Find hotels near Jackson Square, Key West from NT$8,468

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Our top choices for Jackson Square hotels

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (895)
"Great location and staff. The room was clean and comfortable, nice and quiet."
United States
Jesus
The price is NT$7,841
NT$8,821 total
includes taxes & fees
Jan 12 - Jan 13
Simonton Court Historic Inn & Cottages

The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1000)
"Good place"
United States
Salvador
The price is NT$11,690
NT$13,151 total
includes taxes & fees
Jan 13 - Jan 14
The Gardens Hotel

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1001)
"Perfect place to stay. "
United States
Paulette
The price is NT$11,626
NT$14,856 total
includes taxes & fees
Jan 13 - Jan 14
The Marquesa Hotel

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (150)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is NT$12,394
NT$13,943 total
includes taxes & fees
Jan 11 - Jan 12
The Conch House Heritage Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (366)
"Nice place to stay "
United States
yulio
The price is NT$11,555
NT$13,787 total
includes taxes & fees
Jan 12 - Jan 13
Tropical Inn

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (582)
"Great place!!"
United States
Joel
The price is NT$16,972
NT$21,219 total
includes taxes & fees
Jan 21 - Jan 22
H2O Suites - Adults Only

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1000)
"Great place to stay"
United States
Melody
The price is NT$7,758
NT$8,728 total
includes taxes & fees
Jan 11 - Jan 12
Ambrosia Key West

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
The Grand Guesthouse

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (419)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is NT$13,195
NT$16,439 total
includes taxes & fees
Jan 12 - Jan 13
Ella's Cottages - Key West Historic Inns

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (297)
"small room but clean and great location and cute bfast area with champagne!"
United States
Aastha
The price is NT$7,968
NT$9,751 total
includes taxes & fees
Jan 11 - Jan 12
Caribbean House

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1020)
"Room was spacious and clean, staff extremely helpful. Great location close to everything but far enough away to get a great nights sleep. The made to order omelets are great."
United States
Teddi
The price is NT$6,206
NT$9,108 total
includes taxes & fees
Jan 12 - Jan 13
Silver Palms Inn

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1004)
"Awesome place we loved it"
United States
Josh
The price is NT$16,027
NT$20,156 total
includes taxes & fees
Jan 13 - Jan 14
Santa Maria Suites

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1001)
"Perfect location and nice room,breakfast is ok"
Canada
Guang
Paradise Inn Key West - Adults Only

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1016)
"Our stay was great!"
United States
Richard
The price is NT$12,879
NT$15,729 total
includes taxes & fees
Jan 25 - Jan 26
Opal Key Resort & Marina, Key West

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.2 out of 10, Wonderful, (1004)
"Nice hotel but a lot of construction going on"
United States
Tobias
The price is NT$13,578
NT$17,719 total
includes taxes & fees
Jan 25 - Jan 26
Ocean Key Resort - A Noble House Resort

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.0 out of 10, Wonderful, (1141)
"Very good property and close to all major points"
United States
Madhur
The price is NT$6,524
NT$8,468 total
includes taxes & fees
Jan 12 - Jan 13
Heron House - Adult Only

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.2 out of 10, Wonderful, (1015)
"Excellent place to stay. Quiet and easy to get to Duvall Street if you want to go excellent location."
United States
Bobby
The price is NT$12,838
NT$16,426 total
includes taxes & fees
Jan 26 - Jan 27
The Marker Key West Harbor Resort

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (866)
"What a amazing place to stay from the service to the rooms spectacular "
United States
John
The price is NT$13,195
NT$16,439 total
includes taxes & fees
Jan 12 - Jan 13
Ridley House - Key West Historic Inns

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1000)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is NT$11,307
NT$15,643 total
includes taxes & fees
Jan 15 - Jan 16
Southernmost House

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 0.8 km from Jackson Square
9.2 out of 10, Wonderful, (1111)
"Clean room, quiet location, excellent staff. Breakfast and amenities were great!"
United States
Shannon
The price is NT$12,553
NT$15,716 total
includes taxes & fees
Jan 12 - Jan 13
Winslow's Bungalows - Key West Historic Inns
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Jackson Square Hotel Reviews

Hotels near other Jackson Square attractions

Find out more about Jackson Square

Top reasons to visit Jackson Square

  • Vibrant Atmosphere: Jackson Square offers a lively mix of tropical charm and rich history, making it a perfect spot for visitors.
  • Stunning Sunsets: Enjoy breathtaking sunsets at nearby parks like Mallory Square, known for its street performances.
  • Cultural Exploration: Discover historic houses, art galleries, and unique shops that showcase the local culture.
  • Live Jazz Performances: Experience captivating jazz music that enhances the vibrant ambiance of the area.
  • Diverse Accommodations: Choose from charming bed & breakfasts to luxurious resorts for a perfect stay.

