Search for Cheap Deals on
Hotels in Middletown

Photo by Shannon Willitts

Choose from 1431 Middletown Hotel Deals

Holiday Inn Windsor Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG
3 out of 5
8755 Old Redwood Hwy, Windsor, CA
  • 35 min drive from Twin Pine Casino
The price is $117 per night from Mar 30 to Mar 31
$117
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (916 reviews)
"Comfortable beds"

Reviewed on Mar 24, 2025

Holiday Inn Windsor Wine Country by IHG
The Sandman, Ascend Hotel Collection
The Sandman, Ascend Hotel Collection
3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
  • 44 min drive from Twin Pine Casino
The price is $88 per night from Apr 7 to Apr 8
$88
includes taxes & fees
Apr 7 - Apr 8
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the bar in our ...
8.2/10 Very Good! (2,058 reviews)
"Great"

Reviewed on Mar 21, 2025

The Sandman, Ascend Hotel Collection
Flamingo Resort & Spa
Flamingo Resort & Spa
4 out of 5
2777 4th St, Santa Rosa, CA
  • 47 min drive from Twin Pine Casino
The price is $157 per night from Mar 26 to Mar 27
$157
includes taxes & fees
Mar 26 - Mar 27
Stay at this 4-star spa hotel in Santa Rosa. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,006 reviews)
"Highly recommend - great place to stay. Pool is the best in area . THe recent remodel is a game changer"

Reviewed on Mar 23, 2025

Flamingo Resort & Spa
Hyatt Regency Sonoma Wine Country
Hyatt Regency Sonoma Wine Country
4 out of 5
170 Railroad Street, Santa Rosa, CA
  • 50 min drive from Twin Pine Casino
The price is $142 per night from Apr 2 to Apr 3
$142
includes taxes & fees
Apr 2 - Apr 3
Stay at this 4-star hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,006 reviews)
"What a great property and location. We walked around in downtown and found great places for dinner. It’s right in the heart of downtown. Rooms are amazing. Wd absolutely go there again"

Reviewed on Mar 20, 2025

Hyatt Regency Sonoma Wine Country
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
4 out of 5
1880 Lincoln Avenue, Calistoga, CA
  • 24 min drive from Twin Pine Casino
The price is $239 per night from Mar 31 to Apr 1
$239
includes taxes & fees
Mar 31 - Apr 1
Stay at this 4-star spa hotel in Calistoga. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (229 reviews)
"NA"

Reviewed on Mar 22, 2025

Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
Solage, Auberge Resorts Collection
Solage, Auberge Resorts Collection
5 out of 5
755 Silverado Trl, Calistoga, CA
  • 25 min drive from Twin Pine Casino
The price is $781 per night from Apr 13 to Apr 14
$781
includes taxes & fees
Apr 13 - Apr 14
Stay at this 5-star luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (630 reviews)
"I love this property - the spa, infrared sauna, hot tub, cold plunge, regular pools, taco bar, Shante at front desk, the rooms, the EV chargers, the bikes. my only complaint was that i left my credit card during my trip at the main restaurant and no one notified me - despite having my exact name ..."

Reviewed on Jan 29, 2025

Solage, Auberge Resorts Collection
Hotel La Rose
Hotel La Rose
3.5 out of 5
308 Wilson Street, Santa Rosa, CA
  • 50 min drive from Twin Pine Casino
The price is $126 per night from Mar 27 to Mar 28
$126
includes taxes & fees
Mar 27 - Mar 28
Stay at this 3.5-star historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,203 reviews)
"If you like the feel 9f historic hotels, this is great. Built in 1907 with lots of historic charm. We had a comfortable king bed with a nice sized room. Staff was great. It was a good home base for a day trip to Bodega bay and wine country."

Reviewed on Mar 24, 2025

Hotel La Rose
UpValley Inn & Hot Springs, Ascend Hotel Collection
UpValley Inn & Hot Springs, Ascend Hotel Collection
3 out of 5
1865 Lincoln Avenue, Calistoga, CA
  • 24 min drive from Twin Pine Casino
The price is $180 per night from Apr 20 to Apr 21
$180
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Calistoga. Enjoy free WiFi, free parking, and hot springs on site. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (842 reviews)
"Great location, quiet, great pool!"

Reviewed on Mar 24, 2025

UpValley Inn & Hot Springs, Ascend Hotel Collection
La Quinta Inn & Suites Santa Rosa Sonoma
La Quinta Inn & Suites Santa Rosa Sonoma
2.5 out of 5
111 Commercial Court, Santa Rosa, CA
  • 53 min drive from Twin Pine Casino
The price is $137 per night from Mar 27 to Mar 28
$137
includes taxes & fees
Mar 27 - Mar 28
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Lovely!"

Reviewed on Mar 19, 2025

La Quinta Inn & Suites Santa Rosa Sonoma
Calistoga Inn Restaurant and Brewery
Calistoga Inn Restaurant and Brewery
3.5 out of 5
1250 Lincoln Ave, Calistoga, CA
  • 26 min drive from Twin Pine Casino
The price is $126 per night from Mar 26 to Mar 27
$126
includes taxes & fees
Mar 26 - Mar 27
Stay at this 3.5-star inn in Calistoga. Enjoy free WiFi, 3 bars/lounges, and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (617 reviews)
Beautiful stay
"What a lovely place to stay. Beautiful property. Cute rooms. Bathrooms were spotless. We had a great lunch sat on the patio in the sun. Good happy hour. Great location- on the Main Street but you can also phone for a wine shuttle to take you to wineries in the outskirts of town for free. Very helpful ..."

Reviewed on Mar 2, 2025

Calistoga Inn Restaurant and Brewery
Golden Haven Hot Springs
Golden Haven Hot Springs
2.5 out of 5
1713 Lake Street, Calistoga, CA
  • 24 min drive from Twin Pine Casino
The price is $229 per night from Mar 26 to Mar 27
$229
includes taxes & fees
Mar 26 - Mar 27
Book a stay at this spa hotel in Calistoga. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (692 reviews)
Such a relaxing time in Calistoga
"We enjoyed this hotel and spa very much. Beautiful, clean, well run and close to town."

Reviewed on Mar 21, 2025

Golden Haven Hot Springs
Rancho Caymus Inn
Rancho Caymus Inn
4 out of 5
1140 Rutherford Rd., St. Helena, CA
  • 50 min drive from Twin Pine Casino
The price is $355 per night from Mar 31 to Apr 1
$355
includes taxes & fees
Mar 31 - Apr 1
Stay at this 4-star business-friendly hotel in St. Helena. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (905 reviews)
The jewel of Napa
"A nice jewel of a boutique inn. We had a wonderful stay!"

Reviewed on Mar 22, 2025

Rancho Caymus Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Middletown

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Middletown hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middletown.

Choosing the right hotel in California has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middletown’s 1,431 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $88. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Middletown hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middletown. No matter your reason for visiting Middletown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middletown hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middletown for as low as $88.

How many hotels are there in Middletown?

With over 1,431 hotels in Middletown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $88.

How to find cheap car rentals in Middletown?

Finding a cheap car rental deal in Middletown is as easy as scoring cheap hotels in Middletown. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.