Take it from a Chicagoan — this 4-star hotel is in one of the best spots in the city, has a serious cool factor and stellar, unobstructed views of Millennium Park and Lake Michigan beyond. With this deal, you can nab a room here from $129 per night through March, plus perks like a skip-the-line pass to it's see-and-be-seen rooftop bar.

Since 1913, Hotel Du Pont, has hosted such luminaries as Prince Rainier of Monaco, President John F. Kennedy and Eleanor Roosevelt. Luxuriate at this historic 4.5-star Wilmington hotel and save 50% on stays into 2022, plus enjoy a batch of the hotel's signature macaroons at check-in.

Escape in style to this stunning oceanfront 4-star hotel in vibrant Hollywood. It's not often we see a Florida resort with weekend availability, especially during fall and winter, and members score waived resort fees and reduced rates into December with this deal.

True to its name, this 4-star marina-front property sits at the edge of the Atlantic Ocean's crystal blue waters. Enjoy this secluded area of Key West, but find yourself a short drive from lively Duval Street — plus, this deal slashes 40% off regular rates and includes two welcome cocktails.

Leaf-peeping is nearly upon us. With this fall deal to Gurney's Newport Resort & Marina, you can spend the season waking up to sweeping views of Narraganset Bay framed by changing colors along the shoreline from just $169 per night.

Whether you're looking for a night on the town or a relaxing getaway, Hotel Solamar has you covered. Stay just a short walk from the Gaslamp Quarter, known for its buzzing nightlife scene, or take a sunset stroll over to the serene waterfront. Members score an upgraded room on a higher floor, as well as value-packed extras into next year.

The reviews are in, and Travelzoo members love Gurney's Star Island for its over-the-top service and beautiful setting. With this fall deal, you can skip the summer crowds — and exorbitant hotel prices — while nabbing a room, plus breakfast and a bottle of bubbly, from $249 per night into November.

Past Travelzoo member guests give Faro Blanco top marks and a 90% approval rating, raving about the "great location in heart of Marathon" and "friendly and helpful staff." Members can sneak away to this waterfront Keys escape anytime through February with perks like parking and welcome drinks.

When fall hits Daytona Beach, summer crowds start to thin but temps still hang in the 70s-80s. We'd call that a perfect time to sneak away, especially when you can nab a room and a bevy of exclusive extras for just $109 per night, at one of the top resorts in town.

Ideally located in the heart of downtown, the Hyatt Regency Baltimore Inner Harbor put you less than a 10-minute walk from the city's most popular sites, including the iconic ballpark, National Aquarium and Camden Yards, to name a few. Make this AAA 4-Diamond hotel your home base for exploring the city with rates starting at just $99 per night.

Brand new suites, spectacular views, and a private plunge pool on your oceanfront terrace. Those are just a few of the things that you'll find at this member-favorite 5-star resort. Now, throw in savings of more than $600 on a 3-night stay for two and you've got the perfect excuse for an adults-only beach escape.

Five-star accomodations? Check. Beachfront location? Check. Upgraded room with a private balcony? Check. Plus, two people can stay in an upgraded room for 3 nights, get a resort credit along with exclusive savings and a waived resort fee. Yeah, this one's a no-brainer.

Ride your bike along the coastline, catch a wave or throw in a line at the Pier — the 4-star Shorebreak Hotel, located just across the street from the beach, offers a quintessential SoCal experience. Plan a last-minute fall getaway or get a jump on your spring break plans and score $65 in exclusive extras.

Sitting just a block from Waikiki's famous beach, offering unobstructed views of Diamond Head volcano and named after the wife of Hawaii's last reigning king — the 4-star Queen Kapiolani Hotel promises the quintessential Hawaiian experience. Snag 3 nights here anytime through May and skip the resort fee with this deal.

