Eastern Shore of Virginia Vacation Packages 2025/2026 from $365

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

Save 100% on your flight

per person

Oct 2 - Oct 6

found 1 day 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.

Beach Quarters Resort

Northeast Virginia Beach

Save 100% on your flight

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This hotel features an indoor pool and a gym. Enjoy the outdoor tennis court and perks like free WiFi. There's a seasonal outdoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.

Four Sails Resort

Northeast Virginia Beach

Save 100% on your flight

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This condo resort features an indoor pool, a gym, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. A picnic area and laundry facilities are also provided.

The Ocean Key Virginia Beach Resort

Northeast Virginia Beach

Save 100% on your flight

per person

Aug 30 - Sep 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This aparthotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and free newspapers are also on offer.

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

Save 100% on your flight

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

This aparthotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.

Top Eastern Shore of Virginia hotels deals

Atlantic Shores Inn and Suites

6273 Maddox Blvd, Chincoteague, VA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$118 total

Aug 24 - Aug 25

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a picnic area and laundry facilities.

Pool

Parking included

Waterside Inn

3761 Main St, Chincoteague, VA

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$166 total

Aug 24 - Aug 25

Total includes 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.

Pool

Breakfast included

Chincoteague Inn

4417 Deep Hole Road, Chincoteague, VA

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$145 total

Aug 24 - Aug 25

Total includes 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.

Pool

Parking included

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.

Pool

Kitchen

Refuge Inn

7058 Maddox Blvd., Chincoteague, VA

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$176 total

Aug 27 - Aug 28

Total includes taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Key West Cottages

4251 Main Street, Chincoteague, VA

$323 nightly

$363 total

Aug 25 - Aug 26

Total includes 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.

Pool

Kitchen

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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.

Popular places to visit

Cape Charles Beach

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.

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Eastern Shore of Virginia National Wildlife Refuge

Explore the great outdoors at Eastern Shore of Virginia National Wildlife Refuge, a lovely green space in Cape Charles. Wander the beautiful beaches in this relaxing area.

Kiptopeke State Park

You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.

Frequently asked questions

How much are vacation packages to Eastern Shore of Virginia?

With vacation packages available from as low as $365, 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.