TOP Hotels with Pool in Orange, CT for 2026

Q: What are some accommodation options with pools in Orange?

Courtyard by Marriott New Haven Orange-Milford : Features a snack bar/deli, a seasonal outdoor pool and free self parking. Homewood Suites by Hilton Orange New Haven : Offers free self parking, an indoor pool and complimentary wireless Internet access. New Haven Hotel : Provides full, a pool and free self parking. Omni New Haven Hotel at Yale : Features daily, a seasonal outdoor pool and free self parking. Motel 6 Milford, CT : Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

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Our top choices for Orange hotels with a pool

Homewood Suites by Hilton Orange New Haven

Orange

Soak up endless relaxation at this hotel's serene indoor pool, perfect for every season.

Lauren

฿5,745 total

includes taxes & fees

16 Jun - 17 Jun

Courtyard by Marriott New Haven Orange-Milford

Orange

Make a splash with your own seasonal outdoor pool sanctuary at this Yale-adjacent hotel.

Jessica

฿4,406 total

includes taxes & fees

31 May - 1 Jun

Hampton Inn & Suites By Hilton North Haven

North Haven

Helene

฿4,591 total

includes taxes & fees

2 Jun - 3 Jun

Home2 Suites by Hilton East Haven New Haven

The Centre

Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.

Nicholas

฿4,868 total

includes taxes & fees

7 Jun - 8 Jun

Wyndham Southbury

Southbury

Dive into refreshing year-round aquatics at this Southbury hotel, where the indoor pool beckons after a day of exploration.

Howard

฿4,069 total

includes taxes & fees

28 May - 29 May

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Circle Hotel Fairfield

Grasmere

Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.

Leslie

฿5,223 total

includes taxes & fees

2 Jun - 3 Jun

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Heritage Hotel, Golf & Conference Center

Southbury

Dive into saltwater serenity at this mountain spa retreat with indoor and seasonal outdoor pools.

Tanya

฿5,784 total

includes taxes & fees

1 Jun - 2 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Redding Retreat with Pool

Redding

฿25,911 total

includes taxes & fees

2 Jun - 3 Jun

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Choose what matters most at hotels with a pool in Orange

Breakfast included

Hot tub

Top Orange Hotel Reviews

Trumbull Marriott Shelton

6/10 Okay

"Pros: - close to office I was traveling for - comfortable bed - not-feather pillows (feathers do not support my side-sleeping) - small gym and cardio rooms - space to work in room (desk) - neat reading lights on the bed’s headboard Cons: - old property (looks worn; ceiling tile in closet coming down, carpet bunches in places) - bathtub faucet sprays water out during shower (though I suppose the spray was nice for cleaning feet) - no fan for the bathroom (I don’t like not having a fan on during a shower) - room refrigerator did NOT work - asked if fridge could be repaired, but it never was while I was there - pool did not look clean enough to swim in (water looked yellow) [this is specific to the indoor pool; there is also an outdoor pool that I didn’t look at because it was too cold to swim outside] - hot tub listed as amenity, but covered by wooden boards and obviously not available - treadmills are older and squeak a lot during use - breakfast is not included in room price (continental AYCE, but $20+ per person) The price and distance are what I needed for the reason I was in the area, but I would not go out of my way to stay here again, despite the fact that this hotel was rated a little higher than others at a similar price. Not the worst hotel experience I’ve had, just too many cons to not give the other hotels a chance (and possibly pay a little more)."

The Circle Hotel Fairfield

8/10 Good

"The central location in Fairfield is ideal. The only complaint was the internet and tv. Our unit was farthest from the main building and likely the router couldn’t generate a strong signal that far. The tv froze as did my iPad and phone when trying to stream. Get a room close to the main building it may help."

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Everything went very well; the cleaning lady was very friendly and attentive. The only thing I didn't like was that when I went down for breakfast, the guy preparing the food had a sour look on his face and a bad attitude—which I don't think is right, because you're not staying there for free, so you should at least receive good treatment."

Frequently asked questions

What are some accommodation options with pools in Orange?

Courtyard by Marriott New Haven Orange-Milford: Features a snack bar/deli, a seasonal outdoor pool and free self parking. Homewood Suites by Hilton Orange New Haven: Offers free self parking, an indoor pool and complimentary wireless Internet access. New Haven Hotel: Provides full, a pool and free self parking. Omni New Haven Hotel at Yale: Features daily, a seasonal outdoor pool and free self parking. Motel 6 Milford, CT: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

What is there to see and do in Orange?

Spend some time experiencing the great outdoors at Housatonic River. Discover sights such as Grassy Hill Country Club during your stay. You'll also discover lots of options for restaurants in Orange.

When is the best time to book a hotel with a pool in Orange?

You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Orange in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 1°C.

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Check availability on Orange Hotels with Pool

Our top choices for Orange hotels with a pool

Homewood Suites by Hilton Orange New Haven

Courtyard by Marriott New Haven Orange-Milford

Hampton Inn & Suites By Hilton North Haven