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The 2016 Guide to Black Friday and Cyber Monday Hotel Deals

Flex your fingers and get ready to book your next vacation online! 



CreditOjai Valley Inn + Spa

[Updated 11.22.16, 3:10 p.m. PDT]

While we firmly believe that Thanksgiving Day should be spent with friends or family, we can still get behind the idea of shopping to you drop on Black Friday to score amazing deals on electronics, appliances, clothes, shoes and whatever items that will give a you rush if you purchase them for a steep discount. 

Yet when it comes to hotel deals, Black Friday doesn't mean waiting in line in the freezing cold outside a Best Buy or a Target. No, it means pulling out your laptop while still in your flannel jammies and being quick with selecting your dates, entering your credit card details, and pushing the PURCHASE button. Even better, many hotel deals extend past Friday into Cyber Monday and a special few actually begin today! 

Here's the best of the bunch. The ones with the ❤️ are properties that we especially love. But as always when booking a hotel, READ THE FINE PRINT, and be sure you understand the cancellation policy. We'll be updating this list throughout the week as we get wind of more Trips + Giggles worthy deals. 


❤️ The Ojai Valley Inn and Spa in Ojai, Calif. (picture above) is offering 30% off weekend stays and 40% off weekday stays in 2017. The sale link goes live at 8am (PST) on November 21. Go here to book

Omni Hotels & Resorts has already started their "Colder Weather, Hotter Deals" package with rates ranging from $89 to $339, varying by location. The deal is good on all Omni Hotels ranging from the Omni Mount Washingto Resort to the Omni Barton Creek Resort in text to the Omni Rancho Las Palmas Resort in Palm Springs. But you have to book before November 29 with your trip happening sometime before February 28, 2017.  

(❤️ We also really like Omni's deal because the hotel brand makes a donation to Feeding America with every online booking. This helps feed a family of four dinner for an entire week.)

Virgin Hotel Chicago: This cheeky and fun hotel is offering 25% off room rates booked for stays between now and April 30, 2017. The offer is good only until November 28, 11:59pm CT. Blackout dates do apply. Code to use is CYWK. Go here to book.

Solmar Hotels & Resorts, Cabo San Lucas, Mexico: From now through Cyber Monday, November 28, Solmar Hotels & Resorts in Cabo San Lucas have deals up to 63% off for stays through December 22, 2017. The deals vary from property to property (Solmar has five different resorts to choose from) but we did find a whopping 60% off at Playa Grande Resort, along with additional discounts on spa treatments and activities. It is non-refundable so be sure you can make this vacation work. Go here to book.


The Benjamin Hotel in New York City is offering 40% off guestrooms or suites starting at 8 a.m. on November 25. The sale ends on Monday, November 28 at 11:59 p.m. The deal is good on stays through December 27, inventory is limited and some blackout dates apply. Use code CYBER to book. If you sign up for the hotel's newsletter, you'll have access to the deals on November 22. The Benjamin is also giving one randomly selected guest a complimentary upgrade to the phenomenal Benjamin Suite. Plus, every 50th reservation made will receive a complimentary bottle of sparkling wine. Go here to book.

AC Hotel by Marriott Chicago Downtown is offering a 15% discount on retail rates with advance purchase for a stay during December 9, 2016 – January 16, 2017. Must book between November 25 – November 28, 2016. Based on availability. Book here

Affinia Hotels in New York City will be offering 50% off its guestrooms and suites. If you subscribe to Affinia's newsletter, you'll have access to the deal on November 22. Go here to book. 

Refinery Hotel in New York City is discounting rooms up to 30% from November 25 to November 28. The deal also includes two drinks at Winnie’s Jazz Bar (an additional $30 value), located in the lobby of the hotel. To book, go here or call 646-664-0310. Black-out dates apply. (This is a great spot for older children and teens or for an adults-only getaway.)

Sanderling Resort in the Outer Banks of North Carolina will give guests 25% off their 2017 reservations. Stays must be booked betweeen November 25 and November 28, 2016. Guests can book online or call 855.502.0975. There is no minimum night stay required through April 30, 2017; however, a four-night minimum stay is required from May 1 – October 31, 2017.


❤️ The Surrey Hotel in New York City, a super posh spot near Central Park, is offering 30% off their salons (guest rooms) and 45% off their suites on Cyber Monday. Those who subscribe to the hotel's newsletter will be able to reserve a room beginning on November 25. Use code CYBER to book, which you can do right here.

Kimpton Taconic in Manchester, Vermont is celebrating its one-year anniversary with a quickie Cyber Monday deal. On November 28 from 11:28 a.m. to 1:20 p.m. (no, that's not a typo) the hotel will offer guests a Buy One Get One deal. A room booked at the discounted rate of $201.50 will come with a second night free. The deal is good for stays from November 29, 2016-April 30, 2017. Blackout dates may apply. Book here or call the hotel at 866-518-8465. Remmber the deal is only good for 112 minutes on Cyber Monday! 

Hotel Commonwealth in Boston, across from Fenway Park, has a similar quickie deal only available for 127 minutes starting at 1:27p.m. on November 28. If you book during this time, you'll nab a room fo just $127 a night for stays from November 28 to April 3, 2017 (which just happens to be opening day for the Boston Red Sox.) The rate doesn't include taxes and blackout dates might apply. To book, call the hotel's reservations line at 617-993-5000.

Grand Geneva Resort & Spa in Lake Geneva, Wis. is offering a 25% discount on rooms booked beginning Monday, November 28, 2016 at 9 a.m. The first 50 rooms booked include a $25 dining credit for guests to use at one of the resort’s award-winning restaurants. The sale runs for 72 hours and is valid on travel through February 28, 2017. Blackout dates may apply. Go here to book. 

❤️ Timber Ridge Lodge & Waterpark also in Lake Geneva is offering a 30% discount on rooms booked beginning Monday, November 28, 2016 at 9 a.m. The first 50 rooms booked include one large two-topping pizza for guests to enjoy. The sale runs for 72 hours and is valid on travel through February 28, 2017. Blackout dates may apply. Go here to book. 

(Photos courtesy of the properties mentioned)


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