Find hotels near Jackson Square, Key West from SAR 667

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Compare 2,722 hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

Artist House Key West

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (417)
"Great location one block off of Duval St and central to everything. Beautiful accommodations in a safe area, hot showers, comfortable beds, and delicious complimentary breakfast. The staff was great and very accommodating. I loved sitting on the front porch to people watch and read in the afternoon. I would definitely stay here again!"
United States
Debra
The price is SAR 705
SAR 793 total
includes taxes & fees
3 Dec - 4 Dec
Artist House Key West

Simonton Court Historic Inn & Cottages

2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (870)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is SAR 608
SAR 685 total
includes taxes & fees
26 Nov - 27 Nov
Simonton Court Historic Inn & Cottages

Almond Tree Inn Hotel - Adults Only

3.5 star property
Downtown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1005)
"Great place to stay. "
United States
Bettina
The price is SAR 1,000
SAR 1,125 total
includes taxes & fees
24 Nov - 25 Nov
Almond Tree Inn Hotel - Adults Only

Coco Plum Inn

3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.6 out of 10, Exceptional, (458)
"Overall great for couple's stay. "
United States
Quazi
The price is SAR 705
SAR 794 total
includes taxes & fees
1 Dec - 2 Dec
Coco Plum Inn

The Gardens Hotel

4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is SAR 1,008
SAR 1,134 total
includes taxes & fees
30 Nov - 1 Dec
The Gardens Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1005)
"Perfect place to stay. "
United States
Paulette
The price is SAR 1,196
SAR 1,557 total
includes taxes & fees
30 Nov - 1 Dec
The Marquesa Hotel

Orchid Key Inn - Adults Only

3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1004)
"Great location and amazing staff!"
United States
Charles
The price is SAR 969
SAR 1,090 total
includes taxes & fees
24 Nov - 25 Nov
Orchid Key Inn - Adults Only

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, (141)
"Fantastic location "
United States
ANDREW
The price is SAR 923
SAR 1,039 total
includes taxes & fees
21 Nov - 22 Nov
The Conch House Heritage Inn

The Mermaid & Alligator

3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (269)
"Charming and spotless room, beautiful gardens for breakfast, heated jetted pool was lovely after a long day of walking...and everything in downtown KW is within walking distance. 100% would stay again. "
United States
KATHERINE
The Mermaid & Alligator

Island City House Hotel

3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1005)
"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."
United States
Joseph
The price is SAR 893
SAR 1,004 total
includes taxes & fees
3 Dec - 4 Dec
Island City House Hotel

Tropical Inn

3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (359)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is SAR 819
SAR 1,015 total
includes taxes & fees
3 Dec - 4 Dec
Tropical Inn

Marrero's Guest Mansion

3.5 star property
Downtown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is SAR 1,219
SAR 1,371 total
includes taxes & fees
3 Dec - 4 Dec
Marrero's Guest Mansion

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1006)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is SAR 521
SAR 667 total
includes taxes & fees
25 Nov - 26 Nov
Duval House

Ambrosia Key West

3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1003)
"Great place!!"
United States
Kimberly
The price is SAR 921
SAR 1,036 total
includes taxes & fees
3 Dec - 4 Dec
Ambrosia Key West

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
Old Town Key West, 1.1 km from Jackson Square
9.8 out of 10, Exceptional, (127)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
The price is SAR 759
SAR 1,006 total
includes taxes & fees
21 Nov - 22 Nov
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (397)
"Friendly staff, Beautiful property "
United States
Ishta
The price is SAR 709
SAR 987 total
includes taxes & fees
3 Dec - 4 Dec
Ella's Cottages - Key West Historic Inns

H2O Suites - Adults Only

3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (578)
"Great place!!"
United States
Joel
The price is SAR 1,234
SAR 1,641 total
includes taxes & fees
30 Nov - 1 Dec
H2O Suites - Adults Only

Westwinds Inn

3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1004)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1006)
"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."
United States
Joseph
The price is SAR 435
SAR 743 total
includes taxes & fees
23 Nov - 24 Nov
Silver Palms Inn

