Top Adventure vacation packages in Coastal Connecticut

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

Omni New Haven Hotel at Yale

Downtown New Haven

per person

Oct 20 - Oct 22

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to New Haven (HVN)

8.4/10 Very Good! (1,011 reviews)

Close to Yale campus

Reviewed on Aug 14, 2025

Delamar Southport

Save 100% on your flight

per person

Oct 30 - Nov 2

found 16 hours ago

Roundtrip flight included

Orlando (ORL) to White Plains (HPN)

9.4/10 Exceptional! (425 reviews)

the room is very noisy, window seal is bad as it is facing freeway. door has large gap and can hear people talking on hallway. not worth it for the price you pay.

Reviewed on Aug 8, 2025

Norwalk Inn & Conference Center

per person

Oct 21 - Oct 25

found 7 hours ago

Roundtrip non-stop flight included

Montgomery (MGM) to White Plains (HPN)

8.8/10 Excellent! (1,276 reviews)

The bed was pretty comfortable although I wish the sheets were a little softer(in a personal opinion). But the staff was very friendly and the room was very neat and clean. We paid for an early check in, didn’t like that fee in general but then being taxed separately for that, after paying tax on the room already didn’t feel right.

Reviewed on Aug 17, 2025

Delamar Greenwich Harbor

per person

Sep 29 - Oct 6

found 12 hours ago

Roundtrip non-stop flight included

Glasgow (GLA) to White Plains (HPN)

9.4/10 Exceptional! (927 reviews)

Although I only travelled from the upper West Side of NYC, our stay at the Hotel transformed us into a completely different environment. The service was exquisite. The property on the harbor was beautiful. I look forward to a reason to revisit.Gary Shapiro

Reviewed on Aug 18, 2025

Mystic Marriott Hotel and Spa

per person

Sep 19 - Sep 21

found 15 hours ago

Roundtrip non-stop flight included

Detroit (DTT) to Providence (PVD)

8.6/10 Excellent! (1,001 reviews)

The room was clean and the staff friendly and helpful. The dining was top notch. We really enjoyed the food.

Reviewed on Aug 17, 2025

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3 Night Adventure vacations in Coastal Connecticut

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

Omni New Haven Hotel at Yale

Downtown New Haven

Save 100% on your flight

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Charleston (CHS) to New Haven (HVN)

8.4/10 Very Good! (1,011 reviews)

Close to Yale campus

Reviewed on Aug 14, 2025

Delamar Southport

Save 100% on your flight

per person

Oct 30 - Nov 2

found 16 hours ago

Roundtrip flight included

Orlando (ORL) to White Plains (HPN)

9.4/10 Exceptional! (425 reviews)

the room is very noisy, window seal is bad as it is facing freeway. door has large gap and can hear people talking on hallway. not worth it for the price you pay.

Reviewed on Aug 8, 2025

Delamar Greenwich Harbor

Save 100% on your flight

per person

Oct 3 - Oct 6

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to White Plains (HPN)

9.4/10 Exceptional! (927 reviews)

Although I only travelled from the upper West Side of NYC, our stay at the Hotel transformed us into a completely different environment. The service was exquisite. The property on the harbor was beautiful. I look forward to a reason to revisit.Gary Shapiro

Reviewed on Aug 18, 2025

Don't see what you're looking for?

See all available trips from Columbus to Coastal Connecticut

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4 Night Adventure vacations in Coastal Connecticut

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

Delamar Southport

Save 100% on your flight

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to White Plains (HPN)

9.4/10 Exceptional! (425 reviews)

the room is very noisy, window seal is bad as it is facing freeway. door has large gap and can hear people talking on hallway. not worth it for the price you pay.

Reviewed on Aug 8, 2025

Delamar Greenwich Harbor

Save 100% on your flight

per person

Oct 22 - Oct 26

found 18 hours ago

Roundtrip non-stop flight included

Jacksonville (JAX) to White Plains (HPN)

9.4/10 Exceptional! (927 reviews)

Although I only travelled from the upper West Side of NYC, our stay at the Hotel transformed us into a completely different environment. The service was exquisite. The property on the harbor was beautiful. I look forward to a reason to revisit.Gary Shapiro

Reviewed on Aug 18, 2025

Saybrook Point Resort & Marina

Old Saybrook Center

per person

Oct 20 - Oct 24

found 7 hours ago

Roundtrip non-stop flight included

Los Angeles (QLA) to New Haven (HVN)

9.4/10 Exceptional! (1,003 reviews)

We had a beautiful view of the Marina from our room!

Reviewed on Aug 18, 2025

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How can I book the best Coastal Connecticut adventure trips?

Choose your own adventure in Coastal Connecticut, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Coastal Connecticut family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Coastal Connecticut. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Coastal Connecticut adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Coastal Connecticut adventure vacation for couples?

Book a Coastal Connecticut couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Coastal Connecticut?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Coastal Connecticut with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Coastal Connecticut adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Coastal Connecticut Hotels

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

522 Heritage Rd, Southbury, CT

3 hours drive from Foxwoods Resort Casino

Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...

8.2/10 Very Good! (1,002 reviews)

"Great clean hotel. Pool attendant was a bit rude."

Reviewed on Aug 15, 2025

The Fox Tower at Foxwoods

350 Trolley Line Blvd, Mashantucket, CT

7 min walk from Foxwoods Resort Casino

Stay at this 3.5-star spa hotel in Mashantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Foxwoods Resort Casino and Grand Theater ...

8.4/10 Very Good! (1,014 reviews)

"My husband and I had an excellent time at The Fox Tower!! The staff were great, and the room was very clean, cozy, and comfortable. We will definitely stay there again in the near future. We highly recommend staying at this property!"

Reviewed on Aug 15, 2025

Baymont by Wyndham Branford/New Haven

3 Business Park Dr, Branford, CT

2 hours drive from Foxwoods Resort Casino

Stay at this hotel in Branford. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff and the property condition in our reviews. ...

6.6/10 (1,001 reviews)

"The front desk person, Jojo, was very pleasant, professional and nice to deal with."

Reviewed on Aug 10, 2025

See all 2,969 properties in Coastal Connecticut

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.