Eastern Shore of Virginia Vacation Packages 2026 from $503

Eastern Shore of Virginia flight + hotel vacation packages

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

Boardwalk Resort and Villas

Northeast Virginia Beach

$503

per person

Oct 29 - Nov 2

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, express check-out, and laundry facilities are also on offer.

Sea Scape Beach and Golf Villas

Sea Scape

Save 100% on your flight

$632

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

2 outdoor pools, an indoor pool, and an outdoor tennis court are all featured at this smoke-free condo. Bring the family and enjoy the mini golf, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Beach Walk

Downtown Ocean City

Save 100% on your flight

$1,616

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This hotel features free self parking and express check-in. Express check-out is also provided.

Holiday Inn & Suites Virginia Beach North Beach by IHG

Northeast Virginia Beach

$620

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This smoke-free hotel features 3 restaurants, 3 outdoor pools, and an indoor pool. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a free kid's club, and families will appreciate the onsite laundry facilities.

Majestic Hotel & Apartments

Downtown Ocean City

$1,707

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

A seasonal outdoor pool, self parking, and concierge services are featured at this aparthotel. A grocery/convenience store, a picnic area, and barbecue grills are also on offer.

Top Eastern Shore of Virginia hotels deals

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$111 total

Sep 13 - Sep 14

Total with taxes and fees

An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is also provided.

Waterside Inn

3761 Main St Chincoteague VA

$111 nightly

$124 total

Sep 13 - Sep 14

Total with taxes and fees

A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Blufin Bungalows & Marina

2477 Main St Chincoteague VA

Get rates

A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.

Key West Cottages

4251 Main Street Chincoteague VA

$242 nightly

$272 total

Sep 8 - Sep 9

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a snack bar/deli, and a picnic area are also on offer.

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Free Cancellation

$139 nightly

$157 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and laundry facilities and concierge services are also offered.

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3913 Main Street Chincoteague VA

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$191 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

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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.

Stay near popular Eastern Shore of Virginia attractions

A wooden boardwalk leading to a beach with a sandy shore and dunes.

Cape Charles Beach

9.2/10 (237 reviews)

Why not spend a carefree afternoon at Cape Charles Beach during your travels in Cape Charles? Wander the parks or discover the sunsets in this relaxing area.

See properties

Frequently asked questions

How much are vacation packages to Eastern Shore of Virginia?

With vacation packages available from as low as $503, it's not necessary to blow out the credit card for your visit to Eastern Shore of Virginia. Travelocity is here to help. Bundle your flights, hotels and experiences into a convenient package and score excellent discounts. The more you book, the more you save.

Where can I get the best vacation package deals for Eastern Shore of Virginia?

Travelocity can help you find an unbeatable Eastern Shore of Virginia package deal. With 400 airlines and 1,000,000 properties across the world, you're bound to find one that works for you.

Why should I purchase my Eastern Shore of Virginia vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any better price you're able to find. Add to that our 24/7 support and top-shelf service and the vacation of your dreams is closer than ever before.

Will I save money on my Eastern Shore of Virginia car rental if I combine it with hotels and flights?

Sure can. And our Eastern Shore of Virginia vacation packages are the perfect way to do it. In only a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.

Which airport is best for Eastern Shore of Virginia?

Norfolk Intl. Airport (ORF) is often the first choice for visitors to Eastern Shore of Virginia. But depending on your schedule, Salisbury - Ocean City Wicomico Regional Airport (SBY) or Newport News - Williamsburg Intl. Airport (PHF) could be better options.

What is there to do in Eastern Shore of Virginia?

A diverse and thrilling destination, Eastern Shore of Virginia offers some incredible things to see and do. Chesapeake Bay Bridge-Tunnel and Chincoteague National Wildlife Refuge are just a couple of the most renowned here.