Woodbury Vacations from $367
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Your Woodbury Vacation
When a city getaway is calling, answer it with a Woodbury vacation package. The neighborhood of Washington, which is great for nature, history and views, makes a wonderful base for your adventures. Glebe House Museum and The Gertrude Jekyll Garden, Woodbury Ski Area and Pilgrim Mall Shopping Center are just a few of the many sights worth visiting during your trip to Woodbury. Don't delay exploring this city any longer. Your perfect Woodbury vacation is a few quick clicks away with Expedia.
The Latest Woodbury vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
Price was $462, price is now $367 per person
$367
per person
Jan 16 - Jan 19
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,122 reviews)
Older Facility front desk was very helpful and polite
Reviewed on Oct 27, 2025
Cambria Hotel New Haven University Area
West River
Price was $610, price is now $475 per person
$475
per person
Jan 16 - Jan 19
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (934 reviews)
Clean and comfortable. Helpful staff and convenient location to local businesses.
Reviewed on Oct 28, 2025
New Haven Hotel
Downtown New Haven
Price was $617, price is now $495 per person
$495
per person
Jan 16 - Jan 19
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
9/10 Wonderful! (1,842 reviews)
Great that there was an iron and fridge in the room, as well as bathrobes. Very comfortable mattress.
Gold star to front desk staff for being genuinely friendly!
Reviewed on Oct 27, 2025
Discover the most popular places to visit in Woodbury
Glebe House Museum and The Gertrude Jekyll Garden
Explore the great outdoors at Glebe House Museum and The Gertrude Jekyll Garden, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.
Flanders Nature Center
Explore the great outdoors at Flanders Nature Center, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.
Pilgrim Mall Shopping Center
You can browse for the perfect souvenirs at Pilgrim Mall Shopping Center during your trip to Woodbury. Attend a sporting event in this family-friendly area.
Woodbury Hotel Deals
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
Fully refundable
$90 nightly
The price is $104 total per night from Nov 2 to Nov 3
$104 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,140 reviews)
The fan of the HVAC unit in the room was very loud.
Reviewed on Oct 24, 2025
Microtel Inn & Suites by Wyndham Bethel/Danbury
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Nov 4 to Nov 5
$102 total
Nov 4 - Nov 5
Total with taxes and fees
8/10 Very Good! (1,035 reviews)
Nice clean hotel
The room was clean and well maintained. The only problem was that the fan in the bathroom came on when the light was turned on which made it noisy. It may have been hooked in wrong because there was a switch next to it but it didn’t do anything when it was turned on.
Reviewed on Oct 27, 2025
Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Nov 9 to Nov 10
$107 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (1,010 reviews)
Room & Building were very clean. Staff was friendly.
Reviewed on Oct 24, 2025
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.
Find the Best Woodbury Vacation Packages
Woodbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 9,800 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Lovers Leap State Park, Woodbury Ski Area and Elephants Trunk Flea Market |
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- Hotels near Glebe House Museum and The Gertrude Jekyll Garden
- Hotels near Pilgrim Mall Shopping Center
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.