Photo by Jennifer Hill

Hotels with Swimming Pools in Windsor

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Swimming Pools

Top Hotels with Swimming Pools in Windsor

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
9.2 out of 10, Wonderful, (1034)
"Everything was lovely except the
pool
and jacuzzi were very cold and not working when we tried to use them. "
Elizabeth
The price is S$168
includes taxes & fees
17 Jul - 18 Jul
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country
Relax by the pool surrounded by comfortable lounge chairs and shaded by umbrellas.

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
9.2 out of 10, Wonderful, (1001)
"this is a GREAT Hampton Inn to stay at! Beautiful
pool
area, great breakfast, sizable rooms. Staff friendly, walkable to grocery stores and restaurants across the street. Easy off 101. I can't wait to stay here again!"
Shannon
The price is S$208
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Windsor - Sonoma Wine Country
Holiday Inn Windsor Wine Country by IHG
Relax by the pool with a clear view of the surrounding landscape, surrounded by lounge chairs and sunbeds.

Holiday Inn Windsor Wine Country by IHG

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great location right off the main exit into downtown Windsor. Walking distance to lots of food options. Super quiet on a summer Sunday. Felt like we were the only guests there. Room was nice and comfortable, slightly worn furniture, and carpet had a smell like it needed to be shampooed, but didn’t bother us for a one-night stay.
Indoor pool
is nice for families - shallow
pool
. No hot tub. Easy garage parking. Restaurant is closed on Sundays, so we didn’t get to try it. Would definitely stay...
Stacey
The price is S$156
includes taxes & fees
15 Jul - 16 Jul
Holiday Inn Windsor Wine Country by IHG
Meadowood Napa Valley
Relax by the pool surrounded by forest views and shaded lounge areas.

Meadowood Napa Valley

5.0 star property
9.6 out of 10, Exceptional, (141)
"Top notch all around. Serenity, polite staff, quiet, amazing spa … Very expensive but worth it. "
Nedim
The price is S$1,431
includes taxes & fees
23 Jul - 24 Jul
Meadowood Napa Valley
Harvest Inn
Relax by the serene pool surrounded by lush greenery and traditional architecture.

Harvest Inn

4.5 star property
9.4 out of 10, Exceptional, (1005)
"We especially enjoyed the swimming
pool
with the cabanas! The food at the restaurant was delicious"
Sharre
The price is S$441
includes taxes & fees
20 Jul - 21 Jul
Harvest Inn
El Bonita Motel
Relax by the serene pool surrounded by lush greenery and a well-maintained hedge.

El Bonita Motel

2.0 star property
9.0 out of 10, Wonderful, (1006)
"Wonderful little Art Deco place. Nice
pool
and hot tub. Recommend."
Daniel
The price is S$176
includes taxes & fees
14 Jul - 15 Jul
El Bonita Motel
Vineyard Country Inn
Relax by the serene pool surrounded by lush greenery and a mountainous landscape.

Vineyard Country Inn

3.5 star property
9.4 out of 10, Exceptional, (666)
"A great venue with a friendly welcome. Well cared for property with a super view of the sunset from the
pool
."
Graham
The price is S$361
includes taxes & fees
28 Jul - 29 Jul
Vineyard Country Inn
Southbridge Napa Valley
Relax by the serene pool, featuring marked lanes for a leisurely swim.

Southbridge Napa Valley

4.0 star property
9.4 out of 10, Exceptional, (371)
"Loved the property! Amazing room and
pool
area. "
Roger
The price is S$547
includes taxes & fees
20 Jul - 21 Jul
Southbridge Napa Valley
Wydown Hotel
Relax by the pool surrounded by lush trees and enjoy a refreshing swim in the designated lanes.

Wydown Hotel

3.5 star property
9.8 out of 10, Exceptional, (308)
"I was here for business but was able to sneak in some leisure and this place sits right in the heart of everything. To the left and right, shopping and restaurants. And 15 mins from wine tasting heaven! Highly recommend. Front clerk, Kara, house keeper, Rossy, and bfast staff member, Vicky/Becky, made the experience very much enjoyable. They were all personable, kind, professional, and helpful. This location does not have a gym on site BUT guest get free access to the Spa and fitness center...
Lala
The price is S$457
includes taxes & fees
24 Jul - 25 Jul
Wydown Hotel
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.

Frequently asked questions

What's it like visiting Windsor?
If spending time by the pool is your idea of the perfect getaway, you might want to think about family-friendly Windsor, which offers 58 places to stay with pools. During your visit, you can explore sights such as Russian River and Windsor Golf Club, and then unwind poolside at one of the accommodation options in Windsor that guests like for their pools.
What are some accommodation options with pools in Windsor?
Holiday Inn Express® Windsor Sonoma Wine Country by IHG: Hotel located near Russian River. Features a sauna, an outdoor pool and buffet. Holiday Inn Windsor Wine Country by IHG: Hotel located near Russian River. Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn & Suites Windsor - Sonoma Wine Country: Hotel located near Russian River. Provides daily, an outdoor pool and complimentary high-speed (wired) Internet access. The Inn at the Tides: Features a full-service spa, 2 outdoor swimming pools and 2 bars. Oxford Suites Sonoma County: Provides complimentary bicycles, an outdoor pool and complimentary wireless Internet access.
How many pool hotels can I expect to find in Windsor?
Expedia's 58 hotels in Windsor give you a great choice for your poolside getaway.
What is there to see and do in Windsor?
Make a point to visit attractions such as Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor. Discover sights such as Russian River, Windsor Golf Club and Pacific Coast Air Museum during your stay. Travellers love Windsor for its selection of wineries and array of dining options.
When is the best time to book a hotel with a pool in Windsor?
Taking the local weather in Windsor into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and December, with an average of 9°C. Average annual precipitation for Windsor is 715 mm.