Winter might be the season of hibernation and hygge, but not on Hilton Head.

From the front step of the 11th-century Tabiano Castello, you'd never guess Milan is just a 90-minute train ride away. This rustic hilltop retreat is in the rolling countryside of the Parma region, an area as inviting as it is immersive. Activities there range from cellar tours and tastings to authentic cooking classes and even thermal baths. This offer gives Travelzoo members the chance to stay in a one-of-a-kind suite built into the centuries-old medieval village. The regular cost of this experience ranges from $942–$1344. But we've negotiated 3-night stays starting from just $429 for 2 people, including breakfast, wine and a three-course dinner. Nab the lowest rates on early 2026 dates. This summer and fall are also available.

Quality time with the family meets luxury at Centara Mirage Lagoon Maldives. This kid-friendly resort has a lazy river and water playground, a kids’ spa with candy treatments and rooms with bunk beds. For parents? Roundtrip speedboat transfers are included (a rare bonus), and everyone's meals and drinks are covered—no cooking or clean-up needed. Two adults and two kids (11 and under) can spend 5 nights for $2999 (reg. $6664). This price is for the whole family, and it includes taxes and service charges. You'll get access to both sister resorts within The Atollia by Centara, giving you a bevy of restaurants, bars and activities to enjoy in one of the most beautiful places in the world.

Nestled in the rolling hills of northern Georgia, Chateau Elan feels like a getaway to French wine country. Spend the day sipping award-winning wines at the on-site winery, relaxing at the spa or soaking in the countryside views. Members save 36%–46% versus public rates on many dates through  February.

The Royal Purnama is one of our favorite spots in Bali for a tranquil, adults-only getaway. Nestled on a striking black-sand beach on the quiet southeast coast, this 5-star retreat feels secluded and upscale, with an oceanfront infinity pool that seems to blend into the horizon. For $599 (reg. $1387), two guests spend 5 nights in a suite with a Jacuzzi. For just $200 more, you can upgrade to a luxurious villa with your own private pool (floating breakfast, anyone?) This offer pampers you with perks—daily breakfast, a Balinese massage for two, cocktails, and a one-way airport transfer are all covered for stays through November of next year.

Sitting among Hilton Head's lush tropical gardens, this AAA Four Diamond-rated oceanfront property is the perfect island escape. Located within the island’s Shipyard community, it offers easy access to a private beach along with nearby tennis courts and golf courses. The entire property recently underwent major renovations—expect modern amenities and pristine rooms, each with a private balcony. Save 36%–43% on stays through March including popular spring break dates.

Travelzoo members save 39%–43% on stays of 3 nights or more at Hyatt Place Waikiki Beach through May. This convenient hotel offers spacious rooms, daily breakfast, and grab-and-go beach gear and sand toys. It's just 2 blocks from the sand and close to shopping and dining on Kalakaua Avenue. With this offer, you'll score low nightly rates, a reduced destination fee and a $75 food-and-beverage credit. Mai tais, anyone?

Dana Point is a laid-back Southern California beach town known as one of the best places to spot whales and dolphins (especially during winter). Explore this coastal gem with a stay at Laguna Cliffs Marriott Resort and Spa, a scenic retreat that boasts stunning ocean views and an impressive list of activities. Save 36%–43% on stays through February with this offer that includes a food-and-beverage credit, reduced self-parking fee and a waived resort fee.

Grand Mercure Khao Lak sits right on a peaceful stretch of beach along the Andaman Sea, known for its golden sand and stunning sunsets. For just $699 (reg. $1680), weeklong stays includes breakfast, your choice of lunch or dinner, and an evening cocktail every day. Massages for two are also covered. Stay any time through October 2026, including during the dry season, when skies are clear and the sea is calm—ideal for jungle excursions and beach days.

Standing over the Gulf, The Hotel Zamora resembles a Mediterranean palace with beautiful whitewashed walls. When you step inside, the property’s modern look and clean minimalist design really stand out. To see St. Pete from a different vantage point, head to the rooftop bar and take in panoramic views. Or rent a complimentary kayak and take to the water. Members can save 38%–50% on stays into the new year at this newly renovated hotel.

Set along a river at the base of the Cascade Mountains, this family-friendly hideaway offers a bevy of winter activities. On site, guests can go snowshoeing, ice-skating and snow tubing. More outdoor adventures await at Mount Bachelor—just 30 minutes away via the hotel's shuttle. We love this offer for families and groups. From just $164 per night, up to six guests can stay in an upgraded suite complete with a kitchenette and a spacious living area. Stay anytime through March, including weekends, and save 38%–45% compared to regular public rates.

This family-friendly all-suite Marriott sits on Clearwater Bay and has a complimentary five-minute shuttle to Sand Key Beach. The water in this area has an active sea life. You may get lucky and spot manatees or dolphins. With this offer, stay in a two-room waterfront suite with a balcony and save 35%–39% on midweek stays into February.

Wake up to sunrises over the ocean with a stay at this 4-star Marriott. Set on a private golden-sand beach, this resort is perfectly situated for enjoying the laid-back island vibe of St. Kitts. It has everything: two pools, a championship golf course, a full-service spa and one of the Caribbean’s largest casinos. Travelzoo members praise the "exceptional" staff and "wonderful" food at the resort's multiple restaurants. You'll spend 4 nights in an upgraded oceanview room for just $899 (reg. $1620) with this offer. You can take a last-minute trip this year, or plan ahead for 2026.

Our members can’t get enough of this resort-like lodge in Carmel Valley. They cite its ideal location, beautifully kept grounds and friendly staff. Lounge by the pool, go golfing, or borrow an e-bike and cruise nearby trails. With this offer, save 34%–36% on most dates into the summer. We’ve also negotiated a waived resort fee and a daily breakfast credit.

See the snow sculptures at Winterfest, go skiing down Wilmot Mountain, take a horse-drawn sleigh ride or browse through holiday markets for gifts—all with this Lake Geneva inn as your homebase. And after a day of holiday fun, warm up at this newly renovated inn, which features picturesque views of the water. With this offer, Travelzoo members save 43%–53% on dates into April.

Perched on a hilltop, this hotel's sleek silhouette stands out against the Arcadian countryside of Portugal's Douro Valley. In the year since Quinta São José do Barrilário opened, it has been turning heads. Among the proof is a coveted Michelin Key on Portugal’s inaugural list, recognizing its "spectacular location" and thoughtful design, including floor-to-ceiling windows overlooking the valley. For $899, enjoy 3 leisurely nights (or more) plus over $750 in perks—from a hands-on cooking workshop and wine tasting to a tranquil river cruise. This offer saves 40%–61% compared to regular rates. Hint: You'll save the most on March and April stays. This is when wildflowers, and almond and cherry trees are in bloom.

This Hyatt hotel in Santa Barbara is across the street from East Beach. It's also walking distance from the shops, art and nightlife in The Funk Zone. Unwind at the outdoor pool and whirlpool, borrow a bike, then indulge in on-site dinner and drinks—all with ocean views. With this offer, save 38%–51% on stays through March.

Planters Inn on Reynolds Square serves warm cookies nightly in the lobby.

Tucked away on a more laid-back and semi-private spot on the Gulf is this DoubleTree Beach Resort by Hilton. It’s midway between Clearwater and St. Pete Beach and just a 10-minute drive to the shopping and dining in John’s Pass Village. With this offer, you can stay on many dates through January and save up to 35%–47%.

Kids can have fun with an arcade, bowling alley, cornhole, billiards and karaoke. Indoor kart racing and a trampoline park are just 20 minutes away.