Search for Cheap Deals on
Hotels in Middletown

Choose from 1480 Middletown Hotel Deals

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
  • 44 min drive from Twin Pine Casino
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (2,201 reviews)
Sandman is a true diamond in the ruff. The room was well maintained and updated, the property was immaculate, no sketchy people, it was nice just walking around the property, bravo!!

Reviewed on Mar 10, 2026

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Harvest Inn

Harvest Inn

4.5 out of 5
One Main St St. Helena CA
  • 43 min drive from Twin Pine Casino
Book a stay at this luxury hotel in St. Helena. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the spacious rooms ...
9.6/10 Exceptional! (1,008 reviews)
Rooms are very nice but the property needs a fresh coat of paint and some serious power washing.

Reviewed on Mar 5, 2026

Harvest Inn
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
755 Silverado Trl Calistoga CA
  • 25 min drive from Twin Pine Casino
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (704 reviews)
Great amenities, very courteous & helpful staff

Reviewed on Feb 23, 2026

Solage, Auberge Collection
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4 out of 5
2777 4th St Santa Rosa CA
  • 47 min drive from Twin Pine Casino
Book a stay at this spa hotel in Santa Rosa. Enjoy 2 outdoor pools, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
-

Reviewed on Mar 11, 2026

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
El Bonita Motel

El Bonita Motel

3 out of 5
195 Main Street St. Helena CA
  • 43 min drive from Twin Pine Casino
Stay at this motel in St. Helena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,009 reviews)
Adorable little place. Nicely done in art deco. Fantastic for tasting to be walkable to several wineries (especially my favorite V.Sattui).

Reviewed on Mar 10, 2026

El Bonita Motel
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street Santa Rosa CA
  • 50 min drive from Twin Pine Casino
Book a stay at this historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,330 reviews)
This hotel is fine but it has gotten worn with gates not closing properly and carpets worn and not very clean.

Reviewed on Mar 8, 2026

Hotel La Rose
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
  • 29 min drive from Twin Pine Casino
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)
Room is clean and situated away from freeway and busy road. The bathroom needs an upgrade Fixtures were bent and towel rack fell off the wall!

Reviewed on Mar 11, 2026

Dry Creek Inn MOD Collection by Sonesta
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

3 out of 5
111 Commercial Court Santa Rosa CA
  • 53 min drive from Twin Pine Casino
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 ...
9/10 Wonderful! (1,078 reviews)
Near graton resort casino

Reviewed on Mar 9, 2026

La Quinta Inn & Suites Santa Rosa Sonoma
Hotel E

Hotel E

3.5 out of 5
37 Old Courthouse Square Santa Rosa CA
  • 49 min drive from Twin Pine Casino
Stay at this hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,000 reviews)
Beautiful historical building in the center of town. Lovely, welcoming lobby with a wine bar, gorgeous room flooding with natural light, close to all of the restaurants and shops downtown. A 10-min walk to Luther Burbank Gardens. Staff is super friendly—everyone! A nice little continental breakfast ...

Reviewed on Mar 10, 2026

Hotel E
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
Stay at this hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,010 reviews)
Everybody was great kind professional, and helpful. I haven’t stayed at the Hyatt in a while, but they even allowed us a late checkout at 6 PM Prior. We stayed at the Hyatt a lot, but I haven’t done any business with them for five years and they were still amazing. I would stay there again. In fact ...

Reviewed on Mar 11, 2026

Hyatt Regency Sonoma Wine Country
Appellation Healdsburg

Appellation Healdsburg

2.5 out of 5
101 Dovetail Ln Healdsburg CA
  • 26 min drive from Twin Pine Casino
Book a stay at this spa hotel in Healdsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Simi Winery and Healdsburg Ridge Open Space ...
9/10 Wonderful! (54 reviews)
Very modern architecture. Beautiful landscaping. Nice linens.

Reviewed on Mar 7, 2026

Appellation Healdsburg
Rancho Caymus Inn

Rancho Caymus Inn

4 out of 5
1140 Rutherford Rd. St. Helena CA
  • 50 min drive from Twin Pine Casino
Book a stay at this business-friendly hotel in St. Helena. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
9.8/10 Exceptional! (1,001 reviews)
Absolutely loved this place. I think the only place I would stay in Napa. It was very clean and quite. Felt very cozy and the staff was phenomenal. Extremely friendly, helped us schedule tours, recommend wineries and dinner spots. Oh and the breakfast was fantastic! Everything was simply prefect, ...

Reviewed on Mar 9, 2026

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 1,480 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 $108. 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 $108.

How many hotels are there in Middletown?

With over 1,480 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 $108.

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.