Fenwick Vacations from $226

Book a Hotel + Flight or Car together to unlock savings

Your Fenwick Vacation

Book a Fenwick vacation package and get set to experience the best of this lively city. Think about staying in the neighborhood of Essex Village, which is good for walking, hiking and views. Any trip to Fenwick needs a well-planned itinerary. Fill yours with famous sights like Essex Steam Train, Harveys Beach and Westbrook Town Beach. A few clicks is all it takes to craft the ultimate Fenwick vacation on Expedia.

The Latest Fenwick vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Milford

Hampton Inn Milford

2.5 out of 5
Price was $292, price is now $226 per person
$226
per person
Dec 12 - Dec 15
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,006 reviews)
The staff was friendly and helpful

Reviewed on Sep 6, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $422, price is now $298 per person
$298
per person
Dec 12 - Dec 15
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (877 reviews)
The water pressure was TERRIBLE and NO ONE SAID A DAMN THING ABOUT IT until I asked the following morning what was going on. They said they had some company working on it but it was TERRIBLE the entire time I was there. Had I known beforehand I wouldn't have stayed there especially considering how pricey it was. Plus the entrance was not very friendly to suitcases and the accessible entrance was in the back around the corner like I was the help in some fancy house. Very convenient to Yale but not worth it.

Reviewed on Sep 25, 2025

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $482, price is now $359 per person
$359
per person
Dec 11 - Dec 14
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.6/10 Excellent! (1,128 reviews)
Just a clean room.

Reviewed on Sep 26, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,161, price is now $884 per person
$884
per person
Dec 11 - Dec 14
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,313, price is now $1,037 per person
$1,037
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
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Discover the most popular places to visit in Fenwick

Harvey's Beach

4.5/5(3 reviews)

If a restful vacation is part of your travel plans, Harvey's Beach might be the perfect place to seek out during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.

Harvey's Beach

Katharine Hepburn Cultural Arts Center

You can enjoy a show at Katharine Hepburn Cultural Arts Center during your trip to Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Katharine Hepburn Cultural Arts Center

Essex Saybrook Antique Village Shopping Center

You can find the perfect gifts to bring home at Essex Saybrook Antique Village Shopping Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.

Essex Saybrook Antique Village Shopping Center

Fenwick Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Oct 16 to Oct 17
$98 total
Oct 16 - Oct 17
Total with taxes and fees
7.8/10 Good! (1,011 reviews)
"Highly recommend!"

Reviewed on Sep 21, 2025

Pier Blue Inn Old Saybrook - Essex
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

4 out of 5
625 North Rd, Groton, CT
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $191 total per night from Oct 26 to Oct 27
$191 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"The spa was absolutely amazing. Our therapists were clearly very experienced and the atmosphere is wonderful."

Reviewed on Sep 23, 2025

Mystic Marriott Hotel and Spa
Ramada by Wyndham Groton/Mystic

Ramada by Wyndham Groton/Mystic

2.5 out of 5
156 Kings Hwy, Groton, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Sep 29 to Sep 30
$92 total
Sep 29 - Sep 30
Total with taxes and fees
6.2/10 (1,016 reviews)
"nice and let check in 4 hrs early"

Reviewed on Sep 13, 2025

Ramada by Wyndham Groton/Mystic
See all 1,620 properties in Fenwick
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.

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Frequently asked questions

How much does a Fenwick vacation package cost?
Offering great value package deals from $226 on Expedia, you'll be pleasantly surprised at how much a vacation to Fenwick costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fenwick?
If you're hoping to score a cheap Fenwick vacation package, consider traveling in December, January and February. You'll generally find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Fenwick?
The ideal duration of your Fenwick vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to visit all the leading sights and discover some hidden spots along the way.
How to find the best Fenwick package deals?
Use Expedia's handy filters to help you find some unbeatable Fenwick package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Fenwick package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Fenwick vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Fenwick vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Fenwick?
If you're considering an impromptu Fenwick vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Fenwick vacation packages?
Secure your dream escape to Fenwick with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.