Title: Eastern Shore Adventure Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Eastern Shore Adventure Vacations

## Book a Adventure Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 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 Eastern Shore

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

![DoubleTree by Hilton Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$967

per person

Apr 22 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Providence (PVD) to Salisbury (SBY)

9/10 Wonderful! (1,002 reviews)

The pool and the view.

Reviewed on Feb 20, 2026

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn at Perry Cabin

Downtown St. Michaels

$985

per person

Mar 23 - Mar 26

found 3 hours ago

Roundtrip flight included

Miami (MIA) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$1,025

per person

Apr 22 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Providence (PVD) to Salisbury (SBY)

8.8/10 Excellent! (1,309 reviews)

Location, cleanliness, and spacious rooms were the best. Ocean view was amazing fron the suit.

Reviewed on Feb 17, 2026

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Chesapeake Bay

$1,016

per person

Apr 10 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Phoenix (PHX) to Salisbury (SBY)

8.8/10 Excellent! (1,000 reviews)

Just as one would expect with Hyatt hotel Great food, pool was really nice

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ILG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure vacations in Eastern Shore

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

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn at Perry Cabin

Downtown St. Michaels

$985

per person

Mar 23 - Mar 26

found 3 hours ago

Roundtrip flight included

Miami (MIA) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ILG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure vacations in Eastern Shore

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

![DoubleTree by Hilton Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$625

per person

Mar 24 - Mar 27

found 6 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

9/10 Wonderful! (1,002 reviews)

The pool and the view.

Reviewed on Feb 20, 2026

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn at Perry Cabin

Downtown St. Michaels

$985

per person

Mar 23 - Mar 26

found 3 hours ago

Roundtrip flight included

Miami (MIA) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$684

per person

Mar 24 - Mar 27

found 6 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

8.8/10 Excellent! (1,309 reviews)

Location, cleanliness, and spacious rooms were the best. Ocean view was amazing fron the suit.

Reviewed on Feb 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ILG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure vacations in Eastern Shore

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

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### St Michaels Inn

$415

per person

Apr 16 - Apr 20

found 4 hours ago

Roundtrip flight included

Cincinnati (CVG) to Salisbury (SBY)

8.2/10 Very Good! (1,003 reviews)

Room was fine. Breakfast was poor with two empty hot breakfast servers. Rest of food substandard. Staff was nice

Reviewed on Jan 18, 2026

![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$633

per person

Mar 27 - Mar 31

found 16 hours ago

Roundtrip flight included

Los Angeles (LAX) to Salisbury (SBY)

9/10 Wonderful! (3,316 reviews)

I took 2 grandsons (7 and 9 year old) for their first trip to Ocean City. It was winter (and pretty cold) on the boardwalk. The grandsons loved the indoor pool and arcade. Great view of the ocean from our room. Clean room.

Reviewed on Feb 20, 2026

![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Royale Oceanfront Resort

North Ocean City

$873

per person

Apr 22 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Providence (PVD) to Salisbury (SBY)

8.6/10 Excellent! (2,269 reviews)

Room was very clean. Parking deck is a bit challenging. Also porter carts not allowed on Monday?

Reviewed on Feb 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ILG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Find awesome Eastern Shore adventure vacations

####  How can I book the best Eastern Shore adventure trips? 

Choose your own adventure in Eastern Shore, 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 Eastern Shore family adventure vacation? 

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

Book a Eastern Shore 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 Eastern Shore? 

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 Eastern Shore 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 Eastern Shore 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 Eastern Shore Hotels

![Carousel Resort Hotel & Condominiums](https://images.trvl-media.com/lodging/1000000/20000/16200/16138/72fa8dcb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy Ocean City MD

- 15 min drive from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...

7.8/10 Good! (1,422 reviews)

My husband and I enjoyed our stay at the carousel. The room was nice and quiet. We could see the beach while laying in bed, which was great since the weather was too cold to be outside for long. They also had the ice skating rink, a big indoor pool area and a hot tub. I highly recommend staying at ...

Reviewed on Feb 8, 2026

[](https://expedia.com/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information)

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

- 2 hours drive from Ocean City Boardwalk

Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

8.6/10 Excellent! (1,002 reviews)

Just as one would expect with Hyatt hotel Great food, pool was really nice

Reviewed on Feb 16, 2026

[](https://expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information)

![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

- 28 min walk from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,192 reviews)

The view was spectacular! The room was clean. My only drawback was having carpet in the room.

Reviewed on Feb 17, 2026

[](https://expedia.com/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information)

[See all 7,497 properties in Eastern Shore](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6025644)

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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## More Vacation Ideas

[Flights to Eastern Shore

](https://expedia.com/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[

Eastern Shore Hotels

](https://expedia.com/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[

Vacation Rentals in Eastern Shore

](https://expedia.com/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[

Car Rentals in Eastern Shore

](https://expedia.com/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[

Eastern Shore Vacations

](https://expedia.com/Eastern-Shore.d6025644.Destination-Travel-Guides)[

Things to do in Eastern Shore

](https://expedia.com/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)

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

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