Romantic Weekend Getaways in September

Looking for the best romantic weekend getaways in September? Snug right in between the hot summer heat and cold winter chill, September is the perfect time of year for a romantic escape. But where oh where should you go?

From one happy couple to another, you’ve just hit the jackpot!

Our list doesn’t just cover one kind of experience. Whether you’re into boutique hotels in historic cities, cozy cabins in the woods, or luxurious beach resorts, we’ve got a romantic getaway for any kind of couple. From coast to coast, we’ve rounded up a collection of some of the most enchanting destinations for the best romantic weekend getaways in September. 

Prefer an October getaway instead? Don’t miss our 10 Romantic Getaways in October!

1. Bungalows Key Largo, Key Largo, FL

Perched on the Florida Keys, Bungalows Key Largo is the place to be in September. The summer heat is gone, and temperatures couldn’t be more comfortable.

This adults-only, all-inclusive resort offers endless natural beauty and luxury. With complimentary valet parking, bike rentals, and daily yoga sessions, you can truly relax and enjoy each other’s company.

Spend your days exploring Key Largo, lounging on the private beach, and trying the amazing food at the resort’s restaurant. Don’t miss the tiki bar cocktails — they’re so good! For those looking for a special occasion, Bungalows Key Largo offers romantic vacation packages to make your stay even more memorable!

Want to explore other options? Check out our most Romantic Weekend Getaways in Florida for even more romantic destinations.

2. Old Monterey Inn, Monterey Bay, CA

The Old Monterey Inn is an old English Tudor mansion that has been converted into a 4-star bed and breakfast. During September, the summer fog has lifted, and the crispness of the autumn air has yet to set in. Delight in English gardens and guest rooms that come with gas fireplaces and soaking tubs. 

Breakfast here is certainly a highlight, which can be enjoyed in the dining room or delivered to your room for a cozy morning. For special occasions, the innkeeper and staff are happy to add extra touches, such as rose petals and complimentary chocolates, to make your stay even more memorable. 

For more romantic hotels in the Monterey area, check out our post 6 Most Romantic Hotels in Monterey!

3. Honeymoon Sweet, Asheville, NC

Bask in the September fall colors at the cozy Honeymoon Sweet at Wildberry Lodge. This luxurious cabin boasts a well-equipped kitchen, a spa shower, and an unparalleled view of the Smoky Mountains through its expansive windows. 

Asheville is renowned for its thriving art and music scene, making it the ultimate romantic fall getaway for culture enthusiasts. Go on a scenic drive down the Blue Ridge Parkway to take in all the sights. There are plenty of outdoor activities and hiking trails in the area, so you can reconnect with nature and each other! 

Take a look at all of our favorite Romantic Cabin Getaways for even more unforgettable nature experiences and cozy accommodations. 

4. Secrets Maroma Beach Riviera, Cancun, MX

Experience jungle rains and the hottest deals at Riviera Maya, Secrets Maroma Beach Riviera Cancun this September. It may be the rainy season, but prices are cheap, the tourists are minimal, and you’ll have a peaceful refuge in one of the most luxurious all-inclusive resorts. 

Exclusively for adults and part of the AMR Collection, The Riviera Maya boasts a stunning beachfront location and offers a variety of top-tier amenities, including 12 private pools for couples staying in swim-up suites. 

During your stay, you can enjoy a range of romantic activities, such as wine and paint sessions, taco-making classes, and a kayak tour at sunrise. After days filled with fun activities, unwind with a couples massage, poolside concierge service, and a romantic sunset walk on the beach. It’s truly a slice of heaven!

Here are our top 8 Romantic All-Inclusive Resorts in Mexico You Need to Visit for a complete list of our romantic recommendations in Mexico.

5. Enchantment Resort, Sedona, AZ

The Enchantment Resort sure lives up to its name with its dramatic views of red rock formations and dazzling atmosphere in Sedona, Arizona. A trip in September will ensure mild weather, perfect for enjoying the great outdoors.

Book a room with a private patio and fireplace to fully immerse yourself in the breathtaking canyon views. Indulge in Southwestern-inspired spa treatments, tee off at the picturesque golf course, and take on the otherworldly hiking trails. The resort also offers fine dining experiences under the starry sky — talk about setting the mood!

We know the United States is full of outstanding destinations, which is why we curated an entire list! Check out our Top 6 Most Romantic All-Inclusive Resorts in the USA for more romantic getaways.

