Find hotels near Jackson Square, Key West from NT$5,231

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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 NT$5,869
NT$6,603 total
includes taxes & fees
Dec 4 - Dec 5
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 NT$4,649
NT$5,231 total
includes taxes & fees
Nov 26 - Nov 27
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, (1004)
"Great place to stay. "
United States
Bettina
The price is NT$8,322
NT$9,362 total
includes taxes & fees
Nov 24 - Nov 25
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 NT$5,287
NT$5,948 total
includes taxes & fees
Dec 1 - Dec 2
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 NT$8,390
NT$9,439 total
includes taxes & fees
Dec 2 - Dec 3
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 NT$9,954
NT$12,954 total
includes taxes & fees
Dec 2 - Dec 3
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 NT$8,213
NT$9,240 total
includes taxes & fees
Nov 25 - Nov 26
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 NT$7,684
NT$8,644 total
includes taxes & fees
Nov 21 - Nov 22
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 NT$6,689
NT$7,525 total
includes taxes & fees
Dec 1 - Dec 2
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 NT$6,812
NT$8,443 total
includes taxes & fees
Nov 24 - Nov 25
Tropical Inn

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 NT$7,665
NT$8,623 total
includes taxes & fees
Nov 21 - Nov 22
Ambrosia Key West

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 NT$4,341
NT$5,555 total
includes taxes & fees
Nov 25 - Nov 26
Duval House

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 NT$6,749
NT$8,875 total
includes taxes & fees
Nov 21 - Nov 22
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 NT$5,898
NT$8,215 total
includes taxes & fees
Dec 3 - Dec 4
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 NT$10,266
NT$13,656 total
includes taxes & fees
Dec 2 - Dec 3
H2O Suites - Adults Only

Douglas House

3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (209)
"Very clean room, loved the location!"
United States
Jeffrey Ray
The price is NT$5,503
NT$6,407 total
includes taxes & fees
Dec 2 - Dec 3
Douglas House

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 NT$3,623
NT$6,182 total
includes taxes & fees
Nov 23 - Nov 24
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 NT$6,985
NT$9,575 total
includes taxes & fees
Nov 26 - Nov 27
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

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.

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

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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