Find great hotels near Jackson Square

Explore a variety of hotel accommodations in Jackson Square, Key West, Florida, where you can find everything from charming bed & breakfasts to luxurious resorts. This vibrant area is perfect for adventure seekers and couples looking for a romantic getaway, all while immersing themselves in the local history. Whether you're searching for top hotels or hidden gems, you'll discover excellent reviews and favorite spots that cater to your vacation needs.

  • La Concha Key West, Autograph Collection: Embrace the charm of Key West at La Concha, a 4-star hotel situated a mere 161m from Jackson Square. This property offers a welcoming atmosphere for families, pet owners, and LGBTQIA travelers, making it an inclusive retreat for all. The hotel features kid-friendly amenities such as cribs and window guards, ensuring a safe environment for little ones. Pets are also welcome, with specific policies in place to accommodate furry friends. Guests can enjoy a blend of classic and contemporary decor, a lively bar scene, and easy access to the vibrant local culture.
  • Opal Key Resort & Marina, Key West: Just 483m from Jackson Square, the Opal Key Resort & Marina stands out as a 4-star haven for adventure seekers and pet lovers alike. This resort offers an array of thrilling activities, including snorkeling, boat tours, and parasailing, perfect for those looking to explore the breathtaking waters of Key West. With pet-friendly policies and amenities that cater to dogs, this resort ensures that no family member gets left behind during your vacation. The stunning waterfront views and luxurious accommodations provide a perfect backdrop for relaxation after a day of adventure.
  • Heron House - Adult Only: Nestled only 322m from Jackson Square, Heron House is a charming 3.5-star bed and breakfast exclusively for adults. Ideal for LGBTQIA travelers and adventure enthusiasts, this property offers nearby activities such as sailing, kayaking, and windsurfing. With its intimate atmosphere, guests can unwind in beautifully appointed rooms while enjoying a relaxed, social environment. The B&B's commitment to providing personalized service and a tranquil retreat makes it a perfect choice for those seeking a peaceful getaway in the heart of Key West.

Where to stay near Jackson Square

Visitors to Jackson Square in Key West will be captivated by its vibrant atmosphere, blending tropical charm with rich history. Explore the nearby parks, such as Mallory Square, where you can enjoy stunning sunsets and lively street performances. The area is conveniently located, making it easy to wander through charming neighborhoods filled with art galleries and unique shops. Experience the perfect blend of adventure and relaxation in this must-visit tourist destination.

  • Key West: Nestled at the southernmost point of the continental United States, Key West is a vibrant island city renowned for its laid-back atmosphere and stunning coastal views. Visitors can immerse themselves in a variety of activities, from exploring local shops and dining at waterfront restaurants to indulging in water sports. The city is a hub for families, business travelers, and those seeking a unique urban experience. Key landmarks include the picturesque beaches and lively streets filled with art and culture, making it an ideal destination for all types of travelers.
  • Old Town Key West: Old Town Key West is a charming neighborhood brimming with historic charm and tropical character. Located in close proximity to Jackson Square, this area is perfect for leisurely strolls along its bustling streets lined with quaint shops, galleries, and restaurants. The atmosphere is vibrant, attracting families and business travelers alike. Visitors can experience the local culture while relaxing on family-friendly beaches or exploring the area's rich history, ensuring an enjoyable trip filled with excitement and discovery.
  • Key West Historic District: Just a short walk from Jackson Square, the Key West Historic District offers a glimpse into the island's storied past with its well-preserved architecture and historical landmarks. This neighborhood is popular for its city-themed experiences, making it a perfect spot for families and business travelers. Guests can explore charming streets that lead to inviting beaches and family-friendly recreational areas. With an array of shops and restaurants nearby, the Historic District provides a delightful blend of history and modern conveniences, ensuring a memorable visit.

Things to do near Jackson Square

Jackson Square in Key West offers a vibrant mix of activities for tourists, including stunning sunsets and lively festivals. Explore nearby museums and major attractions, or immerse yourself in the local nightlife. Don't miss out on captivating jazz performances that bring the area to life. Whether biking around the square or enjoying a leisurely stroll, there's something for everyone to enjoy in this iconic destination.

