Cyber Monday Hotel Deals 2025
I always get excited about booking travel around the holidays. It seems like everywhere is on sale, which makes it a great time. Hotels want to start their year booked, airlines want to fill every seat, and tour companies want to see their projections. So booking Cyber Monday Travel deals is always a good move.
Let’s Jet, Kids! uses affiliate links. As an Amazon (and other networks) Associate, I earn from qualifying purchases. It is no extra cost to you. See full disclosure policy for more info.
Here are a few deals I’ve run across that I think are worth a look. From hotels in Europe and incredible experiences, take a look at having the best 2026 with lots of quality time together.
Why Hotels.com?
Honestly, because that’s what I use. I have tried other booking sites and had disasters. I’ve used hotels.com for over 10 years and have had nothing but great experiences. Even during Covid when travel was a mess, they went above and beyond to get our family settled when the hotel didn’t work out (it’s how we ended up at Royal Haciendas)
Plus, you can create a free account that links with Hotels.com, VRBO, and Expedia (hotels, rentals, car rentals). All the rewards collect together and give you bonus cash to use on any booking!
I’m all about free and cheap stays.
*Note: If you are not seeing the prices I list, you may need to be logged in (with a free account). Prices can change at any time.
💵Also Note: I searched based on 5 people, since this is a family travel blog. If you have less than 5 people, your room options may be even cheaper than what I found.
On to the deals…
Hotel Deals in Italy
Trianon Borgo Pio- Rome
This 4-star hotel in Rome is a quick walk to St. Peters Square. These apartment style rooms can sleep up to 6! That’s hard to find in Europe. Found as low as $373/night (March) or $500’s in June.
Parco dei Principi Grand Hotel – Rome
For a 5 STAR experience, check out this luxurious hotel located just north of Borghese Gardens in Rome. This hotel offers a beautiful outdoor pool to relax at, a spa, helpful staff, and every Italian detail you see in the movies.
For 5 stars, it’s a great deal to find prices as low as $322 (March) and in the $600’s (June) at such an elegant place.
Despite its elegance, the whole family is welcome. In fact, some rooms sleep up to 6 people. Another great high-capacity find in Rome.
Baglioni Hotel Regina- Rome
Here is another beautiful, 5-star hotel in Rome. This one is located a short walk from the Spanish Steps, making is loved by guests for its location.
This luxurious hotel also looks like its from the movies, and is family-friendly with suites sleeping up to 5 people. You can even book a multi-room suite. Breakfast included each morning.
I found prices as low as $414 in Februray or $430 in March.
Hotel La Scaletta Al Ponte Vecchio- Heart of Florence
Stay in the heart of Florence at this 4-star hotel. Guests loved the convenience of a restaurant on-site, available for a buffet breakfast. Or enjoy the morning sunrise on the rooftop terrace.
Families can fit up to 4 in a room. You’ll enjoy just a short walk to many attractions, like the Uffizi Gallery and Ponte Vecchio.
I spotted prices as low as $142 in April and just under $300 in May.
Castello Vicchiomaggio- Chianti, Florence
This is exactly what I imagine when I think of escaping to Tuscany. This castle is gorgeous and beautifully maintained. It was rated by guests not as good or great, but excellent.
If you’re looking for a classic farmland stay surrounded by olive groves as you relax in the pool overlooking the valley, this is it. You’ll get an onsite restaurant and winery to give you that classic Italian getaway.
Families can book anything from a classic room to a 5-bedroom villa that sleeps 10.
I’m seeing plenty of dates in the $200’s and $300’s right now for travel in February, March, and April.
Hotel Deals in Spain
Pestana Collection Plaza Mayor- Madrid
Stay within walking distance of the Royal Palace, Plaza Mayor, and other popular landmarks. This 4-star hotel offers a rooftop pool, restaurant on-site, fitness facility, and plenty of comfort.
The downside is rooms only fit up to 3, so you may need 2 rooms (which is actually pretty typical in Europe).
I’m finding deals in the $300’s for March and April right now.
El Avenida Palace Hotel- Barcelona
This 4-star hotel in Barcelona is rated above a 9 and I’m seeing some deep discounts in March and April, but even into June!
The family rooms can sleep up to 4 and families will love the rooftop pool overlooking the city.
The Avenida Palace Hotel is known for its mix of old world charm and modern convenience. You’ll be just a short walk from great destinations like La Rambla, a popular street in Barcelona filled with entertainers and landmarks.
I found nights in March as low as $405 for this palace-esque stay!
Hotel Ilunion- Barcelona
The bad news is this hotel only sleeps up to 3. The good news is that at around $200 a night, it’s not too terrible to book 2 rooms. (And if you look at March, it’s as low as $150).
This modern hotel has great views, an outdoor pool, and is a short walk from a few beaches. Grab the breakfast buffet ($) in the morning for convenience, then grab a ride on nearby transportation into the city.
Quick Europe Deals
Top US Deals
Stanyan Park Hotel- San Francisco, CA
The Stanyan Park Hotel is a 3 star hotel just outside Golden Gate Park, popular for the Japanese Tea Gardens, Botanical Gardens, windmills, and many other landmarks.
March and April have dates for under $500 a night, and that’s for 2 bedroom suites! (If you haven’t been to San Francisco, that’s a great deal.) Guests loved that it was clean, charming, and in a great location.
Handlery Union Square Hotel– From $146 in March in San Francisco
Fairmont Heritage Place in Ghirardelli Square, San Francisco- From $500 and $600’s in March (in the thousands $ in the summer, for comparison!)
Royal Palms Resort and Spa- Scottsdale, AZ
This place is gorgeous! What usually runs in the $700-800s has some available dates in March and April in the $500-600s. Of course as summer rolls in, those prices drop significantly. But don’t worry, there’s a pool to keep cool in the Arizona summer heat.
Grand Hyatt Scottsdale– 4.5 stars of excellence, and a family of 5 can stay for $470 in March. Kids will LOVE all the pools and slides.
Iberostar Waves Berkeley Shore- Miami Beach, FL
Stay close to the beach (just a couple minutes walk!) at Iberostar in Miami Beach. It’s also a short walk from the Collins Avenue shopping area or the Art Deco Historic district.
Rooms can sleep up to 4. Stay for around $300 a night in March or April. May and June bring in even lower prices!
The Ranahan- Breckenridge, CO
This hotel is amazing and in an amazing place. Since I’m from Colorado, I have to find the best deals in our beautiful mountains.
This is one I’m looking at for myself to take the family out for the summer. Yes, there are deals for winter for those looking to ski. But if you go in summer, staying at the Ranahan can be as affordable as $200 a night!
This place has an awesome pool (outdoor and indoor with a slide!), a cool mountain vibe, apartment-style rooms (plenty of space for the whole fam), and can sleep up to 6 in some rooms.
Manor Vail Lodge, Vail, CO- 4.5 star resort with pools, hot tubs, balconies, and incredible views. Deals from the $200 and 300s in the summertime!
Residence Inn Vail, Vail, CO– Another great find in Vail. Use the free shuttle, large hot tub, and don’t miss the included breakfast! Rates discounted to $140 a night in June.
Brown Palace in Denver, CO- This historic, iconic, beautiful hotel is worth a stay. And at 4.5 stars, it’s a great deal during January where 4 can stay for $150/night!
Black Friday/Cyber Monday Hotel Deals
There are some of the best deals I found on destinations for Cyber Monday and Black Friday. Book before the prices are restored, or before they sell out!
