With the summer season in full swing, it’s time to plan your perfect summer weekend getaway. Whether you’re seeking picturesque coastal charm, vibrant city life, or serene wine country retreats, we’ve got you covered. We’ve handpicked five fantastic destinations to add some fun to your summer adventures. Here, we’ll include insider tips about where to stay, where to eat, and what to wear. No matter what type of vacationer you are, these weekend summer getaway destinations are perfect for a range of travelers.
Chirpyest can help you earn cash back on trips and traveling. Sign up here!
1. Charleston, South Carolina
Home to beautiful beaches and a historic downtown, Charleston is quickly becoming a central destination for weekend getaways. Of course, this city effortlessly combines old-world charm with modern amenities! However, its diverse food scene and adorable boutique hotels, creates a unique experience for each visitor.
Where to Stay?
Charleston is filled with an array of hotels and accommodations to cater to your needs. From cozy bed and breakfasts to upscale hotels with endless amenities this city truly has it all. So, we put together two options that cater to the cozy type and the modern type alike.
86 Cannon
Nestled in the heart of Charleston’s historic district is a hidden gem. 86 Cannon is a restored 19th-century carriage house. Each room has its own personality and decor with thoughtful touches that appeal to each guest. But its prime location is certainly the most appealing element. Located right next door to renowned landmarks, trendy restaurants, and vibrant shops, 86 Cannon is a must stay.
Hotel Bella Grace
Hotel Bella Grace is the definition of luxury. Each room is sleek and modern with unique artful touches in every room. Its rooftop terrace showcases panoramic views of the Charleston skyline. Although it has a wonderful exterior, the stylish interior is what makes Hotel Bella Grace truly unforgettable.
Where to Eat?
Charleston is packed with award-winning restaurants and quaint hole-in-the-wall joints that redefine or perfect classic Southern cuisine. Its innovate iterations of shrimp and grits alongside the classic seafood, this city’s food scene an altogether foodie haven.
FIG
Created by Mike Lata and Adam Nemirow in 2003, FIG offers an elegant and approachable dining experience. The restaurant is a Charleston adored spot that focuses on locally sourced ingredients and seasonal flavors. The menu showcases an upscale version of Lowcountry dining that is creative and precise. FIG is certainly a must visit!
The Ordinary
Founded in 2012, this exciting seafood-focused restaurant has quickly transformed into a local favorite. Additionally, their menu celebrates the classic foods of the Coastal Carolinas and the East Coast. From succulent shrimp to delicate oysters, every dish is a testament to the region.
2. Savannah, Georgia
The historic city of Savannah captivates visitors with its cobblestone streets, charming squares, and iconic architecture. Home to the renowned Savannah College of Art and Design (SCAD), it is obvious that this city is made for artists. But Savannah is also place to immerse yourself in notable historical sites like Forsyth Park or St. John the Baptist Cathedral while also enjoying the diverse landscape.
Where to Stay?
Savannah contains some of the most creative and breathtaking hotels in the Southeast. But each one offers a unique experience that adds to the city’s charm and Southern hospitality. With historic mansions converted to accommodations, this city offers a range of places for your basically perfect weekend summer getaway!
The Present Hotel
The Present is a charming boutique hotel that certainly blends contemporary design with Southern charm. Each guest room is carefully and thoughtfully curated with different design options for each. Coupled with many on-site restaurants and rooftop bar, this hotel has it all. Located in Savannah’s historic district, The Present is perfect for immersing yourself in the city’s culture!
The Alida
This stylish retreat of a brick building is The Alida Hotel. This boutique hotel holds some of the most unique guest rooms in the downtown historic district. However its prime location is central to many sightseeing areas and the pool allows for you to relax after spending the day in the Savannah heat!
Where to Eat?
Overall, Savannah’s food scene is filled with hidden gems and local eateries that allow you to dine like a resident. Here, each restaurant captures the charm of the city, with food equally as diverse as the architecture.
The Collins Corner
Perfect for brunch, the Collins Corner offers classics like biscuits and gravy and French toast, but with a twist. Their dinner menu serves more on the upscale side with steak tartare and rainbow trout. However, The Collins Corner serves on the lower end of a price range, making a cost effective and fun weekend!
