terrace. This lively area offers a delightful mix of activities that reflect the unique charm of the region, making it a perfect spot for visitors to unwind and experience the local culture.

Shopping

For a delightful shopping experience in Jackson Square, visit We Cycle Key West, just 161m away, and The Kite House, located 644m away, for unique gifts and souvenirs. If you're up for a drive, check out the Big Pine Key Flea Market, 46.7km away, for local treasures.

Recreation

Experience the tranquil ambiance at the Key West Golf Club, located 6.4km from Jackson Square, where lush greens and outdoor sports create a perfect wellness escape. Alternatively, the MLK Community Pool & Community Center, only 805m away, offers a family-friendly atmosphere for swimming and relaxation.

Adventure

At Jackson Square, immerse yourself in vibrant street performances and local art. Explore nearby waters with paddleboarding or kayaking, or indulge in a thrilling sunset sail. Don’t miss the historic architecture and lively atmosphere, making it a perfect spot for adventurous exploration in Key West.

Nightlife

In Jackson Square, the vibrant nightlife includes the Waterfront Playhouse, 644m away, and the intimate Red Barn Theater, only 322m from the square, both offering rich cultural experiences. For a unique twist, visit the Key West Burlesque Theater, 1.1km away, for an entertaining evening.

Booking tips and Expedia advantages for Jackson Square

To save money during your visit to Jackson Square, plan your trip from August to October when hotel rates are lower. Book your accommodation about a month in advance, or check Expedia for last-minute deals. Stay on a Tuesday for the best rates and consider using Expedia's filters to find eco-friendly hotels within your budget. Combine your hotel, flights, and activities for additional savings through package deals. Don't forget to explore free activities in the area to make the most of your trip without breaking the bank.

• 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 refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort 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 offers a vibrant mix of historic houses, lively streets, and a modern square, making it an ideal spot for culture seekers, families, and city explorers alike. Visitors can enjoy the beautiful Jackson Square Park, explore various attractions, and immerse themselves in the local atmosphere. Whether you're strolling through the park or visiting iconic spots, there's something for everyone in this charming area.

• Duval Street: A vibrant hub of activity, Duval Street is lined with eclectic shops, lively bars, and local eateries. Experience the bustling city vibes while enjoying street performers and a variety of entertainment options.
• Mallory Square: Known for its stunning sunsets, Mallory Square is a modern square that hosts street performers, artisanal vendors, and live music. The lively atmosphere makes it a perfect spot to unwind and soak in the local culture.
• Ernest Hemingway Home and Museum: Step back in time at the Ernest Hemingway Home and Museum, where the renowned author lived and wrote. This historic house offers a glimpse into his life and showcases beautiful gardens, adding a rich cultural vibe to your visit.

Best time to go to Jackson Square

The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January and January are its coolest month on average. At the time of January, visitor numbers are average and weather is mostly sunny.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain	Mostly Sunny	Average	Average
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
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
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
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	Average	Average
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Slightly High	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
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
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
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	Slightly Low	Average
November	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	73.9°F (23.3°C)	No Rain	Mostly Sunny	Average	Average
December	73.9°F (23.3°C)	No Rain	Mostly Sunny	Average	Average

The nearest major airports for your trip to Jackson Square

Travelling to Jackson Square in Key West, Florida, is convenient with Key West International Airport (EYW), situated 4.8km away. Nearby accommodations include the luxurious Casa Marina Key West, a 5-star resort 3.2km from the airport. Margaritaville Beach House and Havana Cabana, both 4-star hotels, are only 1.6km away. For those considering Marathon Airport (MTH), located 78.9km from Jackson Square, Isla Bella Beach Resort & Spa, a 4.5-star hotel, is 6.4km away, while Tranquility Bay Beachfront Hotel is just 4.8km from the airport. Transportation services are readily available from these hotels to the respective airports.