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Travel Deals

18 Black Friday and Cyber Monday Hotel Deals You DON’T Want to Miss

Time to set your alarms: you only have a four-day window to score up to triple-digit savings at some of our favorite hotels in the world. (We're talking as much as 60% off rooms and suites!) Have vacation on the brain for 2019? The time to book these destinations is now.

Senior Editor, Jetsetter | @lindseytravels | lindseytravels.com

See recent posts by Lindsey Olander

Open air room at Ladera Resort
Outdoor seating overlooking beautiful blue water and pointy mountains at Ladera Resort
Open air room with swinging bench and water underneath at Ladera Resort
1

Ladera Resort, Saint Lucia

The Skinny: Romantic, 32-suite retreat on a cliff facing the Piton Mountains and the Caribbean Sea.

The Deal: 25% off their open-air suites; three-night minimum stay required.

The Small Print: Book here between November 21-27, 2018; offer valid for stays through June 30th, 2019.

Book Ladera Resort
Warm open wall interior with bright colored couches and a fire place at Mahekal Beach Resort
Night time eating lit with candles at Mahekal Beach Resort
Mahekal Beach Resort pool at dusk
2

Mahekal Beach Resort, Playa del Carmen, Mexico

The Skinny: Boho-chic resort with two pools and 800 feet of sand in Playa del Carmen.

The Deal: 50% off stays through August 31, 2019; 60% off stays September 1–October 31, 2019.

The Small Print: Book by December 7, 2018 for travel through October 31, 2019. Guests who stay five nights or more are rewarded with a $200 food and beverage credit to be used at any of the property's five dining options. Book here or by phone. Bonus: If you book on November 27, the resort will donate 10% of all revenue generated that day to local schools.

RELATED: The 6 Best All-Inclusive Resorts in Playa Del Carmen

Book Mahekal Beach Resort
Outdoor lounge area overlooking boats at Hamilton Princess
Room interior at Hamilton Princess
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3

Hamilton Princess & Beach Club, Bermuda

The Skinny: Pink-hued, harbor-side grande dame with its own marina, infinity pool, and restaurant from celeb chef Marcus Samuelsson.

The Deal: 50% off best available rates for stays through March 31, 2019.

The Small Print: Book between Black Friday and Cyber Monday. Minimum two days advance booking; stay must include a Friday or Saturday night stay.

Book Hamilton Princess & Beach Club
Living room interior at the Maddox St portion of the Living Rooms in London
Bed open to outside at the Welbeck portion of the Living Rooms in London
Living space at Europa House, part of the Living Rooms in London
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4

The Living Rooms, London

The Skinny: Stylish, apartment-style digs in some of London's best neighborhoods.

The Deal: 15% off all festive packages at their Marylebone, Mayfair, and Little Venice properties. (Note: Excludes The Laslett.)

The Small Print: Book here between Friday, November 23rd and Monday, November 26th.

Book Living Rooms
Beautiful breakfast with fruit juices, fruit and pastries overlooking steamy, lush mountains at SUMAQ
Running stream with large rocks and the exterior of SUMAQ in the background as it gets dark out
Luxurious bathtub in the imperial suite at SUMAQ overlooking lush Peruvian mountains
Royal looking interior in the imperial suite at SUMAQ
5

Sumaq, Machu Picchu, Peru

The Skinny: Upscale, family-owned retreat that puts an emphasis on Peruvian food and culture, at the foot of Machu Picchu.

The Deal: 20% off their regular rates.

The Small Print: Book here between Black Friday and Cyber Monday for travel dates through December 31, 2019. Enter code SUMAQ2019 at check-out.

RELATED: The Best Tours of Peru to Book Now: 7 Great Ways to Explore

Man fishing on boat in autumn at Equinox Golf Resort & Spa
Large indoor pool at Equinox Golf Resort & Spa
Outdoor fire pit at dusk at Equinox Golf Resort & Spa
6

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont

The Skinny: Classic New England resort known for its dreamy spa and award-winning golf course.

The Deal: 45% off the best available rate in the 1811 house; 25% off rooms in the main building.

The Small Print: Book directly on their website between Wednesday, November 21 through Wednesday, November 28, 2018.

Book The Equinox, a Luxury Collection Golf Resort & Spa

 

Suite at Hotel Viking showing a mirror and table in the outer room and a queen size bed inside the room
Terrace at Hotel Viking with seating
Spa at Hotel Viking
Exterior of Hotel Viking at dusk
7

Hotel Viking, Newport, Rhode Island

The Skinny: Glamorous Gilded Age sleep with a sceney garden patio and rooftop bar.

The Deal: 40% off rooms and suites.

The Small Print: Book directly between Monday, November 26 through Friday, November 30 for stays through March 31, 2019. Book directly through the hotel.

Book Hotel Viking
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8

MADE Hotel, NYC

The Skinny: Earthy-meets-modern NoMad boutique with a rooftop tiki bar and a buzzy restaurant.

The Deal: 20% off the best available rate; includes a welcome cocktail.

The Small Print: Must book on Cyber Monday, November 26; offer valid for stays between December 1, 2018 and March 31, 2019. Enter promo code CyberMonday at check-out.

RELATED: The 10 Best Hotels in New York City

Warm seating with houseplants at Arlo Soho
Arlo Roof Top
Arlo Roof Top
Modern room interior at Arco Soho
9

Arlo Soho, NYC

The Skinny: Urban "micro-hotel" in trendy SoHo, with a rooftop terrace, tech-savvy social spaces, and regular pop-up events

The Deal: 50% off best available rates (deal is also valid at Arlo NoMad).

