Photo by Darrell Bumbala

Hotels with Swimming Pool in Woodmont, Milford

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Woodmont Hotels with Swimming Pool

Our top choices for Woodmont hotels with a pool

Indoor pool
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1003)
"Nice , comfortable stay :)"
United States
Laura
The price is P5,908
P6,794 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton
Indoor pool
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1003)
"It was a nice stay for the price "
United States
karla
The price is P5,617
P6,459 total
includes taxes & fees
Dec 23 - Dec 24
Hilton Garden Inn Milford
Indoor pool
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very Good, (1485)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is P5,659
P6,508 total
includes taxes & fees
Dec 19 - Dec 20
Best Western Executive Hotel Of New Haven - West Haven
Indoor pool
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1002)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is P6,002
P6,902 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Homewood Suites by Hilton Stratford
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is P6,490
P7,464 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt House Shelton
Indoor pool
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (443)
"Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. "
United States
Frances
The price is P6,561
P7,545 total
includes taxes & fees
Dec 23 - Dec 24
Home2 Suites by Hilton East Haven New Haven
Outdoor pool
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
3.0 star property
Orange
8.4 out of 10, Very Good, (999)
"The room and services were great "
United States
Nicole
The price is P6,490
P7,464 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Courtyard by Marriott New Haven Orange-Milford
Indoor pool
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1001)
"The room was clean the staff was great "
United States
Nicholas
The price is P6,561
P7,545 total
includes taxes & fees
Dec 28 - Dec 29
Homewood Suites by Hilton Orange New Haven
Indoor pool
Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1000)
"Nice clean rooms (very big) and varied breakfast selection. Dinner options within walking distance to the hotel. "
United States
Wendy
The price is P5,730
P6,590 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Branford-New Haven by IHG
Terrace/patio
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1421)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is P7,922
P9,450 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Circle Hotel Fairfield
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.
View all properties

Top Woodmont Hotel Reviews

La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

10/10 Excellent
"Clean Rooms. Friendly Staff. Awesome breakfast"
Jessie 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham New Haven

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Woodmont?
New Haven Hotel: Features buffet, a pool, and complimentary wired internet access. Cambria Hotel New Haven University Area: Provides daily, a seasonal outdoor pool, and free self parking. Omni New Haven Hotel at Yale: Offers a snack bar/deli, an indoor pool, and buffet. Hotel Marcel New Haven, Tapestry Collection By Hilton: Features free self parking, an indoor pool, and complimentary wireless internet access. The Blake Hotel: Offers full, a pool, and free self parking.
What is there to see and do in Woodmont?
Make a point to visit attractions like Seabluff Beach and SportsCenter of Connecticut. During your stay, check out sights such as Westfield Connecticut Post Mall, Milford Plaza Shopping Center, and Oak Street Beach.
When is the best time to book a hotel with a pool in Woodmont?
You may want to consider an accommodation that offers an outdoor pool if you're planning to visit Woodmont in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temperature is 35°F.