Shopping

Your shopping experience in Jackson Square includes We Cycle Key West, a bike shop 161m away, and The Kite House, a fun store 644m away. If you're up for a drive, visit the Big Pine Key Flea Market, located 46.7km away, for unique local finds.

Recreation

At Key West Golf Club, enjoy a refreshing round of golf surrounded by lush landscapes and a vibrant outdoor atmosphere, just 6.4km from Jackson Square. For a family-friendly experience, visit MLK Community Pool & Community Center, located 805m away, offering a fun and active environment for all ages.

Adventure

Jackson Square is a vibrant hub in Key West, surrounded by historic architecture and lively street performances. Explore local art galleries, enjoy delicious cuisine at nearby cafés, or join a guided ghost tour for a thrilling experience under the stars. Don't miss the stunning sunset views.

Nightlife

Experience the vibrant nightlife at Jackson Square with a visit to the Red Barn Theater, just 322m away, offering romance and entertainment. A short stroll to the Waterfront Playhouse (644m) and the Key West Burlesque Theater (1.1km) will immerse you in the local culture and fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Jackson Square

To save money on your trip to Jackson Square, plan your visit between August and October when hotel prices are lower. Book your accommodations about a month in advance, and consider checking Expedia for last-minute deals, particularly on Tuesdays, which tend to be the cheapest days. Look for eco-certified hotels for sustainable options. Combine your hotel, flights, and activities into a package deal for additional savings. Finally, explore the area on foot to avoid transportation costs and enjoy free local attractions.

  • 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: Utilize Expedia's search tool to refine your preferences, such as your budget, preferred location, and type of hotel you desire. For instance, selecting the Eco-certified option will reveal sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, 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 deal.

Find the best attractions near Jackson Square

Jackson Square in Key West, Florida, offers a vibrant mix of historic houses, lively streets, and a modern square, perfect for culture enthusiasts and families alike. Visitors can explore nearby attractions, including iconic landmarks and local hotspots, while enjoying the rich history and vibrant atmosphere of this charming area. Don't miss the chance to experience the best of what Jackson Square has to offer.

  • Duval Street: Experience the vibrant energy of Duval Street, a popular thoroughfare filled with lively bars, eclectic shops, and delicious restaurants. This iconic street is perfect for leisurely strolls, where you can soak in the local atmosphere and enjoy the colorful street art.
  • Mallory Square: Known for its stunning sunsets, Mallory Square is a bustling hub of activity. Join the nightly Sunset Celebration, where street performers, artists, and food vendors create an unforgettable experience as the sun dips below the horizon.
  • Ernest Hemingway Home and Museum: Dive into literary history at the Ernest Hemingway Home and Museum. Explore the beautifully preserved residence and lush gardens, gaining insight into the life and works of one of America's greatest writers.

Best time to go to Jackson Square

The best time to visit Jackson Square is dependent 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

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 nearby accommodation options such as the 5-star Casa Marina Key West, Curio Collection by Hilton, just 3.2km from the airport, and the 4-star Margaritaville Beach House Key West, only 1.6km away. Florida Keys Marathon Airport (MTH) is 78.9km from Jackson Square, offering hotels like the 4.5-star Isla Bella Beach Resort & Spa, 6.4km away, and Faro Blanco Resort & Yacht Club, also 4.8km from the airport. Both airports provide convenient access to local transportation services for easy travel to your hotel.

Frequently asked questions

What's the area like around Jackson Square?
Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene, and biking. If you're looking for a convenient place to stay, check out the 1797 hotels and other accommodations you'll find within a mile.
Where is the best place to stay close to Jackson Square?
Adjacent to Jackson Square, La Concha Key West, Autograph Collection is one of the top choices for your stay based on our traveler data, and this hotel offers 3 restaurants and 2 bars. Other good options close by include The Cabana Inn Key West - Adults Only and Hyatt Centric Key West Resort and Spa.
How many hotels will I be able to find close to Jackson Square?
Expedia has 1797 hotels and other accommodations within a mile from Jackson Square.
If I need to cancel the hotel reservation for my stay near Jackson Square, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.
Where can I learn more about changing or cancelling my trip in the area near Jackson Square?
For more information about updating your stay near Jackson Square or cancelling it, click here.
What can I see and do near Jackson Square?
Harry S. Truman Little White House, Audubon House and Tropical Gardens, and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Key West Historic Seaport, and Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Film Society, and Red Barn Theater.

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