Photo by Matthew Walls

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21 Dec - 22 Dec
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22 Dec - 23 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Middletown hotels

Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is NZ$405
includes taxes & fees
22 Dec - 23 Dec
Backyard Garden Oasis
Exterior
Lakeview Inn Lucerne

Lakeview Inn Lucerne

Lakeview Inn Lucerne
2.5 star property
Lucerne
7.6 out of 10, Good, (265)
"The room was cozy with nice furnishing like being at home, not sterile and hotel like. The grounds were well kept and vending/ ice was conveniently located. I’d definitely stay again if I was in the area. "
United States
Carolyn
The price is NZ$139
includes taxes & fees
23 Dec - 24 Dec
Lakeview Inn Lucerne
House, 3 Bedrooms | Property grounds
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning
3.0 star property
Clearlake
The price is NZ$939
includes taxes & fees
22 Dec - 23 Dec
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning
Meeting facility
Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
United States
Belwadi
The price is NZ$312
includes taxes & fees
22 Dec - 23 Dec
Mandala Springs Wellness Retreat Center
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1001)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is NZ$200
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Garden
The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel
2.0 star property
Cobb
9.6 out of 10, Exceptional, (35)
"Unique clean hotel in a quiet area"
United States
Marshall
The price is NZ$294
includes taxes & fees
18 Jan - 19 Jan 2026
The Fainting Couch Boutique Hotel
BBQ/picnic Area
My Big Art Project

My Big Art Project

My Big Art Project
3.5 star property
West Junior College
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
The price is NZ$417
includes taxes & fees
1 Jan - 2 Jan 2026
My Big Art Project
Standard Room, 1 King Bed
Country Inn

Country Inn

Country Inn
2.0 star property
Santa Rosa
7.2 out of 10, Good, (278)
"Thank you so much for a wonderful stay❣️❣️❣️"
United States
Lacey
The price is NZ$179
includes taxes & fees
22 Dec - 23 Dec
Country Inn
Exterior
Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas
3.5 star property
Lower Lake
9.0 out of 10, Wonderful, (22)
"Very nice place, spacious clean, clear instructions to get in the place, polite staff."
United States
Marta
Thorn Hill Vineyard Villas
Deluxe Studio | View from room
Inn St Helena

Inn St Helena

Inn St Helena
3.0 star property
St. Helena
9.4 out of 10, Exceptional, (155)
"Great service and staff"
United States
David
The price is NZ$659
includes taxes & fees
23 Dec - 24 Dec
Inn St Helena
Mini-fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Hillside Inn

Hillside Inn

Hillside Inn
2.5 star property
Santa Rosa
7.4 out of 10, Good, (355)
"Friendly staff, room condition is average for the price."
United States
STEVEN
Hillside Inn
Property grounds
Vineyard Country Inn

Vineyard Country Inn

Vineyard Country Inn
3.5 star property
St. Helena
9.2 out of 10, Wonderful, (729)
"Breakfast was ok and parking was good. Bed was comfortable and room was clean "
United States
Darlene
The price is NZ$316
includes taxes & fees
13 Jan - 14 Jan 2026
Vineyard Country Inn
Body treatments, aromatherapy, body wraps, body scrubs, facials
Meadowood Napa Valley

Meadowood Napa Valley

Meadowood Napa Valley
5.0 star property
St. Helena
9.6 out of 10, Exceptional, (149)
"Great services, nice amenities, and very private and quiet stay. Nice Spa service as well."
United States
Susan
The price is NZ$1,625
includes taxes & fees
4 Jan - 5 Jan 2026
Meadowood Napa Valley
The LPP Cottage
Le Petit Pali St. Helena

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (25)
"The service was amazing, rooms beautiful "
United States
Amanda
The price is NZ$480
includes taxes & fees
22 Dec - 23 Dec
Le Petit Pali St. Helena
Property entrance
Bear Flag Inn

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121)
"The hosts were very hospitable, and the breakfasts were amazing!"
United States
Ann
The price is NZ$400
includes taxes & fees
22 Dec - 23 Dec
Bear Flag Inn
House, Multiple Bedrooms
Calistoga Wine Way Inn

