A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

Madison Hotel Guide - Hotels with Pool in Madison, Connecticut

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Check availability on Madison Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Madison hotels with a pool

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

1. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
€199
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A motel with a large parking lot and multiple rooms.

2. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
€80
includes taxes & fees
28 Oct - 29 Oct
Clinton Motel
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.

3. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
  • Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
€100
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Old Saybrook - Westbrook
Pool
A hotel room with two beds, a wooden headboard, a framed picture on the wall, and a door in the background.
A modern bathroom with a large mirror, two sinks, and a shower.
A modern hotel room with a large window, a dining area, and a colorful abstract painting on the wall.

4. Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
Branford
  • Splash into aquatic bliss at this modern hotel with an indoor pool and fitness centre.
€131
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Branford-New Haven by IHG
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A marina with boats docked, a fire pit table, and outdoor seating.

5. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
  • Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
€319
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and tables.
A hotel room with a sofa, two armchairs, a small table with a remote control, a lamp, a bathtub, and a walk-in closet.
A hotel room with two beds, a desk, and a chair.
An outdoor patio area with tables and umbrellas, a covered seating area, and a view of the building's interior.

6. Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
Branford
  • Splash into serene seclusion at this Connecticut hotel with a private pool and sauna.
€92
includes taxes & fees
1 Nov - 2 Nov
Baymont by Wyndham Branford/New Haven
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

7. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
€221
includes taxes & fees
4 Nov - 5 Nov
Sound View Greenport
A swimming pool with a wooden deck, lounge chairs, and a fence.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
€208
includes taxes & fees
12 Nov - 13 Nov
The Harbor Front Inn
An indoor swimming pool with clear glass walls, yellow chairs, and a modern ceiling design.
A hotel room with two beds, each with a headboard and bedside lamps. There is a small table and a chair in the room.
A modern reception area with a counter, shelves with snacks, and a view of the outside.
An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.

9. Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
The Centre
  • Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.
€138
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton East Haven New Haven
A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

10. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
North Haven
€124
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites By Hilton North Haven
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Choose what matters most at hotels with a pool in Madison

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Madison Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 14 hours ago
Sound View Greenport
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

8/10 Good
"A fairly clean hotel with very nice staff! The only thing that bothered us was the constant smell of weed/marijuana every day we were there."
Denise 3-night trip
Posted 1 day ago
Holiday Inn Express Southington by IHG
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

8/10 Good
"Clean room, a good selection of hot and cold breakfast items and beverages. Hot tub was relaxing. I would visit again while I'm in town."
SIMONE 3-night trip
Posted 1 day ago
Hamden Hotel and Suites – Hamden New Haven
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

8/10 Good
"The same breakfast for three days and the last day they have only bagels. The coffee machine out of order."
jose 3-night trip
Posted 1 day ago
Clarion Inn North Haven - New Haven North
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

Frequently asked questions

What are some accommodation options with pools in Madison?
Madison Beach Hotel: Offers a snack bar/deli, a seasonal outdoor pool and buffet. New Madison beach house - Ocean front- Great views- booking Summer 2026: Provides full, a pool and free self parking. New Haven Hotel: Offers a private beach, a seasonal outdoor pool and 2 bars. Pier Blue Inn Old Saybrook - Essex: Features a seasonal outdoor pool, an indoor pool and a private beach.
What is there to see and do in Madison?
Make a point to visit attractions such as Hammonasset Beach and RJ Julia Booksellers. During your stay, visit sights such as Hammonasset Beach State Park, Allis-Bushnell House and Museum and Meigs Point Nature Center. Take in the natural beauty of Madison with the beaches.
When is the best time to book a hotel with a pool in Madison?
You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Madison in the hottest months of July, August or June, when the average temp 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 March, when the average temperature is 2°C.
What's the best way to travel around Madison?
Knowing the transportation options in and around Madison can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, take a train from Madison Station. Madison might not have many public transport options to choose from, so consider a car rental to maximise your time.