The Grey
Located in a 1938 Greyhound Bus Terminal, the Grey provides a unique take on Port City Southern food that appeals to this youthful city. In 2012, Johno Morisano and Chef Mashama Bailey partnered together to create this innovative dining experience. Since then, it has since become a Savannah staple.
3. Martha’s Vineyard, Massachusetts
Martha’s Vineyard is a captivating island off the cost of Massachusetts that holds timeless beauty and charm. This island is home to pristine beaches, charming towns, and of course the iconic lighthouses. The diverse landscape is especially complete with many landmarks like the Edgartown Lighthouse.
Where to Stay?
Martha’s Vineyard is home to adorable inns and trendy hotels, all similarly upgraded to appeal to modern lodgers. Each boutique hotel in the area is unique in design creating an appealing stay for your weekend summer getaway!
Faraway Hotel
The Faraway Hotel is quirky and exceptional in its design. Additionally, each room is held in a small cottage, allowing for a secluded and intimate resting space for your getaway. Furthermore, The Faraway offers a memorable stay that compliments and artistic elements of this island.
The Edgartown Inn
This precious bed and breakfast offers a traditional look into Martha’s Vineyard. What’s more, housed in a restored property from 1798, The Edgartown Inn has been transformed into several upscale rooms, perfectly suited for a variety of vibrant personalities. Adding to the excitement, one of the standout features of the inn is the amazing front porch, where you can enjoy the swing while savoring your morning cup of coffee!
Where to Eat?
Martha’s Vineyard has a vibrant food scene with an array of options that cater to any palate. From charming seafood shacks to farm-to-table cuisine, the island offers a true delight to diners and tourists alike.
Alchemy Bistro and Bar
Inspired by the vibrant cultures and culinary styles of costal Europe, Alchemy Bistro and Bar creates a one-of-a-kind dining experience. The restaurant also offers a wine program directed by Meaghan Robinson, which is perfect for wine lovers!
L’etoile
L’etoile is a vibrant restaurant that adds a modern experience for your summer getaway. What’s more ith specialty cocktails and an innovative seasonal menu, L’etoile will not disappoint!
4. Sonoma, California
Picturesque vineyards, farm-to-table food, and world-class wineries are the basics of Sonoma, California. Nestled in the heart of California’s wine country, Sonoma is a captivatingly beautiful spot for a weekend summer getaway. Whether you’re a wine enthusiast, foodie, or nature lover Sonoma is an unforgettable experience!
Where to Stay?
Tranquility and sophistication are the norm at Sonoma. With a multitude of luxurious resorts and quaint hotels, there certainly is something for everyone. Whether you crave a peaceful retreat or romantic getaway, Sonoma is the perfect spot!
Farmhouse Inn
The Farmhouse Inn is the perfect spot to hide in the countryside and wade in the pool after a long day at the vineyards. Home to a Michelin-starred restaurant, relaxing spa, and rustic charm, these cottages are a must stay!
Cottage Inn and Spa
The intimate Cottage Inn and Spa has many modern and unique suites that hold true to traditional California architecture. With a cozy outdoor fireplace and comfortable seating, this place is the epitome of rest and relaxation!
Where to Eat?
Known for lush fruit, vegetables and herbs, Sonoma has more to offer than just wine. Here, the food scene is vibrant and bursting with flavor from its famous farm-to-table restaurants. Sonoma allows farm tours and cooking classes, making your dining experience even more unique
The Girl & the Fig
Located in Sonoma Plaza, The Girl & the Fig serves up innovative French cuisine. The menu is seasonal and features classic cheeses and charcuterie alongside French aperitifs. The warm and inviting ambiance creates a perfect setting for a late-night dinner.
Animo
This gem captivates food lovers with its fusion of local and seasonal ingredients prepared to create nourishing dishes. Animo is a Korean-American and Basque fusion spot that was recently added to the Michelin Guide.