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (596)
"Clean room, location walkable to downtown,"
Canada
John
The price is NZ$282
includes taxes & fees
4 Jan - 5 Jan 2026
Calistoga Wine Way Inn
Outdoor pool
El Bonita Motel

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1002)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is NZ$231
includes taxes & fees
6 Jan - 7 Jan 2026
El Bonita Motel
Exterior
Chateau De Vie

Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (49)
"Great service, beautiful properly and setting. In the North end of the valley not as much going on but realy nice place. "
United States
Dan
The price is NZ$764
includes taxes & fees
29 Dec - 30 Dec
Chateau De Vie
Exterior detail
Southbridge Napa Valley

Southbridge Napa Valley

Southbridge Napa Valley
4.0 star property
St. Helena
9.4 out of 10, Exceptional, (391)
"Front desk staffs were very nice and breakfast delivered to the room were a bonus "
United States
Khambay
The price is NZ$495
includes taxes & fees
4 Jan - 5 Jan 2026
Southbridge Napa Valley
Front of property
Lamplighter Motel

Lamplighter Motel

Lamplighter Motel
2.0 star property
Clearlake
6.2 out of 10, (151)
"Excellent and I love it was an amazing place to go "
United States
Bradley
The price is NZ$172
includes taxes & fees
1 Jan - 2 Jan 2026
Lamplighter Motel
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.
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Stay near popular Middletown attractions

Twin Pine Casino

3.7/5 (16 reviews)
This turn-of-the-century winery-themed casino offers a unique gaming experience in Lake County. Enjoy the latest slots, live table games, and weekend entertainment at the Grapevine Bar & Lounge.
See properties

Langtry Estate and Vineyards

Founded by actress Lillie Langtry in 1888, this historic estate produces exceptional wines from volcanic soils. Enjoy private tastings with mountain views while exploring California's winemaking heritage.
See properties

Learn more about Middletown

Soak in mineral-rich waters at Harbin Hot Springs, where hiking trails lead to peaceful meditation areas. Wine lovers can sample local vintages at family-owned tasting rooms along Middletown's charming high street.

See all hotels in Middletown
Awesome place just to relax.
Photo by Matthew Walls
Open Photo by Matthew Walls

Top Middletown Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Clean, helpful staff "
Renee 1-night trip
Posted 17 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

More cheap accommodation in Middletown

Extended Stay America Suites Santa Rosa South

Extended Stay America Suites Santa Rosa South

2600 Corby Ave Santa Rosa CA
The price is NZ$180 per night from 26 Dec to 27 Dec
NZ$180
26 Dec - 27 Dec
includes taxes & fees
5.6/10 (1,001 reviews)

Frequently asked questions

What's the best place to stay in Middletown?
Located 20.2 mi (32.5 km) from the heart of Middletown, The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are El Bonita Motel and Solage, Auberge Collection. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N: This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's the best dog-friendly place to stay in Middletown?
Farmhouse near Harbin Hot Springs with 3 bedrooms, 2 guest cabins, creek access is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Middletown.
What are some hotels with pools in Middletown?
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Features full, an outdoor pool and free self parking. El Bonita Motel and Solage, Auberge Collection are two additional hotels with an on-site pool. View all hotels with pools in Middletown.
What's it like to stay in Middletown?
Visitors can enjoy all that Middletown has to offer, including the hot springs, wineries and spas. Tourists can also enjoy the city's casinos and coffee shops. In Middletown, there are 28 hotels and other accommodation options to choose from. Find out more about Middletown.
What are the top places to visit in Middletown?
Favourite places to visit include Twin Pine Casino, Robert Louis Stevenson State Park and Rabbit Hill Preserve. A couple of additional sights to add to your itinerary are Beaver Creek Vineyards and Langtry Estate and Vineyards. Take a look at what more there is to see and do in Expedia's Middletown guide.
What's the seasonal weather like in Middletown?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Middletown is 657 mm.

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