Black Friday & Cyber Monday Hotel Deals You Can’t Afford to Miss

Black Friday and Cyber Monday are not just for snagging the latest tech gadgets or fashion deals; they’re also an opportune time for travelers to score significant discounts on hotel stays.

With up to 50% off at select resorts and accommodations, treat yourself to a vacation to the most sought–after destinations in the United States. Plan your dream getaway this Black Friday and Cyber Monday, and seize these incredible opportunities for unforgettable travel experiences!

The Kessler Collection – Multiple Locations – Up to 24% Off

JW Marriott Savannah Plant Riverside District
Photo Credit: The Kessler Collection

Experience luxury at The Kessler Collection hotels with a 24% discount for stays between December 1 and March 31. This exclusive Cyber Monday offer is available for booking between November 27 and December 1.

The Kessler Collection’s hotels are in many of the United States’ top destinations, including Asheville, Charleston, Minneapolis, Orlando, St. Augustine, and Savannah. Guests can expect an immersion in extraordinary decadence, enjoying the stunning ambiance of the hotel while exploring some of the best cities in America.

Ocean Key Resort & Spa – Key West, FL – 4th Night Free

Ocean Key Resort
Photo Credit: Ocean Key Resort

Key West is a quintessential relaxing destination for those who need to escape it all and have fun. Ocean Key Resort & Spa will place you conveniently in the heart of things, within walking distance to the best dining and landmarks in the area. The beautiful ocean views, access to the iconic Sunset Pier, and high-end rooms provide the perfect backdrop as you explore the Florida coast.

From Black Friday through Travel Tuesday, if you book a three-night stay, you’ll receive a fourth night for free, plus complimentary daily breakfast for two at the Hot Tin Roof restaurant. The deal is eligible for stays between December 1st, 2023, and December 19th, 2024.

Westgate Resorts – Multiple Locations – Up to 50% Off

Westgate Resorts
Photo Credit: Westgate Resorts

Westgate Resorts offers up to 50% off, bookable from November 20–29, 2023, for stays from November 20, 2023 to February 29, 2024. Westgate Resorts can be found in 22 diverse locations across the United States’ most sought–after vacation destinations, including Cocoa Beach, Gatlinburg, Las Vegas, Midtown Manhattan, and Myrtle Beach. Not only are these attractive destinations, but these luxurious resorts offer a variety of amenities. From full-service spas to restaurants, you’ll have access to everything you need for a dream vacation. Enter promo code ‘Friday’ when checking out. Please note that this deal is not valid for special events or groups.

The Pine Lodge – Whitefish, MT – 30% Off

The Pine Lodge, Whitefish, MT
Photo Credit: The Pine Lodge

Nestled amidst the stunning landscapes of Glacier National Park, The Pine Lodge offers a cozy mountain retreat in the heart of Montana’s natural beauty – and from Black Friday through Cyber Monday, you can take 30% off the best available rate!

The Pine Lodge provides a relaxing place to lay your head after a day of outdoor adventuring. Discover the unique beauty of Glacier National Park and take advantage of this incredible opportunity to experience a breathtaking getaway.

The Ridgeline Hotel – Estes Park, CO – 30% Off

The Ridgeline Hotel. Delaware North, Estes Park, CO
Photo Credit: The Ridgeline Hotel

Embark on an unparalleled mountain escape at The Ridgeline Hotel–Estes Park! Take 30% off the best available rates from Black Friday through Cyber Monday. Get away from the hustle and bustle and enjoy the beautiful Rocky Mountains from the comfort and convenience of Estes Park. Experience adventure and serenity as you take in the awe–inspiring views of the iconic Rockies. Specific offer travel dates and more details will be announced shortly, but stay tuned for updates and get ready to mark your calendar!

Gideon Putnam – Saratoga Springs, NY – 30% Off

Gideon Putnam, Saratoga Springs, NY
Photo Credit: Gideon Putnam

Gideon Putnam offers an impressive 30% discount on the best available rates from Black Friday through Cyber Monday. Located in the breathtaking Saratoga Spa State Park, Gideon Putnam promises a luxurious and serene getaway. Rest and rejuvenate in the scenic retreat featuring the unique splendor of upstate New York. After spending time outside, enjoy the top-notch spa offerings and comfortable rooms.

The Westin Riverwalk – San Antonio, TX –  30% Off

The Westin Riverwalk, San Antonio, TX
Photo Credit: The Westin Riverwalk

From Black Friday through Cyber Monday, take an exclusive 30% off rooms at the new and improved Westin Riverwalk in San Antonio. Book your stay at just $213 from November 28, 2023, to March 31, 2024, to take advantage of this deal. This beautiful riverfront destination features luxurious rooms, a heated pool, a fitness studio, and enticing dining options, including the revamped Zocca Cuisine D’Italia.

