Woodmont Vacation Packages

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Your Woodmont Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Woodmont vacation package. Find somewhere to stay in Downtown New Haven, which is great for shopping, bars and pubs and history. Any trip to Woodmont needs a well-designed itinerary. Fill yours with attractions like Westfield Connecticut Post Mall, Walnut Beach and Silver Sands State Park. Don't put off exploring this destination any longer. Your ultimate Woodmont vacation is a few clicks away with Expedia.

Top Woodmont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Grand Lake Hotel

Grand Lake Hotel

2 out of 5
Price was CA $1,016, price is now CA $961 per person
CA $961
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to New Haven (HVN)
7.8/10 Good! (7 reviews)
When they finish renovations this place will be a awesome place to stay

Reviewed on Jul. 13, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was CA $2,382, price is now CA $1,863 per person
CA $1,863
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was CA $1,293, price is now CA $1,145 per person
CA $1,145
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to New Haven (HVN)
8.8/10 Excellent! (1,737 reviews)
Property was a little out dated.. you could see the damage in the hallway walls from the cleaners carts. I could hear the neighbor next room over enjoying herself. Overall it was a place to rest my head for the night and it served its purpose!

Reviewed on Aug. 27, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Price was CA $1,980, price is now CA $1,685 per person
CA $1,685
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to New Haven (HVN)
9.4/10 Exceptional! (1,004 reviews)
The people that work heere are the absolute nicest!

Reviewed on Aug. 22, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
Price was CA $1,449, price is now CA $1,259 per person
CA $1,259
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

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Woodmont Hotel Deals

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
9.8/10 Exceptional! (118 reviews)
"This house was absolutely charming ! There was so many additions that every time we looked we found hidden gems all over the house -inside and out ! Across the street was the beach which is rocky so wear water shoes if your feet are sensitive. Had a fun time sitting in the porch area and people ..."

Reviewed on Aug. 13, 2025

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Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Sep 23 to Sep 24
CA $223
CA $256 total
Sep 23 - Sep 24
includes taxes & fees
Trumbull Marriott Shelton
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is CA $98 per night from Sep 1 to Sep 2
CA $98
CA $115 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (1,011 reviews)
"Great location, quiet & yet right near Rt 95. Clean, nice room, polite staff!!!"

Reviewed on Aug. 25, 2025

Motel 6 New Haven - Branford, CT
See all 939 properties in Woodmont
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
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Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Woodmont

Westfield Connecticut Post Mall

You can find the perfect gifts to bring home at Westfield Connecticut Post Mall during your stay in Milford. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Westfield Connecticut Post Mall

Milford Plaza Shopping Center

You can do some window-shopping at Milford Plaza Shopping Center during your stay in Milford. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Milford Plaza Shopping Center

Frequently asked questions

How much does a Woodmont vacation package cost?
You'll find cheap prices from CA $961 on Expedia for your Woodmont getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodmont costs.
What are the cheapest months to go to Woodmont?
If you're hoping to book a cheap Woodmont vacation package, consider planning a trip in January, February and March. You'll typically find better prices on airfares and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Woodmont?
The ideal length of your Woodmont vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to visit all the main attractions and discover some hidden spots along the way.
How to find the best Woodmont package deals?
Begin your search for a Woodmont package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Woodmont package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Woodmont getaway off to a flying start.
Is it cheaper to book a Woodmont vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can personalize your Woodmont getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Woodmont?
If you have your Woodmont vacation dates confirmed, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Woodmont?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the available activities will also help you decide when to visit Woodmont.
  2. Set your budget: Factor in costs like flights, meals and transportation when working out how much to put aside for your trip to Woodmont. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Decide how long to go for: Now that you're up to speed on Woodmont, you can work out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Woodmont vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.