West Rock Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Property grounds
    Jul 6 - Jul 13

    Pier Blue Inn Old Saybrook - Essex + Flight

    Saybrook Manor
    7 nights
    2.0 star property
    8.0/10 - Very good (1,000 reviews)
    "We have been coming here for years and it is the best it’s ever been! Staff is friendly and accommodating. The rooms have been renovated and clean."
    Reviewed May 17, 2026
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $1,383
    CA $957
    per traveller
    found 2 days ago
    Pier Blue Inn Old Saybrook - Essex
  • Exterior
    Jul 6 - Jul 13

    Madison Beach Hotel + Flight

    Madison Center
    7 nights
    4.0 star property
    9.4/10 - Exceptional (369 reviews)
    "Exceptionally clean and wonderful staff"
    Reviewed May 10, 2026
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $3,952
    CA $2,893
    per traveller
    found 2 days ago
    Madison Beach Hotel
  • Traditional Cottage, 2 Bedrooms, Lake View
    Jun 18 - Jun 21

    Head of Pond House + Flight

    Water Mill
    3 nights
    3.0 star property
    10/10 - Exceptional (7 reviews)
    "Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent."
    Reviewed May 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • 1 stop BOS - YYZ • 1 stop
    CA $3,986
    CA $3,270
    per traveller
    found 1 day ago
    Head of Pond House
  • Interior
    Jul 6 - Jul 13

    The Scranton Seahorse Inn + Flight

    Madison Center
    7 nights
    3.0 star property
    9.0/10 - Wonderful (242 reviews)
    "We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
    Reviewed April 22, 2026
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,012
    CA $1,785
    per traveller
    found 2 days ago
    The Scranton Seahorse Inn
  • Exterior
    Jul 6 - Jul 13

    Saybrook Point Resort & Marina + Flight

    Old Saybrook Center
    7 nights
    3.5 star property
    9.6/10 - Exceptional (1,001 reviews)
    "We ended up getting an upgrade into one of the two bedroom two bathroom pillows due to the renovation on the main hotel. We were pleasantly surprised we felt like we were home. It was so nice so relaxing. Everything was amazing and we could literally walk right across the street to get something to eat at fresh salt or at the choo-choo lounge views of the water at home field by having a full kitchen and laundry felt like a great little mini vacation we’ve been there before and we will be back..."
    Reviewed May 17, 2026
    Roundtrip • Toronto (YYZ) - New York (LGA)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,862
    CA $2,550
    per traveller
    found 2 days ago
    Saybrook Point Resort & Marina

Where to stay in West Rock

Find the best West Rock areas and neighborhoods for the activities you enjoy most. Learn more about West Rock
Downtown New Haven

Downtown New Haven

4 out of top 10 points of interest in this area
5/5(4 area reviews)

In the heart of New Haven, this residential downtown area boasts a variety of restaurants, cafes, theaters, and stores. Explore the arts at Chapel Street Historic District, Broadway area, and Ninth Square district, or visit the Shops at Yale.

Find hotels in Downtown New Haven

West Rock Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is CA $174 per night from May 25 to May 26
CA $174
CA $200 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (2,142 reviews)
"Would have given 5 stars but the lack of central air was an issue"

Reviewed on May 19, 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
The price is CA $209 per night from May 24 to May 25
CA $209
CA $240 total
May 24 - May 25
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Frequent traveler here. This is not a 4-star hotel. During my stay, housekeeping took my newly purchased mascara ($40+) and one of my organic face towels. I spoke with several people, but no one followed up and no compensation was offered. Disappointing experience."

Reviewed on May 17, 2026

Omni New Haven Hotel at Yale
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from May 25 to May 26
CA $98
CA $113 total
May 25 - May 26
includes taxes & fees
6.4/10 (1,015 reviews)
"Yes"

Reviewed on May 18, 2026

Motel 6 Milford, CT
See all 1,052 properties in West Rock
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a West Rock vacation package cost?
From as little as . Yes, you read that correctly. Our West Rock vacation packages are an awesome way to make your budget last longer. Bundle your favorite flights, hotels and rental car and explore this fabulous destination.
How do I get a cheap travel package to West Rock?
Just think of all the wonderful things you could do in West Rock with extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a West Rock vacation package. You have plenty of choice with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 properties globally. Whether you're taking a break with the whole family or adventuring alone, organizing a trip to West Rock is better with a package.
How far in advance should I book my West Rock vacation?
It can be hard to know when is the perfect time to book your vacation to West Rock. But generally the earlier you book, the better the prices. In some cases, you can book your flights and hotels nearly a year prior to departure. If you're hoping for a last-minute getaway, no need to worry! There are fantastic deals advertised on Expedia all the time.
What does an Expedia West Rock travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your ideal West Rock vacation. You can also add on experiences and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a West Rock travel package?
A travel package can be tailored to your budget and is a simple way to make your budget go further. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a West Rock Expedia vacation package?
Yes, of course. Expedia has access to more than 550 airline partners worldwide, so select the carrier that fits your needs.
If I'm not able to travel, can I cancel my West Rock vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel and rebook your West Rock vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in West Rock

Yale university buildings in spring blue sky in New Haven, CT USA

Yale University

4.5/5(21 reviews)

Enjoy the collegiate vibe around Yale University, a top college in New Haven. Stroll along the beaches or experience the area's art scene.

Yale University

Sterling Memorial Library at Yale University

After visiting Sterling Memorial Library at Yale University, make a plan to see the other sights and activities in New Haven. Experience the area's art scene and museums.

Sterling Memorial Library at Yale University
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.