Hotels in Uptown - Upper Duval

Discover the Enchantment of Uptown - Upper Duval: Where Vibrant Streets Meet Pristine Shores

Nestled in the vibrant heart of Key West, Uptown - Upper Duval is a lively blend of eclectic charm and modern flair. Renowned for its famous Duval Street, this area boasts a pulsating nightlife, enchanting art galleries, and delightful eateries that capture the essence of Old Key West. Stroll through the bustling streets, where the warm sea breeze meets the vibrant sounds of live music. Whether you're exploring quaint boutiques or relaxing at family-friendly beaches, Uptown offers a unique blend of culture and relaxation, making it an irresistible destination for every traveller seeking the spirit of the Keys.

Discover great hotels in Uptown - Upper Duval

Uptown - Upper Duval offers a delightful mix of accommodations, from boutique hotels and charming bed and breakfasts to vacation homes. The vibrant Duval Street nearby is lined with shops, restaurants, and lively nightlife, making it an ideal base for exploring the unique charm of Key West. Here are some of the most popular hotels with our travelers in Uptown - Upper Duval:

1. LA TE DA Hotel - Adults OnlyOpens in a new window: This 2.5-star hotel is perfect for adventure seekers looking for a unique experience. With a variety of on-site and nearby adventure sports such as kayaking, sailing, and fishing, this property ensures a thrilling stay. The hotel features comfortable accommodations that cater to the adventurous spirit, allowing guests to immerse themselves in the natural beauty of the area. Its focus on outdoor activities makes it an ideal choice for those who cherish exploration and seek memorable experiences in a vibrant setting.
2. Speakeasy Inn – Adults OnlyOpens in a new window: This 3.0-star guesthouse offers direct access to the beach, making it a fantastic option for travellers who appreciate both adventure and relaxation. With activities such as snorkeling, boat tours, and waterskiing readily available, guests can indulge in exhilarating water sports while basking in the sun. The inviting atmosphere and beachside location create a perfect backdrop for a refreshing getaway, appealing to those who value a blend of adventure and coastal charm in their travels.
3. H2O Suites - Adults OnlyOpens in a new window: This 3.5-star hotel combines luxury with adventure, featuring direct beach access and a focus on romantic experiences. Guests can take advantage of curated romance packages, as well as enjoy activities like parasailing and fishing. The hotel boasts an outdoor pool and spa services, creating an idyllic setting for relaxation and pampering. With its emphasis on romance and premium amenities, this property is tailored for couples seeking unforgettable moments in a picturesque environment.

Top locations to stay in Uptown - Upper Duval

Some of the best places to stay near Duval Street, Southernmost Point, and South Beach in Uptown - Upper Duval, Key West, Florida, include vibrant nightlife, cultural attractions, and shopping options. Duval Street offers lively entertainment, Southernmost Point boasts iconic landmarks, and South Beach provides relaxing seaside views. For first-time visitors, staying near Duval Street is ideal for easy access to the area’s highlights.

1. Near Duval StreetOpens in a new window: Staying near Duval Street places you right in the heart of Key West’s vibrant atmosphere. This bustling street is lined with a variety of shops, galleries, and cultural attractions. You can explore the iconic Ernest Hemingway Home and Museum and take in performances at the Red Barn Theater. Plus, the nightlife scene is lively, making it a great spot to unwind after a day of exploration.
2. Near Southernmost PointOpens in a new window: The Southernmost Point is a must-visit landmark that offers a unique photo opportunity and a charming coastal vibe. Staying nearby allows you to enjoy leisurely walks along the waterfront and access to the beautiful South BeachOpens in a new window. This area features recreational options and is close to wellness spots like the Key West Golf Club, making it perfect for relaxation amid the natural beauty.
3. Near South Beach: Just a stone's throw from the lively atmosphere of Key West, South Beach offers a serene escape with stunning ocean views. This lovely beach is ideal for sunbathing and swimming, while nearby attractions like the Southernmost Point enhance your experience. The area also provides access to wellness facilities, ensuring you can unwind and rejuvenate during your stay.

Things to do near Uptown - Upper Duval

Uptown - Upper Duval is a delightful blend of vibrant streets and stunning beaches, offering a lively atmosphere for all. Visitors can enjoy leisurely strolls through shopping areas, unwind at family-friendly resorts, or explore scenic parks perfect for picnics and dog walks. Whether you're diving into the sea or hiking nearby trails, this destination promises unforgettable experiences.

• Duval StreetOpens in a new window – Stroll along the iconic Duval Street, where vibrant shops, lively bars, and delightful restaurants create a unique atmosphere. This bustling thoroughfare is the heartbeat of Key West, perfect for people-watching, sampling local cuisine, and soaking in the lively ambience.
• Mallory SquareOpens in a new window – Head to Mallory Square, a modern square renowned for its spectacular sunset celebrations. As the sun dips below the horizon, enjoy street performances, artisanal vendors, and the stunning view of the water, making it a perfect spot for an unforgettable evening.
• Smathers BeachOpens in a new window – Unwind at Smathers Beach, a beautiful stretch of golden sand ideal for sunbathing and water sports. Rent a kayak or paddleboard, or simply relax with a good book while listening to the gentle waves lapping at the shore.
• Southernmost PointOpens in a new window – Snap a photo at the Southernmost Point, a symbolic landmark marking the southernmost tip of the continental United States. This brightly painted buoy is a must-see for visitors eager to capture a piece of history and a memorable moment.
• South BeachOpens in a new window – Explore South Beach, another picturesque spot where you can soak up the sun and enjoy the crystal-clear waters. With its laid-back vibe, it’s an excellent place for families to relax and have fun, whether building sandcastles or taking a refreshing swim.

4 tips for savvy savings when booking a hotel in Uptown - Upper Duval

1. Book for the cheapest times: The most budget-friendly time to visit Uptown - Upper Duval is between August and October, when hotel prices tend to be lower. To fully appreciate the area's key landmarks, historical sites, and cultural attractions, a stay of at least 2 to 3 days is recommended. During your visit, you can explore sites such as the maritime museum, historic lighthouse, art gallery, nature reserve, and the charming town neighbourhood. You may also enjoy the local parks and recreational areas, as well as the visitor centre, which provide great value for money for those looking to immerse themselves in the rich history and culture of the region.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Uptown - Upper Duval, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications from Hotels.com to keep abreast of flash sales and exclusive last-minute promotions. Additionally, the Smart Shopping feature in the app allows you to compare hotel prices and amenities, helping you make informed choices. By using these tools, you're more likely to see available rooms or price drops, ensuring a great last-minute getaway.
3. Be flexible with dates: Prices may fluctuate based on various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates could help you save on your stay at an Uptown - Upper Duval hotel. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, enhancing your chances of securing a better deal.
4. Consider your location: Opting to stay nearer to major attractions or city centres may provide convenience, but it often comes with increased costs. For more budget-friendly options, you might consider hotels in less central areas or neighbourhoods, striking a balance between price and accessibility to the sites you wish to visit. Additionally, exploring independent hotels located a bit further out could offer a more authentic and affordable experience.

Best time to go to Uptown - Upper Duval

Uptown - Upper Duval has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. March, June, and July are the peak travel months in Uptown - Upper Duval, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by no to light rainfall. On the other hand, September to November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.