The Key West Hotel

2.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (506)
"location was great nice bar party vibe"
United States
Robert Howard
The price is SAR 830
SAR 1,141 total
includes taxes & fees
26 Nov - 27 Nov
The Key West Hotel
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

  • Stunning Sunsets: Enjoy breathtaking sunsets that paint the sky with vibrant colors, creating a picturesque backdrop for your visit.
  • Cultural Hub: Experience a rich blend of art, history, and local culture at this iconic square, perfect for exploration.
  • Lively Nightlife: Discover jazz clubs and vibrant festivals that offer a taste of Key West's energetic nightlife.
  • Charming Accommodations: Choose from a variety of unique hotels and cozy bed and breakfasts for a memorable stay.
  • Outdoor Adventures: Explore nearby parks and biking trails for a fun way to experience the tropical beauty of the area.

Find great hotels near Jackson Square

Jackson Square in Key West offers a variety of charming accommodations, from luxurious resorts to cozy bed and breakfasts. Whether you're seeking adventure, a historic atmosphere, or a romantic getaway, you'll find hotels that cater to your every desire. Explore top-rated options, read reviews, and discover your favorite hotel near Jackson Square to make your vacation unforgettable.

  • La Concha Key West, Autograph Collection: Embrace the spirit of adventure at La Concha Key West, a stunning 4-star hotel located a mere 161m from Jackson Square. This beachfront property caters to families and thrill-seekers alike, offering a plethora of adventure sports such as kayaking, sailing, and even skydiving nearby. The hotel features family-friendly amenities, including complimentary cribs and window guards for children, ensuring a comfortable stay for guests of all ages. With its vibrant atmosphere and proximity to local attractions, La Concha is an ideal choice for those looking to create lasting vacation memories.
  • Opal Key Resort & Marina, Key West: Experience the ultimate getaway at Opal Key Resort & Marina, Key West, located just 483m from Jackson Square. This pet-friendly 4-star resort is perfect for travelers seeking adventure, allowing pets for a fee while providing various outdoor activities like snorkeling, fishing, and parasailing right on the property. Guests can indulge in the resort’s luxurious amenities, which include a stunning marina and easy access to boat tours. Whether you're exploring the waters or relaxing in style, Opal Key is designed to cater to your adventurous spirit and furry companions.
  • Heron House - Adult Only: Discover a welcoming oasis at Heron House - Adult Only, a charming 3.5-star bed and breakfast just 322m from Jackson Square. Ideal for those seeking an adventure-filled stay, this property is LGBTQIA-friendly and affiliated with LGBTQI travel guides. Guests can enjoy activities like surfing, snorkeling, and windsurfing in the nearby area. The serene atmosphere and intimate setting make it a perfect retreat, offering a unique blend of adventure and relaxation for adult travelers. Heron House is dedicated to providing a memorable experience for all who visit.

Where to stay near Jackson Square

Experience the vibrant atmosphere near Jackson Square, Key West, where tropical charm meets rich history. Stroll through nearby parks like Fort Zachary Taylor State Park for outdoor adventure, or enjoy the lively tourist thoroughfare filled with local shops and eateries. With its convenient location, you’ll find an awesome stay that captures the essence of Key West, making it a perfect base for exploring the area’s unique excursions and adventures.

  • Key West: A vibrant island city, Key West is known for its stunning sunsets, lively atmosphere, and rich history. Situated at the southernmost point of the continental United States, it boasts beautiful beaches and a diverse range of activities. Visitors can enjoy shopping at local boutiques, exploring art galleries, or indulging in fresh seafood at waterfront restaurants. The city experiences a steady flow of tourists year-round, with peak seasons in January, March, and September, making it a great destination for family vacations or business trips.
  • Key West Historic District: Located just 483m from Jackson Square, the Key West Historic District is a charming area filled with well-preserved Victorian architecture and a rich cultural heritage. It offers a delightful blend of residential and commercial spaces, making it perfect for leisurely strolls. Visitors can explore quaint shops, dine at local eateries, and immerse themselves in the vibrant history of the island. This neighborhood tends to attract tourists primarily in March and during the summer months, ensuring a bustling atmosphere filled with family-friendly experiences.
  • Bahama Village: Also located 483m away from Jackson Square, Bahama Village is a colorful neighborhood that showcases the Caribbean influence on Key West's culture. Known for its lively streets and friendly locals, this area is a great place to experience authentic Bahamian cuisine and shop for unique crafts. The neighborhood draws visitors throughout the year, particularly during peak times in March and summer, making it an ideal spot for those seeking a city-themed, family-oriented vacation in a culturally rich setting.

