East Side Adventure Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Adventure vacation packages in East Side

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

NH Collection New York Madison Avenue

Manhattan

Save 100% on your flight

$826

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (1,010 reviews)

The staff has gone above and beyond to make every stay extra special. I'm so grateful for Nora and the whole team and look forward to returning again soon!

Reviewed on Oct 2, 2026

Eurostars The Chemists’ Club Hotel

Manhattan

Save 100% on your flight

$1,092

per person

Dec 3 - Dec 5

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9.4/10 Exceptional! (533 reviews)

San Carlos Hotel

Manhattan

Save 100% on your flight

$1,282

per person

Nov 2 - Nov 6

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

9.6/10 Exceptional! (1,824 reviews)

Lotte New York Palace

Manhattan

Save 100% on your flight

$3,377

per person

Dec 3 - Dec 5

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9/10 Wonderful! (2,266 reviews)

The Kitano Hotel New York

Manhattan

$981

per person

Dec 3 - Dec 5

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9.4/10 Exceptional! (2,393 reviews)

Don't see what you're looking for?

See all available trips from Columbus to East Side

View all trips

5* Adventure vacations in East Side

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

Loews Regency New York Hotel

Manhattan

$1,899

per person

Dec 3 - Dec 5

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9.2/10 Wonderful! (1,004 reviews)

The Lowell

Manhattan

Save 100% on your flight

$3,760

per person

Dec 6 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Greensboro (GSO) to New York (JFK)

9.6/10 Exceptional! (229 reviews)

Four Seasons Hotel New York

Manhattan

Save 100% on your flight

$3,297

per person

Dec 3 - Dec 5

found 2 hours ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9.4/10 Exceptional! (133 reviews)

Don't see what you're looking for?

See all available trips from Columbus to East Side

View all trips

3 Night Adventure vacations in East Side

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

The Shelburne Sonesta New York

Manhattan

Save 100% on your flight

$631

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,045 reviews)

San Carlos Hotel

Manhattan

Save 100% on your flight

$773

per person

Dec 13 - Dec 16

found 14 hours ago

Roundtrip flight included

Chicago (CHI) to New York (JFK)

9.6/10 Exceptional! (1,824 reviews)

The Kitano Hotel New York

Manhattan

Save 100% on your flight

$1,368

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Austin (AUS) to New York (JFK)

9.4/10 Exceptional! (2,393 reviews)

Don't see what you're looking for?

See all available trips from Columbus to East Side

View all trips

4 Night Adventure vacations in East Side

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

The Shelburne Sonesta New York

Manhattan

Save 100% on your flight

$909

per person

Nov 2 - Nov 6

found 15 hours ago

Roundtrip non-stop flight included

Denver (DEN) to New York (JFK)

9/10 Wonderful! (2,045 reviews)

Lotte New York Palace

Manhattan

Save 100% on your flight

$2,672

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHM) to New York (JFK)

9/10 Wonderful! (2,266 reviews)

San Carlos Hotel

Manhattan

Save 100% on your flight

$1,282

per person

Nov 2 - Nov 6

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

9.6/10 Exceptional! (1,824 reviews)

Don't see what you're looking for?

See all available trips from Columbus to East Side

View all trips

How can I book the best East Side adventure trips?

Choose your own adventure in East Side, 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 East Side family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in East Side. 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 East Side 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 East Side adventure vacation for couples?

Book a East Side 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 East Side?

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 East Side 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 East Side 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 East Side Hotels

EVEN Hotel New York - Midtown East by IHG

221 East 44th Street New York NY

6 min walk from Grand Central Terminal

Book a stay at this business-friendly hotel in New York. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

Hyatt Grand Central New York

109 East 42nd Street New York NY

5 min walk from Grand Central Terminal

Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

8.4/10 Very Good! (7,879 reviews)

"The room look old and no very clean. The air conditioner doesn't work well too."

Reviewed on Oct 3, 2026

Lotte New York Palace

455 Madison Ave New York NY

5 min walk from Grand Central Terminal

Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...

See all 1,622 properties in East Side

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.