Located among historic mansions and near the iconic Rainbow Row townhouses is The Vendue is a 4-star art hotel that showcases Charleston's romantic charm with a modern twist. Travelzoo members save up to 50% on stays into February, including prime fall dates.

This Travelzoo member-favorite 4-star hotel is an ideal home base for exploring Charleston's most popular spots (with many less than a 10-minute walk away), including the shopping on King Street, renowned restaurants on Bay Street and the iconic homes on Rainbow Row. Save $145 per night on stays into 2022, including weekends.

Break for a laid-back South Florida getaway — the location is across the street from the beach and the boardwalk, providing easy access to the area’s sugary sands, restaurants, shops and trendiest bars. Travelzoo members can enjoy prime winter dates and an upgraded city view room.

This member-favorite Santa Barbara Inn is full of charm and just a short stroll to the beach and the action on State Street. Sneak away this fall or into next year, when the weather is mild and the crowds are thin.

When we say the Inn at Thorn Hill is back by popular demand, we're not kidding: 100% of Travelzoo members who've stayed here loved their experience, citing the Inn's outstanding service, great food and romantic setting. Now, you can nab a room for just $189 per night at the height of leaf peeping season.

Not only does this luxe beachfront resort offer an idyllic white-sand Caribbean beach, but it also boasts spacious rooms that feel like apartments. Now, Travelzoo members can save more than $1500 on a 5-night stay for up to four people in a two-bedroom villa with a private plunge pool and daily butler service.

Located at the heart of the Strip with a swanky, Chandelier-club atmosphere, this 5-star resort is the place to see and be seen in Vegas. Now you can nab a room as low as $135 per night through January. 

For less than the cost of a standard room, spread out in an upgraded suite on the Sunset Strip, near West Hollywood's popular bars, restaurants and nightlife. Stay into next spring when the weather is mild — ideal for grabbing a drink at the glitzy rooftop pool and Skybar, where hotel guests are guaranteed entry.

Nothing is quite as magical as New York City in fall, and with this exclusive offer, you can experience it like a local with a stay at the charming Beacon Hotel, one of the few residential hotels on the Upper West Side. Take in the views of Central Park and the Hudson from your spacious King Suite, a rare find for this price.

With this ski-season presale, Travelzoo members can nab a week at a slope-side chalet in Beaver Creek, Colorado. Be sure to grab a hat, goggles and seven of your closest friends — this luxury home rental sleeps eight. This chalet is part of The Quintess Collection, a group of more than 200 luxury properties around the world. These homes are hand-picked by Quintess, whose private members pay a hefty fee for their right to reserve their stay. But, with this new deal, we've negotiated access to their collection of homes, just for Travelzoo members.

Snag an ocean view suite at this 5-star all-inclusive resort that sits on Punta Cana's most popular beach. We checked and not only are these the best rates for an all-inclusive experience in the area, but guests can enjoy the intimate boutique feel and take advantage of all amenities at the livelier sister property next door.

Crisp nights gathered fireside after days spent hiking and snowshoeing the North woods around Little Traverse Bay. No, this isn't a Robert Frost poem...it's the setting of your next family vacay: Stay 3 nights or longer in a private cottage that sleeps up to ten at this member-favorite resort just outside Petoskey.

Sneak off to Santa Ynez wine country with a visit to the member-favorite Sideways Inn. Located near numerous world-class wineries, the charming Danish town of Solvang and top-notch hiking trails, this is an ideal retreat for enjoying the mild fall weather without the crowds.

A weekend in Philly can easily set you back as much as $300 per night for your hotel room alone. But with this deal, Travelzoo members can check in to a top-rated boutique hotel in the heart of Center City for just $99 per night, every day of the week through March.

This member-favorite offer to Lake Arrowhead — known for its stunning lakeside vistas in the San Bernardino National Forest —  was so popular last time around, it sold out in a matter of days. Lock in discounted stays for this fall or into next summer and score a waived resort fee.

