TOP Hotels with Connecting Rooms in Windsor, CA for 2026

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Our top choices for Windsor hotels with connecting rooms

1. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Sheri

Rp2.174.894

Rp2.479.379 total

includes taxes & fees

23 Aug - 24 Aug

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Gregg

Rp2.616.647

Rp2.988.080 total

includes taxes & fees

23 Aug - 24 Aug

3. Hilton Garden Inn Sonoma County Airport

Santa Rosa

Diego Urbina

Rp2.445.508

Rp2.787.879 total

includes taxes & fees

30 Aug - 31 Aug

Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout curtains

4. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Jesse

Rp1.939.578

Rp2.253.692 total

includes taxes & fees

7 Sept - 8 Sept

1 bedroom, pillow-top beds, in-room safe, desk

5. Best Western Plus Wine Country Inn & Suites

Santa Rosa

Silvia

Rp2.014.451

Rp2.340.692 total

includes taxes & fees

13 Sept - 14 Sept

Premium Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi

Superior Suite, 1 King Bed with Sofa bed, Non Smoking, Refrigerator & Microwave | Living area

6. Fairview Inn and Suites

Healdsburg

Jessica

Rp2.948.764

Rp3.420.566 total

includes taxes & fees

17 Aug - 18 Aug

7. Hotel Vinea, a Travelodge by Wyndham

Healdsburg

Eric

Rp1.818.354

Rp2.109.290 total

includes taxes & fees

30 Aug - 31 Aug

Coffee/tea maker, mini-fridge, microwave, cookware/dishes/utensils

8. Hillside Inn

Santa Rosa

Shigrid

Rp1.829.050

Rp2.121.698 total

includes taxes & fees

17 Aug - 18 Aug

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Top Windsor Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Clean room. Breakfast was surprisingly good and my husband loved the morning that they had a cheese omelette and biscuits and gravy. They had a nice sauna and jacuzzi."

Solage, Auberge Collection

10/10 Excellent

"Everything was perfect. What a blessing. Thank you!"

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent

"Lovely Mediterranean themed hotel with wonderful rooms and lovely fountain as you enter. Thoroughly enjoyed our stay here in July 2026"

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent

"It was very clean , good mattress"

Vinarosa Resort & Spa

10/10 Excellent

"Amazing stay! Rooms were spacious, clean and super comfortable/luxurious. Loved the vibe trail and John Ash for dinner was superb!"

Frequently asked questions

How much do hotels with connecting rooms in Windsor cost?

Expect to pay from Rp2.109.290 to Rp3.420.566 per night for hotels with connecting rooms in Windsor. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best hotels with connecting rooms in Windsor?

Windsor offers multiple hotels with connecting rooms with a total average guest review rating of 8.7. Hotel Les Mars is a highly rated option if you're holidaying with the family or as a group. Visitors staying at this 4-star hotel will enjoy access to an espresso maker and a fireplace. Vintners Resort is another favourite. This 4-star hotel offers connecting rooms and also has a swimming pool and dining romance packages.

How many hotels with adjoining rooms are there in Windsor?

Reclaim your holiday days and pick from 3 hotels with adjoining rooms in Windsor. For business travel, a family getaway or anything in between, Expedia can help you find an ideal stay in just a click or two.

What are the best cheap hotels with connecting rooms in Windsor?

Hampton Inn & Suites Windsor - Sonoma Wine Country is one of the best inexpensive hotels with connecting rooms in Windsor and comes with a yard and premium bedding. Another top pick that's budget friendly is Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel. Amenities here include a sauna and WiFi. Rates for hotels with connecting rooms start at only Rp2.109.290 per night. Taking advantage of free attractions in Windsor will stretch your travel budget even further. Sonoma-Cutrer Vineyards Cutrer Vineyard and Russian Hill Estate Vineyards are favourites. With the money you save, why not sightsee some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the top motels with connecting rooms in Windsor?

Round up your whole crew and make a beeline for Fairview Inn and Suites. This affordable motel with connecting rooms also has a swimming pool and pool sun loungers, and is conveniently located just 8 kilometres northwest of the centre of Windsor.With plenty of cultural, dining and shopping opportunities to slot into your Windsor itinerary, it can be challenging to know where to begin. Sonoma-Cutrer Vineyards Cutrer Vineyard and Pacific Coast Air Museum are popular places to get going on your sightseeing adventures.

Are there any family-friendly hotels with connecting rooms in Windsor?

Spend your family holiday at Hotel Les Mars, a 4-star option just a short drive from downtown. Conveniences here include complimentary breakfast and housekeeping services. Another family-friendly hotel with connecting rooms is Vintners Resort. A picnic area and a cafe help make this 4-star property a top pick. Windsor has plenty of family-friendly attractions to explore that'll entertain the kids. Safari West and Rubicon Adventures promise a fun-fuelled day for both young and old.

Are there any 5-star hotels with connecting rooms in Windsor?

Although there are no 5-star hotels with connecting rooms in Windsor, there are 4-star accommodation that have what you're looking for. Located about 8 kilometres from downtown, Hotel Les Mars has connecting rooms, massage services and spa facilities. Another upmarket stay is Vintners Resort. It's around 8 kilometres from central Windsor and has amenities such as a vineyard and private picnic options.

Why book your hotel with connecting rooms in Windsor with Expedia?

We think that family vacays should be a piece of cake, so if you're after hotels with connecting rooms at an affordable rate, Expedia can help. Keep the budget in check and stay in a cheap motel with connecting rooms, or book a 5-star hotel and spoil the ones you love most. Use our handy search filters to find a property in Windsor that matches your needs.

How can I find cheap hotels with connecting rooms in Windsor?

Expedia can help you easily source cheap hotels with connecting rooms in Windsor. To discover your special stay in just a few clicks, try out our handy filter tool to tailor your search results by budget, amenities and star rating.

What is there to do in Windsor near my hotel with connecting rooms?

Windsor has enough sights and experiences to keep you going for weeks (or months!), starting with Sonoma-Cutrer Vineyards Cutrer Vineyard. Pacific Coast Air Museum, Russian Hill Estate Vineyards and Windsor Oaks Vineyards are other renowned attractions. If you're hanging around a while, Martinelli Vineyard and Windsor Golf Club will add the finishing touches to your itinerary.

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Change your mind

Treat yourself

Be picky

Check availability on Windsor Hotels with Connecting Rooms

Our top choices for Windsor hotels with connecting rooms

1. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

3. Hilton Garden Inn Sonoma County Airport

4. Dry Creek Inn MOD Collection by Sonesta