Stroll through the iconic Alamo or cruise a peaceful boat tour along the Riverwalk. The Westin is near several popular San Antonio attractions, including the San Antonio Zoo and Six Flags Fiesta Texas, and is conveniently located within walking distance to the Pearl District, where you’ll find shopping, restaurants, and nightlife.

The Madison Hotel – Washington, DC – Exclusive Winter in Washington Retreat

The Madison Hotel – Washington, DC
Photo Credit: The Madison Hotel

Does a winter retreat to the nation’s capital pique your interest? The Madison Hotel offers a “Winter in Washington” travel package for reservations between November 24th and December 31st, 2023. The deal includes cozy accommodations, a breakfast for two, complimentary valet parking, and a relaxed extended checkout time. You’ll also receive two complimentary handcrafted seasonal cocktails at The Madison’s lounge, Lady Madison, where you can warm your spirits after exploring the wintery capital.

The offer is available from Black Friday through Travel Tuesday and can be applied to stays between November 27th, 2023, and March 3rd, 2024.

Hotel Terra – Jackson Hole, WY –– 20% Off

Hotel Terra Jackson Holel, WY
Photo Credit: Hotel Terra

Enjoy the best Wyoming offers at Hotel Terra, ranked as the #1 hotel in the state. Black Friday bookings from November 24th to the 27th, take 20% off a three–night minimum stay for travel from December 1, 2023, to January 31, 2024. Hotel Terra is a sophisticated boutique gem nestled in the mountains of Jackson Hole.

Hotel Terra offers several rejuvenating amenities to help you unwind during your vacation. These include a delicious Il Villaggio Osteria Italian restaurant, a comprehensive fitness center, an outdoor infinity pool and hot tub, and a rooftop Chill Spa, which provides 100% organic and natural services.

Henderson Beach Resort – Destin, FL – 3rd Night Free

Henderson Beach Resort Destin, FL
Photo Credit: Henderson Beach Resort

From November 25th to November 29th, if you book a two–night stay at Henderson Beach Resort in beautiful Destin, Florida, you’ll receive an extra night for free! Eligible dates for stays include November 27th through March 23rd. As an added perk, guests will also receive 30,000 Prefer bonus points, which can be used for an extra night’s stay from Preferred Hotels & Resorts. Destin is a gorgeous coastal destination perfect for travelers who need to relax. At Henderson Beach Resort, you’ll have unparalleled access to the stunning beaches and waters of the Gulf Coast, all from the convenience of your comfortable accommodations.

Kalaloch Lodge – Forks, WA – 30% Off

Kalaloch Lodge – Forks, WA
Photo Credit: Kalaloch Lodge

There’s never been a better time to explore the natural beauty of Forks, WA. Immerse yourself in this stunning destination by staying at Kalaloch Lodge, which offers an exclusive 30% discount on the best available rates. Situated along the stunning Washington coast, Kalaloch Lodge invites you to embrace your inner adventure by taking in the untamed Pacific Northwest. Experience the pristine beaches and natural landscapes before retiring to a snug cabin to wind down your day.

Tenaya Lodge at Yosemite – Fish Camp, CA – 30% Off

Tenaya Lodge at Yosemite – Fish Camp, CA
Photo Credit: Tenaya Lodge

Don’t miss the chance to experience the adventure of Yosemite! For a limited time only, Tenaya Lodge at Yosemite is offering a 30% discount on the best available rate from Black Friday through Cyber Monday. Experience one of America’s most famous national parks as you take in the natural beauty of Yosemite. Plan an epic adventure or enjoy the forest’s peace before unwinding at your cozy mountain lodging.

Black Friday & Cyber Monday Hotel Deals

hotel deals
Photo Credit: {@Rawpixel/DepositPhotos]

Whether planning a winter getaway or looking ahead to vacations in the new year, these promotions present the perfect chance to book that luxury suite you’ve been eyeing or secure an affordable stay for your next city break.

Don’t let these limited-time offers pass you by; stay vigilant and ready to book, as the best deals will disappear quickly. Remember, the early bird gets the worm, or in this case, the best room at a fraction of the price!

Black Friday & Cyber Monday Hotel Deals You Can’t Afford to Miss
Nic DeAngio

Nic DeAngio is a freelance writer from Richmond, VA. He has traveled throughout the United States and Europe and always has his next trip in mind – and an ever-expanding bucket list of destinations to visit. Nic loves trying local cuisine, photographing exotic locations, and wandering foreign cities to find hole-in-the-wall gems others may overlook.