The Small Print: Book between November 23–27, 2018 for stays between November 27, 2018 and September 2, 2019. Bonus: A portion of proceeds will go to The Rainforest Alliance.

Courtyard with stone cherub holding fish spewing water into a center fountain including set tables surrounding at The Brazilian Court Hotel
Living area in a suite at The Brazilian Court Hotel
Outdoor pool taken at dusk at The Brazilian Court Hotel
10

The Brazilian Court Hotel, Palm Beach, FL

The Skinny: Swanky Palm Beach boutique where everything channels the Mediterranean.

The Deal: Up to 25% off select dates including upgrade, welcome champagne and amenity, free half-day bike rental, and free parking.

The Small Print: Book on November 26 by midnight; offer valid for stays through January 31, 2019. Call 561-655-7740 and mention their Cyber Monday offer.

Book The Brazilian Court Hotel
The William Vale Hotel, New York
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11

The William Vale, Brooklyn, NY

The Skinny: Flashy Brooklyn skyscraper with an Andrew Carmellini restaurant, rooftop public park, and New York's longest hotel pool.

The Deal: Up to 40% off the best available rates.

The Small Print: Book here by November 26, 2018; offer valid for stays between November 23, 2018 and March 31, 2019. Enter promo code CYBER18 at check-out.

Living interior space at a suite at Chateau Elan Winery & Resort
Outdoor swimming pool at night at Chateau Elan Winery & Resort
Queen bed with food platter in a suite at Chateau Elan Winery & Resort
Vineyard with Chateau Elan Winery & Resort in with yellow sky
12

Chateau Elan Winery & Resort, Braselton, GA

The Skinny: Chateau-style inn on a 3,500-acre wine estate offering tours, cooking classes, and more.

The Deal: 30% off original rates; includes a $50 resort credit.

The Small Print: Book here between November 25-27, 2018; offer valid for stays through March 31, 2019.

RELATED: America's Coolest Southern Towns

Book Chateau Elan
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Charming Southern style suite with a view of the water and a balcony at The Cloister at Sea Island
13

Sea Island, Georgia

The Skinny: Barrier island resort complex, split between a 1938 Mediterranean-style hotel and more genteel 40-room lodge.

The Deal: 71% off the third night when you book two or more nights for stays in January and February.

The Small Print: Offer valid for stays between January 1, 2019 and February 28, 2019. Bookings also include golf with a pro and free breakfast for two at The Cloister and The Lodge.

Book The Cloister at Sea Island
The Asbury Hotel, NJ
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14

The Asbury Hotel, NJ

The Skinny: Hip Jersey Shore hot spot featuring its own beer garden, outdoor movie theater, and live music sets.

The Deal: Up to 50% off direct bookings; offer also available at Salt's other properties including The Chequit, Eben House, and Salt House Inn

The Small Print: Book here by November 25, 2018; offer valid for stays through May 23, 2019. Enter the promo code CYBERSTAY at check-out.

Book The Asbury
Proper Hotel San Francisco
Proper Hotel San Francisco
Posh seating area with abstract art hanging on the walls at San Francisco Proper Hotel
15

San Francisco Proper Hotel, CA

The Skinny: Bold Kelly Wearstler–designed boutique with 'gram-worthy interiors and a sexy rooftop cocktail lounge.

The Deal: 40% off the best available rate for weekend stays (booking must include a Friday, Saturday, or Sunday night).

The Small Print: Book here by November 27, 2018; offer valid for stays through February 28, 2019. Enter promo code CYBER at check-out.

RELATED: 11 Must-Dos for San Francisco First-Timers

Book San Francisco Proper Hotel
Rooftop pool at Montrose
Bed in room at Montrose
Interior living space at a suite Montrose
16

Montrose West Hollywood, CA

The Skinny: Family-friendly, all-suite retreat steps from Sunset Boulevard, with a rooftop tennis court and saltwater pool.

The Deal: 25% off their nightly rates; includes daily breakfast for two.

The Small Print: Book between November 22-26, 2018; offer valid for stays through January 31, 2019. Blackout date is December 31, 2018.

Book Montrose West Hollywood
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17

Calistoga Ranch, Auberge Resorts Collection, Calistoga, CA

The Skinny: Luxe collection of cottages in the woods, loved for its indoor-outdoor showers, trails, and lakeside restaurant.

The Deal: 40% off regular rates for their one- and two-bedroom lodges.

The Small Print: Book here between November 23-25, 2018; offer valid for stays through April 25, 2019. Enter promo code CYBERPRE18 at check-out.

Book Calistoga Ranch
Seating with an open view of Seattle waters at Thompson Seattle
Room interior of bed and couch at Thompson Seattle
High up room view looking over Seattle with telescope at Thompson Seattle
Interior room space at Thompson Seattle looking over body of water
18

Thompson Seattle, WA

The Skinny: One of Seattle's most stylish boutiques, with panoramic views of downtown and Puget Sound.

The Deal: Up to 50% off Thompson Suites and 30% off Standard Rooms.

The Small Print: Book here by November 28, 2018; offer valid for stays between November 22, 2018 and December 1, 2019. Bonus: Once booked, you'll be automatically entered for a chance to win a two-night getaway at any Thompson property

Book Thompson Seattle

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