6. Hana-Maui Resort, Maui, HI

Experience the unspoiled beauty of Hana, Hawaii, at the all-inclusive Hana-Maui Resort. September is a great time to visit for fewer crowds and beautiful weather, but honestly, this place is pure Hawaiian magic any time of the year.

Stay in traditional hale cottages and immerse yourself in Hawaiian culture through activities like ukulele lessons, lei-making, and hula dancing. For a more intimate experience, book a private luau with traditional food and a personal hula performance!

And, of course, be sure to also check out our list of the Top 6 Most Romantic All-Inclusive Resorts in the USA for more incredible getaway options!

7. Ahwahnee Hotel, Yosemite National Park, CA

For adventurous couples looking to stay in the heart of Yosemite Valley, The Ahwahnee Hotel offers an iconic Art Deco-inspired lodging option. At Yosemite, fall foliage is at its peak in late September, so plan your visit around this time to witness the stunning autumn colors of Yosemite National Park.  

With its prime location and proximity to famous landmarks, such as Half Dome and El Capitan, this hotel is the perfect spot for couples to enjoy the natural beauty of Yosemite. For a luxurious stay, the “Signature” rooms with a king-sized bed and breathtaking views of the valley are the way to go! 

The Ahwahnee is only one of many lodging options in the park. For more options, check out our list of 10 Romantic Yosemite Lodgings for Couples.

8. The Gastonian, Savannah, GA

September is the last summery month in Savannah. This means it’s cooler and potentially rainier than the busier summer months, but also less crowded. 

During this time, places like The Gastonian are great because they usually have deals and discounts! The Gastonian is a historical boutique hotel situated near Forsyth Park, made up of two connected mansions from 1868. Think cozy fireplaces, luxurious bedding, and sophisticated decor. 

Start your day with a complimentary gourmet breakfast and end it with free evening hors d’oeuvres and wine, as well as dessert and coffee! Conveniently located near popular attractions such as Forsyth Park, the Cathedral of St. John the Baptist, and the Mercer Williams House Museum, The Gastonian offers a charming and convenient stay for guests looking to explore Savannah. 

For more options, take a look at these other 6 Romantic Hotels in Savannah, GA! And for ideas on what to do during your stay, these Romantic Things To Do in Savannah, Georgia, will curate the perfect itinerary for a memorable and romantic getaway.

9. Mountain Home Lodge, Leavenworth, WA

For that small-town feel, the Mountain Home Lodge in Leavenworth, Washington, offers breathtaking mountain views and a charming Bavarian-style village. While beautiful year-round, September is prime time to enjoy the lodge’s heated outdoor pool and hot tubs while taking in the beautiful scenery. 

Savor a complimentary gourmet breakfast, nightly wine, and appetizers served right to your private table. Mountain Home Lodge is only 3 miles from downtown, so it’s the perfect base for exploring quaint Leavenworth!

For more overlooked beauty, these Hidden Gems: Unforgettable Off-the-Beaten-Path Romantic Weekend Escapes offer fewer crowds and a more intimate atmosphere. Check them out!

10. Esperanza, Auberge Resorts Collection, Cabo, MX

Hop across the border to tropical Cabo San Lucas, Mexico, and experience the ultimate in luxury at Esperanza, an Auberge Resort. Like Cancun, you’ll be in the midst of the rainy season, but don’t let that stop you. Rain is usually light and intermittent, and lodgings are much more affordable!

The Esperanza is practically designed for couples, offering breathtaking views of Punta Ballena and suites with private terraces — some even come with their own plunge pools! With a focus on using fresh ingredients from local farms and the sea, dining here is an elevated culinary experience that will delight foodie couples near and far. 

Still want to shop around? See the best that Cabo has to offer with our list of The Top 10 Most Romantic All-Inclusive Resorts in Cabo.

Pack Your Suitcase…

From the East Coast and Pacific Northwest to tropical Mexico, there’s really no better way to reconnect with your better half than with a romantic weekend getaway. This list of romantic weekend getaways in September is here to inspire your next trip, so you can start planning some quality time together!

Whether you’re all about that fall foliage or sipping margaritas on a secluded beach, September’s the perfect time. Great weather, lower rates, and all the romantic feels! When booking your special place, make sure to research any special offers or packages that may be available to make your stay even sweeter. 

Been to any of these romantic destinations before? Share your experiences in the comments below! And for more exclusive romantic travel ideas, subscribe to my newsletter!

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