Find hotels near Jackson Square, Key West from NT$3,650

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Compare 2,711 hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Excellent accommodations! "
The price is NT$4,350
NT$6,602 total
includes taxes & fees
Oct 26 - Oct 27
The Marquesa Hotel

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1002)
"Great place to stay. "
The price is NT$4,784
NT$5,382 total
includes taxes & fees
Oct 8 - Oct 9
Almond Tree Inn Hotel - Adults Only

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (416)
"Location "
The price is NT$3,349
NT$3,767 total
includes taxes & fees
Oct 7 - Oct 8
Artist House Key West

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (454)
"Overall great for couple's stay. "
The price is NT$8,051
NT$9,057 total
includes taxes & fees
Oct 26 - Oct 27
Coco Plum Inn

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (843)
"Extremely kind, courteous staff and just great place to stay experiencing Key West"
The price is NT$4,526
NT$5,092 total
includes taxes & fees
Oct 8 - Oct 9
Simonton Court Historic Inn & Cottages

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1003)
"Great location and rooms. Lovely gardens and pool. "
The price is NT$6,117
NT$6,881 total
includes taxes & fees
Oct 28 - Oct 29
The Gardens Hotel

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1003)
"Our stay was incredible "
The price is NT$4,933
NT$5,550 total
includes taxes & fees
Oct 8 - Oct 9
Orchid Key Inn - Adults Only

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (260)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (133)
"We really enjoyed our stay"
The price is NT$5,839
NT$6,569 total
includes taxes & fees
Oct 6 - Oct 7
The Conch House Heritage Inn

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (896)
"Great room and very nice staff. I would highly recommend this hotel. "
The price is NT$3,245
NT$3,650 total
includes taxes & fees
Oct 8 - Oct 9
L'Habitation Guest House

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (179)
"Absolute awesome place to stay"
The price is NT$3,541
NT$4,123 total
includes taxes & fees
Oct 9 - Oct 10
Douglas House

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (999)
"Great place i will stay again for sure "
The price is NT$5,422
NT$6,100 total
includes taxes & fees
Oct 6 - Oct 7
Island City House Hotel

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (968)
"Lovely stay. Our room and bathroom were clean, comfortable and charming. The location is amazing for walkability but being in a gated community is nice also especially at night. Hope to stay here again!"
The price is NT$5,133
NT$5,775 total
includes taxes & fees
Oct 6 - Oct 7
Weatherstation Inn

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (378)
"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "
The price is NT$4,666
NT$6,787 total
includes taxes & fees
Oct 6 - Oct 7
Ella's Cottages - Key West Historic Inns

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (118)
"Great place to stay always clean an the employees are very respectful "
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Nice location, easy to walk around. Staff was friendly. "
The price is NT$7,563
NT$9,705 total
includes taxes & fees
Oct 6 - Oct 7
Opal Key Resort & Marina, Key West

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great place"
Westwinds Inn

Silver Palms Inn

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Boutique hotel with pool and free parking. "
The price is NT$2,706
NT$5,095 total
includes taxes & fees
Oct 6 - Oct 7
Silver Palms Inn

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (823)
"The property and the staff were excellent!"
The price is NT$5,735
NT$7,989 total
includes taxes & fees
Oct 6 - Oct 7
Ridley House - Key West Historic Inns

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place to stay "
Paradise Inn Key West - Adults Only
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.
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Top Jackson Square Hotel Reviews

Hotels near Other Key West Attractions

Find out more about Jackson Square

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 1762 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 Southernmost Beach Resort and Guesthouses and Pier House Resort & Spa.

How many hotels will I be able to find close to Jackson Square?

Expedia has 1762 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Saint Mary Star of the Sea are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse, and Key West Film Society.

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