Last Updated August 30, 2021 8/30/2021

15 Labor Day Weekend Getaways for the Ultimate Summer Finale

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It’s hard to believe that the end of summer is just around the corner. One of the best ways to celebrate the season and usher in fall is to enjoy a grand finale over Labor Day weekend. Whether you’re looking for something close to home, an epic road trip, or an international flight, these properties found in spots across the country provide something for just about everyone.

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Sanderling Resort - Duck, Outerbanks, North Carolina
Sanderling Resort

Sanderling Resort - Duck, Outerbanks, North Carolina

The only full-service resort in the Outer Banks, Sanderling sits across 13 acres, nestled between the Atlantic and the calm waters of Currituck Sound. One of the top resorts in North Carolina, it offers accommodation in rooms, suites, and several vacation homes. There is a wide range of fabulous amenities like two dune-side swimming pools, one for families and one for adults, another indoor all-season pool, a lavish spa, large fire pits, and a fitness center. Some of the activities you can enjoy include boat tours, kayaking, beach, surf or stand-up paddleboarding lessons, golfing, cycling, and horseback riding. There are multiple dining options which range from casual bites to the highly-acclaimed Kimball’s Kitchen and the oceanside Sand Bar.

Eastwind Hotel and Bar - Windham, New York
Eastwind Suite at Eastwind Hotel

Eastwind Hotel and Bar - Windham, New York

Nestled in the Catskills, Eastwind Hotel & Bar sits on a property that’s been drawing outdoor enthusiasts for decades. Opened in 2018, it was infused with Scandinavian inspiration meant to provide an upscale outdoor experience. Enjoy views of Windham Mountain, with cabins and suites that have minimalist appeal and Scandinavian decor. There are no TVs, providing the perfect place to disconnect and reconnect with each other. Guests enjoy access to a soothing sauna and there’s a host of activities available too, including yoga on the lawn, barbecues, and small outdoor concerts.

Tabacón Thermal Resort & Spa - Arenal, Costa Rica
Tabacón Thermal Resort & Spa

Tabacón Thermal Resort & Spa - Arenal, Costa Rica

Situated at the base of the Arenal Volcano, surrounded by mountain and volcano views, this resort is ideal if you’re craving more of a tropical getaway. Right on the property, there are waterfalls and thermal rivers with temperatures over 100 degrees, while a variety of spa services were designed to help guests connect to nature. And, a big plus is the special three-night Namaste in Nature package which includes a non-alcoholic welcome drink, daily breakfast, a welcome amenity, one dinner at Ave Restaurant, a spa credit, and unlimited access to natural hot springs and Shangri-La Gardens.
The Kimpton Goodland Hotel - Fort Lauderdale Beach, Florida
The Kimpton Goodland Hotel

The Kimpton Goodland Hotel - Fort Lauderdale Beach, Florida

By booking the Kimpton Goodland you’ll enjoy access to Fort Lauderdale’s famously beautiful 24-mile stretch of golden beaches, the perfect spot to be, ideally under an umbrella sipping a refreshing beverage while enjoying the sounds of the waves. It’s just a block from the beach in North Beach Village, harmonizing with the nostalgic, mid-century look of the neighborhood. It includes an 8th-floor rooftop pool and another pool on the ground level, both of which have lively pool bars, along with the popular Botanic at The Goodland restaurant and a state-of-the-art fitness center.

Hotel Cerro - San Luis Obispo, California
Rooftop pool at Hotel Cerro

Hotel Cerro - San Luis Obispo, California

There are many reasons to consider Hotel Cerro for a Labor Day weekend escape. Not only is it just minutes from the coast, beautiful beaches, and abundant marine life watching opportunities, but it’s also located in charming downtown San Luis Obispo and features a top-rated rooftop pool. You’ll be in the heart of it all for enjoying outstanding dining, including at the hotel’s own Brasserie SLO, and relaxing around the gorgeous rooftop pool surrounded by cabanas and loungers. Rooms come in a variety of styles, all of which are very spacious and include high-end amenities. The exceptional staff is sure to make you feel right at home, with above-and-beyond service too.

Chatham Bars Inn - Chatham, Massachusetts
Chatham Bars Inn

Chatham Bars Inn - Chatham, Massachusetts

The Chatham Bars Inn is located in one of the most charming hamlets on Cape Cod and is considered Chatham’s grand dame of hotels, originally established back in 1914 as a hunting lodge. One of the best hotels in New England, its rooms are spread through 30 buildings that sit across 25 acres, there are some in the main house, many with ocean views, although we especially love the cottages that come with fireplaces and saunas. Standard amenities include flat-screen TVs, Bose Wave radios, and Nespresso coffee makers. There are lots of activities available from golfing to fishing, sailing, and whale watching, or you could always rent a private beach cabana and just laze the day away.

Perry Lane Hotel - Savannah, Georgia
Perry Lane Hotel

Perry Lane Hotel - Savannah, Georgia

Savannah oozes romance making it especially ideal for couples looking for a Labor Day getaway with horse-driven carriages clip-clopping on the cobbled streets lined with magnificent mansions, not to mention the moss-draped trees. You could easily spend three days just wandering, popping into boutiques, indulging in eateries serving mouthwatering Lowcountry cuisine, and browsing galleries. In fact, Perry Lane Hotel is in the center of it all in the historic district and has its own expansive art collection. It also has a rooftop pool, ideal for those warm last days of summer.