Things to do near Jackson Square

While visiting Jackson Square in Key West, Florida, you can enjoy stunning sunsets, vibrant festivals, and biking around the area. Don't miss out on the lively nightlife experience with jazz clubs and unique shopping spots nearby, along with major attractions that highlight the local culture. A trip to Jackson Square promises a blend of entertainment, relaxation, and unforgettable moments.

Shopping

For a quick shopping experience, visit We Cycle Key West, only 161m from Jackson Square, or The Kite House, located 644m away. If you're up for a drive, check out the Big Pine Key Flea Market, a vibrant public market 46.7km from Jackson Square.

Recreation

Experience tranquility at the Key West Golf Club, where you can enjoy a round of golf surrounded by beautiful landscapes, just 6.4km from Jackson Square. For a family-friendly atmosphere, visit the MLK Community Pool & Community Center, located 805m away, offering refreshing swimming and outdoor fun.

Adventure

In Jackson Square, explore the vibrant street performances and local art galleries, immersing yourself in the lively culture. Enjoy delicious cuisine at nearby eateries or take a historic walking tour to discover the rich heritage of Key West, all while soaking up the tropical atmosphere.

Nightlife

In Jackson Square, the Red Barn Theater offers a charming atmosphere just 322m away, while the Waterfront Playhouse, located 644m away, showcases captivating performances. For a unique experience, the Key West Burlesque Theater, 1.1km away, combines romance and entertainment in a lively setting.

*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, consider visiting between August and October when hotel prices are lower. Book your hotel about a month in advance for better rates, and check for last-minute deals on Expedia. Tuesdays tend to be the cheapest nights to stay, while Fridays are the most expensive. Use Expedia's search tool to filter by budget and preferred hotel type, and consider booking a package deal that combines flights, accommodations, and activities for additional savings. Don’t forget to explore free activities in the area to make the most of your visit.

  • 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 narrow down your preferences, such as budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay near Jackson Square with your flights and activities by booking a package through Expedia.

Find the best attractions near Jackson Square

Jackson Square in Key West offers a rich blend of historic sites, lively streets, and a modern square atmosphere perfect for cultural and family experiences. Visitors can explore nearby attractions, including charming local spots and historic landmarks. Don't miss the vibrant atmosphere of this iconic square, where art, history, and community converge, making it an ideal starting point for your adventure in the heart of Key West.

  • Duval Street: Experience the vibrant energy of Duval Street, known for its lively atmosphere filled with shops, restaurants, and bars. Just a short walk from Jackson Square, this iconic street is perfect for strolling, people-watching, and enjoying the local nightlife.
  • Mallory Square: A hub of activity, Mallory Square is famous for its sunset celebrations. Located 644m from Jackson Square, it offers stunning views of the Gulf of Mexico, street performers, and local artisans, making it a must-visit for an unforgettable evening.
  • Ernest Hemingway Home and Museum: Immerse yourself in literary history at the Ernest Hemingway Home and Museum. Situated 483m from Jackson Square, this historic house showcases the writer's life and work, surrounded by beautiful gardens and charming architecture.

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.

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 notable hotels like Casa Marina Key West (3.2km), Margaritaville Beach House (1.6km), and Oceans Edge Key West Resort (3.2km), all offering convenient access. Alternatively, you can fly into Florida Keys Marathon Airport (MTH), which is 78.9km away. Nearby accommodations include Isla Bella Beach Resort & Spa (6.4km), Tranquility Bay Beachfront Hotel (4.8km), and Faro Blanco Resort & Yacht Club (4.8km), providing good options for your stay.

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 1783 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.
How many hotels will I be able to find close to Jackson Square?
Expedia has 1783 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 Key West Historic Seaport are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Key West Film Society, and Waterfront Playhouse.

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