5. Nashville, Tennessee
Nashville seems to be the “IT” city right now, captivating visitors with its vibrant energy and charm. From the famous honky-tonks on Broadway to the corners of each neighborhood, live music fills the air at every corner. This city blends the music, culture, and culinary delights perfectly allowing for a fun and exciting summer weekend getaway.
Where to Stay
Nashville is home to many emerging boutique hotels that are a great juxtaposition to the typical lodging in the area. Whether you want to stay in the middle of it all, or on the outskirts, there are so many options appealing to personal taste.
The Graduate Hotel
Modeled after the iconic Dolly Parton, The Graduate Nashville is pink, bright, and just as cool as Dolly herself! With a rooftop pool and restaurant, one could spend their entire vacation in between the walls of the hotel. Each room is spunky, creative, and filled with personality making the perfect stay!
The Russel
The Russel Hotel is a hidden retreat on the outskirts of downtown in East Nashville. This boutique hotel is located in a converted church, and is filled with modern comfort and retro-futuristic charm. Minutes away from downtown, but outside of the hustle and bustle, The Russel is the perfect medium destination.
Where to Eat
Hot chicken is the Nashville staple, but its food scene is growing into diverse and sophisticated. Filled with many award-winning dining establishments to trend breweries and authentic cultural cuisine, there’s something for every palate in this growing town!
Adele’s
Adele’s is a local favorite, with a seasonal menu and diverse range of dishes, it’s no wonder that Adele’s has captured the hearts of locals and tourists. From Southern classics to global flavors, Adele’s is a dining experience unlike any other.
The Treehouse
Located in East Nashville, The Treehouse is an innovative dining experience that transforms into a dive bar after hours. The dishes are sophisticated, from fresh oysters to the best baked bread, The Treehouse is truly special!
Weekend Summer Getaway Style Guide
Kendra Scott Annie Y Necklace
The Kendra Scott Annie Y Necklace is a necessary accessory for your weekend getaway. With its classic and timeless style, this stunning necklace adds a touch of elegance to any outfit, without being too distracting!
Raffia Fringe Tote
Raffia bags are all the rage right now, and this hot pink Raffia Tote from Anthropologie is the perfect statement to your outfits. This bag can go from the beach to dinner in no time, making it functional and practical!
Khaite Marion Strappy Leather Wrap Sandal
Sleek sandals are essential this summer, and the Marion Strappy Leather Ankle Wrap Sandal from Khaite are not only adorable, but versatile. The strappy detail not only creates elegance, but a secure and comfortable fit for those weekend summer getaway endeavors.
& Other Stories Eyelet Ruffle Tie Front Blouse
A lightweight blouse is a must-have, keeping you cool and stylish. This powder blue blouse from & Other Stories is elegant while still providing youthful fun!
Alice & Olivia Zumi Satin Minidress
Summer is the perfect excuse to wear this bright minidress from Alice & Olivia. The classic style keeps the look timeless, while the green reminds everyone how fun you are!
Rag and Bone Sofie Wide-Leg Linen Pants
Linen is a summer staple, and these wide-leg linen pants from Rag and Bone add a structure addition to the style! These will be perfect whether you’re on the coast at Martha’s Vineyard or walking the streets of Savannah.
Derek Lam 10 Crosby Callista Ruched Cami Dress
A classic midi dress will never go out of style, and the Cami Dress from Derek Lam 10 Crosby is adorable! The perfect dress for a nice dinner or pictures on the beach.
Farm Rio Full Garden Halter Neck One-Piece Swimsuit
Floral swimsuits are classy and spunky allowing your personality to shine through. This one-piece from Farm Rio is perfect whether you’re just lounging by the pool in Sonoma or laying in the sand in Charleston.
Dolce Vita Atomic Raffia Sandal
The classic raffia sandal is great, but these orange sandals from Dolce Vita add a fun pop of color! These are the perfect addition to your summer weekend getaway no matter the destination!
Staying for a long weekend? See 15 Dresses Everyone Needs in Their Summer Wardrobe!
We are a new shopping platform that allows you to save $$ and shop from over 850 retailers like Anthropologie, Free People, VRBO, TripAdvisor, Anthropologie, and MORE!
Feature image @jeannine.roxas
