Explore top 2026 4 Star Hotels in Middletown

Name: Rancho Caymus Inn
Price range: $480 total
Rating: 9.8

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Top Middletown 4 Star hotels

Hyatt Regency Sonoma Wine Country

170 Railroad Street Santa Rosa CA

$160 nightly

$186 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A poolside bar, a ...

8.6/10 Excellent! (1,009 reviews)

"Location"

Reviewed on Sep 8, 2026

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

2777 4th St Santa Rosa CA

Fully refundableReserve now, pay when you stay

$187 nightly

$218 total

Sep 29 - Sep 30

Total with taxes and fees

A full-service spa, 2 outdoor pools, and 3 outdoor tennis courts are featured at this Art Deco hotel. Families will appreciate the picnic area, kid-friendly ...

Appellation Healdsburg

101 Dovetail Ln Healdsburg CA

Fully refundableReserve now, pay when you stay

$549 nightly

$638 total

Sep 15 - Sep 16

Total with taxes and fees

A full-service spa, 2 outdoor pools, and 2 hot tubs are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, ...

Vinarosa Resort & Spa

4350 Barnes Road Santa Rosa CA

Fully refundableReserve now, pay when you stay

$381 nightly

$435 total

Oct 4 - Oct 5

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this Tuscan-style hotel. Enjoy the outdoor pool and perks like free WiFi. Enjoy the hot ...

9.4/10 Exceptional! (939 reviews)

"Great and relaxing location and well kept property"

Reviewed on Sep 9, 2026

Calistoga Motor Lodge and Spa

1880 Lincoln Avenue Calistoga CA

Fully refundableReserve now, pay when you stay

$259 nightly

$298 total

Sep 13 - Sep 14

Total with taxes and fees

This smoke-free hotel features a full-service spa, 3 outdoor pools, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, along ...

Harvest Inn

One Main St St. Helena CA

Fully refundableReserve now, pay when you stay

$359 nightly

$414 total

Sep 13 - Sep 14

Total with taxes and fees

2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. ...

H2Hotel

219 Healdsburg Ave Healdsburg CA

Fully refundableReserve now, pay when you stay

$367 nightly

$427 total

Sep 13 - Sep 14

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. If you want to take your pet along, this pet-friendly property ...

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

1507 Lincoln Ave Calistoga CA

Fully refundableReserve now, pay when you stay

$240 nightly

$277 total

Oct 5 - Oct 6

Total with taxes and fees

A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this traditional hotel. Enjoy a meal from the restaurant and perks like free WiFi. ...

Hotel Healdsburg

25 Matheson St Healdsburg CA

Fully refundableReserve now, pay when you stay

$544 nightly

$632 total

Sep 16 - Sep 17

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and ...

9.2/10 Wonderful! (455 reviews)

"The hotel is fantastic very spacious, great restaurants and fabulous location. All the staff are wonderful and they all go above and beyond. Nadia helped me a lot during my stay and I had questions all the time. She’s a jewel. Fabulous little town and a wonderful hotel to stay."

Reviewed on Sep 6, 2026

Rancho Caymus Inn

1140 Rutherford Rd. St. Helena CA

$417 nightly

$480 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...

9.8/10 Exceptional! (1,002 reviews)

"One of the nicest hotels I’ve stayed in. Every little detail was thought out and/or high quality. Staff was extremely helpful. Amenities were great. Would stay again if we come back!"

Reviewed on Sep 10, 2026

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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.

4 Star Hotels Middletown

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Middletown 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Middletown will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Middletown, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.