16 Bay View - Camden, Maine
16 Bay View

16 Bay View - Camden, Maine

Camden is incredibly picturesque, more than living up to its nickname as “the jewel of the Maine coast” with a boat-filled harbor, gorgeously landscaped park, and charming downtown with interesting shops, cafes, and delicious eateries where you’ll find everything from lobster to oysters. Camden Hills State Park features more than 30 miles of scenic trails for hiking and there’s plenty of beaches where you can cool off with a dip in the ocean. If that’s a little too chilly, swimming is possible on Megunticook Lake, where the freshwater is much warmer. One of the best places to stay is 16 Bay View, the newest luxury hotel in town which sits just steps from the water and includes a gorgeous rooftop terrace.

Blackberry Farm - Walland, Tennessee
Blackberry Farm has been rated one of the top properties in the world.

Blackberry Farm - Walland, Tennessee

Often named among the most luxurious properties in the entire country, Blackberry Farm is a treasure for those who want to be immersed in nature while enjoying a high-end stay. It’s spread across 4,200 acres in the countryside and offers a host of activities. Enjoy fly fishing, archery, carriage rides and so much more. There are accommodation options to suit couples seeking a romantic stay, including charming cottages, as well as houses that are ideal for families. The property has a pool with a mountain view and offers dining that’s out of this world with dishes featuring the farm’s own homegrown ingredients.

Ritz-Carlton Amelia Island - Amelia Island, Florida
The Ritz-Carlton, Amelia Island

Ritz-Carlton Amelia Island - Amelia Island, Florida

Amelia Island is a paradise within easy reach of many cities for Labor Day weekend and the Ritz-Carlton Amelia Island steps things up a notch or two as one of the best beachfront hotels in Florida. It offers spectacular views along the oceanfront and as it’s right on the beach, it’s often possible to spot nesting sea turtles. There’s an oceanside spa, numerous on-site restaurants, tennis courts, a gym, and a gorgeous 18-hole golf course. Room service is available while the sophisticated rooms feature flat-screen TVs and balconies. The suites add separate living areas and some include fireplaces too.

Denali Backcountry Lodge - Denali National Park, Alaska
Denali Backcountry Lodge

Denali Backcountry Lodge - Denali National Park, Alaska

Looking for the ultimate wilderness adventure over the Labor Day weekend? While you might want to extend it for at least a few days, if you can get to Denali National Park in September, you’ll be able to take advantage of the long hours of daylight, amazing mountain views, and abundant wildlife. In fact, in early September, you might catch not only some fall colors but a glimpse of the northern lights. A stay at the Denali Backcountry Lodge will put you in one of the most remote in-park lodges, with all-inclusive accommodation in individual cabins with private decks. Activities like guided hikes and morning yoga are included too.

Rosewood Miramar Beach - Montecito, California
Rosewood Miramar Beach

Rosewood Miramar Beach - Montecito, California

If you want to simply relax and enjoy a stunning ocean view, look no farther than the oceanfront Rosewood Miramar Beach. There’s really no reason to leave with everything you need right here, including multiple indoor and outdoor restaurants, a piano lounge, a spa, and two outdoor pools, one with a bar. Of course, there are lots to explore nearby as the unincorporated community of Montecito itself will put you just south of Santa Barbara to enjoy everything from wineries to Lotusland, a 37-acre estate and botanical garden with more than 3,000 plant species from across the globe.

Hotel Hale - Hot Springs, Arkansas
Credit: Hotel Hale
Hotel Hale

Hotel Hale - Hot Springs, Arkansas

The town of Hot Springs is always fun for a visit, with Hot Springs National Park home to one of the country’s best hot springs, perfect for melting every last bit of stress away. Hot Hale is the ideal base as it sits within a Classic Revival-style former bathhouse only a minute’s walk from the Hot Springs National Park Visitor Center. Rooms include exposed brick walls, flat-screen TVs, Wi-Fi, and tubs with geothermal waters. Some have balconies too.

Devil's Thumb Ranch Resort & Spa - Tabernash, Colorado
Devil's Thumb Ranch Resort & Spa

Devil's Thumb Ranch Resort & Spa - Tabernash, Colorado

Located on 6,000 acres, this upscale ranch resort offers an unforgettable family getaway with one- to four-bedroom cabins that are beautifully furnished with antiques and include clawfoot tubs, fireplaces, and kitchenettes or microwaves, and mini-fridges. The mountain views are unbeatable and you’ll also be able to enjoy the heated outdoor pool, activities like paddleboarding and horseback riding, a spa, and a fitness center. Plus there are two restaurants, a wine cellar, and a saloon all on-site. Over the Labor Day weekend, there are special events planned like live music and movies under the stars.

Barnsley Resort - Adairsville, Georgia
Barnsley Resort

Barnsley Resort - Adairsville, Georgia

Just over an hour from Atlanta, you can enjoy a memorable holiday weekend in the mountains at Barnsley Resort. It offers a wealth of outdoor activities like golfing, hiking, horseback riding, and fly-fishing across its 3,000 acres. Plus, there’s a fabulous spa, a gorgeous pool, an outdoor beer garden with a fire pit, and the gourmet Woodlands Grill. Families with little ones will appreciate the free S’mores available in the lobby. Couples are sure to love the bathrooms which feature clawfoot tubs for a romantic soak.

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