Slip away for a last minute Bahamian getaway or get a jump on winter planning with an offer at this 4-star adults-only all-inclusive resort. Kick back and relax in an upgraded room with Nassau Harbor views while enjoying unlimited food and drink.

Days spent hiking and kayaking mountain lakes exploding with fall colors before stargazing fireside on crisp nights. Yeah, we'd say autumn is the best time to visit New Hampshire — especially when you can nab a room big enough to fit the whole family for $99 per night at a top-rated resort.

The fall and winter months are arguably the most festive time of year to visit Orlando theme parks, due to seasonal themed events like Disney After Hours Boo Bash or Disney Very Merriest After Hours. The 4-star Wyndham Lake Buena Vista puts you steps from the most magical place on earth — stay for as low as $99 into December and save up to 40%.

From the "excellent service" to the "spacious rooms" and "perfect location," Travelzoo members rave about The Kimpton Gray. With this deal for stays into 2022, you'll nab $150 in average nightly savings and the lowest prices we've seen here in over three years.

Past Travelzoo guests rave about the friendly staff, fun atmosphere and great entertainment at this Old West-style dude ranch. Skip the summer crowds: this offer on 2-night stays near the Grand Canyon’s western rim is for travel November-March. So, get ready to saddle up and hit the trail...literally.

This chic all-suite hotel just opened in spring of this year and now, Travelzoo members can spread out in a two-bedroom suite for 4 nights and save more than $800. With daily breakfast including unlimited mimosas and travel dates into April 2022, it sounds like now is a good time to plan a relaxing island getaway.

Bookworms (especially fans of the Beatniks), this is the hotel for you. Filled to the brim with books and nods to literary icons, the trendy Hotel Emblem is a whimsical spot to relax with a novel in the lobby or explore the nearby shops, restaurants and theaters in Union Square. 

Travelzoo member-favorite Mohegan Sun is back: We've negotiated an exclusive 40%-off fall deal at this AAA 4-Diamond resort and casino, saving you an average of $100 per night. How's that for beating the house?

Hotel Hayden is as trendy and charming as the neighborhood it occupies. Chelsea is a bustling spot, dotted with flower shops, swanky art galleries, top-notch restaurants and high-end boutiques. Stays in this area for $89 per night are practically unheard of, especially when they include daily breakfast for two.

Recently opened in February 2020, the Kimpton Hotel Palomar South Beach is designed to look like a luxury yacht with sprawling views of the city and Instagramable amenities, making it the ultimate Miami getaway. Travelzoo members score $55 in perks, including complimentary valet parking and a reduced amenity fee.

When we say Mexico City has it all, we mean it — mouthwatering street food (think elote and chocolate-dipped churros), a dynamic arts scene, centuries-old markets, sprawling parks and world-class museums — all of which are a short walk from this 4.5-star Hilton. It's been 5 years since we've seen a deal for Mexico City and we've negotiated a "wow" offer for the occasion that saves members up to 60% into 2022.

This upscale, adults-only resort sits on a long beach that's perfect for swimming (just ask the sea turtles that are commonly spotted off shore). Now, Travelzoo members can stay in a suite with ocean views for less than the cost of a standard room and save up to $1300 on an all-inclusive 4-night stay.

Condé Nast Traveler ranks Bermuda as "One of the Best Places to Go in 2021" for its iconic pink-sand beaches set to the backdrop of turquoise waters. With this deal, Travelzoo members can relax and recharge at this 4-star resort spread out over 30 acres on a pristine private beach while saving 45% on stays with daily breakfast into spring 2022.

We rarely see discounts for prime summer and early fall stays in the Clearwater-St. Petersburg area, especially where holiday weekends are included. Travelzoo members can save 40% on stays at this new AAA 4-Diamond boutique hotel which opened in February 2020 and occupies a prime location just a half-hour drive from some of the "Best Florida beaches" and a 15-minute drive from downtown St. Petersburg (U.S. News).