In This Article

Craving a summer getaway that pampers and inspires? While exploring the USA, I found luxury summer vacations to oceanfront resorts, alpine retreats, and exclusive island escapes. "These luxury summer vacations combine breathtaking destinations with five-star comfort—perfect for travelers who want to relax in style."

Highlights:

  • Seaside elegance and spa days in Maui’s Wailea Beach resorts
  • Wine tasting and hot air balloon rides in Napa Valley, California
  • Mountain lodge luxury in Aspen, Colorado with hiking and gourmet dining
  • Private island vibes and sailing in the Florida Keys
  • Chic coastal escapes and lobster feasts in Kennebunkport, Maine

Unique Luxury Summer Vacations:

1. Delamar Greenwich Harbor

Rating: ★★★★★

Delamar Greenwich Harbor

© Delamar Greenwich

Location:

Greenwich, CT

Highlights:

If you’re craving an upscale escape where every detail is taken care of, Delamar Greenwich Harbor is a dreamy pick. It’s the kind of place where luxury feels effortless and even your pup gets pampered.

Recommended For:

Luxury travelers, dog lovers, couples seeking a romantic coastal retreat, and anyone who enjoys world-class hospitality with a European flair.

What I Love: ♥

Elegant decor, complimentary Tesla rides, wine and cheese receptions, and a pet services menu that truly spoils furry friends.
  • Stay in one of 82 spacious rooms and suites with classic European touches and thoughtful extras like curated minibars and in-room fitness options.
  • Ride in style with complimentary local Tesla transportation, perfect for exploring Greenwich’s charming harborfront.
  • Dine on Provençal cuisine at the onsite French restaurant, then sip craft cocktails from the in-house mixologist in the cozy lounge.
  • Unwind during weekend wine and cheese receptions or treat your pup to grooming, massage, or a walk through town.

Address:

500 Steamboat Road, Greenwich, CT
Phone: 203-661-9800

2. Bourbon Orleans Hotel

Bourbon Orleans Hotel

© Bourbon Orleans Hotel

Location:

New Orleans, LA

Highlights:

Planning a French Quarter getaway? We love the Bourbon Orleans Hotel for its elegant charm, prime location, and rich New Orleans character—it’s where history and hospitality meet.

Recommended For:

Couples, culture lovers, music fans, and anyone who wants to be steps away from the heart of the French Quarter with modern comfort and style.

What I Love: ♥

Historic architecture paired with updated amenities, a lively cocktail bar with live music, and a saltwater pool to relax in after sightseeing.
  • Stay in beautifully restored rooms and suites offering a mix of vintage charm and upscale comfort, with access to valet parking and concierge services.
  • Unwind with a craft cocktail and live music at the Bourbon “O” lounge—a favorite for locals and travelers alike.
  • Dine on Creole specialties at Roux on Orleans, the hotel’s signature restaurant with authentic Southern flavors.
  • Relax by the outdoor heated saltwater pool, a perfect retreat after a day of exploring Bourbon Street and beyond.

Address:

717 Orleans Street, New Orleans, LA
Phone: 504-523-2222

3. The Inn at Westwynd Farm

The Inn at Westwynd Farm

© The Inn at Westwynd Farm

Location:

Hummelstown, PA

Highlights:

Looking for a cozy countryside escape that feels like a warm hug? The Inn at Westwynd Farm is a charming B&B where you can feed horses, watch birds, and unwind with wine and cookies—seriously.

Recommended For:

Nature lovers, B&B enthusiasts, couples seeking a peaceful retreat, and anyone who finds joy in horses, birds, and homemade cookies.

What I Love: ♥

Horse barn visits, complimentary wine and cookies all day, birdwatching amenities, and a quiet library nook for indoor relaxation.
  • Feed the horses and watch them being trained in the riding ring—it’s a treat for animal lovers and equestrians alike.
  • Birdwatch with binoculars and guidebooks provided by the inn, ideal for discovering the area’s impressive variety of bird species.
  • Relax in the cozy library with a good book, or just enjoy a peaceful afternoon indoors.
  • Indulge in endless cookies and wine throughout the day, plus a hearty breakfast each morning—all complimentary.

Address:

1620 Sand Beach Road, Hummelstown, PA
Phone: 717-533-6764

4. Harvest Inn

Harvest Inn

© Harvest Inn

Location:

St. Helena, CA

Highlights:

If you’re dreaming of a Napa escape filled with wine, vineyard views, and gourmet bites, Harvest Inn checks every box. This is wine country luxury with all the charm and none of the pretense.

Recommended For:

Wine lovers, foodies, couples, and travelers seeking a peaceful, upscale stay in the heart of Napa Valley.

What I Love: ♥

Onsite vineyards, in-room wine service, breakfast from Charlie Palmer’s kitchen, and poolside massages for peak relaxation.
  • Taste local vintages with in-room wine service and weekly wine tastings right on the property.
  • Dine on a complimentary breakfast crafted in the kitchen of celebrity chef Charlie Palmer, served at the inn’s acclaimed Harvest Table restaurant.
  • Relax at one of two heated outdoor pools, complete with available poolside massages.
  • Play a round of golf at nearby Chardonnay Golf Course with discounted green fees exclusive to guests.
  • Charge your electric vehicle with ease—eco-conscious amenities are thoughtfully included throughout the property.

Address:

One Main Street, St. Helena, CA
Phone: 707-963-9463

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