Now that summer has slipped away, so have the crowds that flock to summer's top travel destinations, making this the perfect time to sneak in and nab a deeply discounted fall or winter getaway. Luxurious resorts and high-end hotels in summer's most popular locales offer incredible deals during this "sweet spot" for travel, while some popular winter retreats likewise beckon with early bird savings. With promotions like complimentary car rentals, hundreds of dollars in resort credit, and 15 to 20 percent savings off of your stay, these deals will have you planning more than just one great-value getaway!
The Dolder Grand: "Autumn Taste" Package
Escape to this modern-day castle tucked into bustling Zurich for a vacation fit for a king (or queen). Guests who stay at the Dolder Grand before December 1 can take advantage of the "Autumn Taste" package, which includes two nights in one of their luxurious guestrooms and daily breakfast at the Garden Restaurant. Explore the city by day, then retreat to indulge in your complimentary 60-minute massage treatment. After sundown, treat yourself to a three-course dinner at the Garden Restaurant, followed up by an after-dinner drink. The deal also includes use of the Dolder Grand's Spa, which features three whirlpools and Japanese-inspired Sunaboros.
Hotel Principe di Savoia: Wine Tasting and Truffle Hunting
Enjoy old-world luxury merged with modern amenities at the Hotel Principe di Savoia in Milan. Tempt your palette with two delicious deals for your stay. With the Wine Tasting offer, guests follow up tasty buffet breakfasts with chauffeured rides into Alba, where they'll visit a local winery and sample Italy's famous Barolo wines. Four-course lunches and dinners are also included, as well is daily car service to and from Milan's historic center. Or, experience a real truffle-hunting outing with the Truffle Tasting package. After guests' breakfast and chauffeured drive to Roddi, they'll take part in a morning truffle hunt, complete with the aid of trained truffle-hunting dogs, all followed up by a multi-course lunch. Later, a drive to Alba transports guests to the Alba Truffle Fair, where they can shop for tasty wares.
Bonus Deal: See even more of Italy by taking advantage of a 20-percent off deal on first class Trenitalia tickets booked during October. Via Trenitalia's accommodating trains, you can easily tack on a visit to other major Italian cities including Rome, Florence, Venice, Bologna, and Naples.
Anacaona Boutique Hotel: Early Bird Booking Special
While it might not be frigid just yet, winter is around the bend. But there's no need to dread the dropping temperatures if you've already booked a winter getaway that you can look forward to! Book a winter stay at the Anacaona hotel by October 31, and save 15 percent via their early bird special. This Anguillan hideaway offers 27 guestrooms, two pools, a massage center, and a poolside restaurant and bar; plus, it prides itself on being a cultural entertainment center that features local musicians, dance groups, and theater troupes. Thoughts of this tropical getaway will help warm you up throughout fall and winter.
Sibarth Villa Rentals: Free Rental Cars
Enjoy the privacy and comfort of a high-class villa, plus, easy accessibility to area attractions, courtesy of the free rental car promotion on offer through Sibarth Villa Rentals. Bunk down with breathtaking views and stylish lodgings, all while being able to take in St. Barth with ease. Stay at Case et Cuisine and receive the comped rental car, along with a special $300 per night rate for a two-bedroom villa, complete with a pool and soothing waterfall. Many of Sibarth's other villas offer similarly outstanding deals and accommodations.
One&Only Palmilla: Two Complimentary Nights
Los Cabos, Mexico
Sweeping ocean views and beautifully decorated rooms await guests at the One&Only Palmilla in Los Cabos. Book a five-night stay for travel through December 18, and get two nights free with the Summer Escapes special. Also included is a $200 resort credit and transport to and from the airport. Enjoy Mexico's bounty with daily complimentary fresh fruit and a tequila welcome drink. The resort has many other current deals, a great value-add to its usual amenities, including impressive restaurants, a superlative spa, and a gorgeous golf course.
Nantucket Island Resorts: Hot Dates, Cool Rates
With five different properties, Nantucket Island Resorts offers accommodations for every taste, and with their Hot Dates, Cool Rates deal, they now have something for every price range, too. With nightly rates starting at just $135 at some locations, who can resist a quick escape? Some properties, like the White Elephant Hotel and White Elephant Village, even offer these amazing rates around the Thanksgiving holiday. Add to that deals at local island restaurants, like Brant Point Grill's Buck-a-Shuck Oysters, and Lola 41 Degrees' "Sushi Sunday," in Nantucket, and you're assured the perfect wallet-friendly fall fling.
Aruba Marriott Resort & Stellaris Casino: Discover Aruba Package
There's more to do than just beach-bumming while on vacation in Aruba this fall. Visit the oceanfront Aruba Marriott Resort and Stellaris Casino now through December 20, and take advantage of the Discover Aruba package. You'll enjoy two delicious Aruban pastechis from the Lobby Café, then take a complimentary trip over to the Carubbian Festival, where you'll encounter the food, music, and handicrafts of Aruba. Finally, spice up your poolside lounging with included salsa lessons for two.
Round Hill Hotel and Villas: Fall and Winter Escape
Montego Bay, Jamaica
Be captivated by the incredible views and impeccable service at elegant boutique resort, Round Hill Hotel and Villas in Montego Bay, Jamaica. This lush tropical hideaway is now offering an enticing deal, courtesy of their Winter Escape package. Stay for four nights of lounging aside warm Caribbean waters and you'll get the fourth night free, plus, receive a resort credit for $200. The resort offers plenty of top-rate amenities, too, like fine dining, waterskiing, tennis courts, and the oldest beachfront spa in Jamaica.
Photo credits: Courtesy of The Dolder Grand; Courtesy of Hotel Principe di Savoia; Courtesy of Anacaona; Courtesy of Sibarth Villas; Courtesy of One&Only; Courtesy of Nantucket Island Resorts; Courtesy of Aruba Marriott Resort; Courtesy of Round Hill Hotel and Villas.