
Eastern Shore of Virginia Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Eastern Shore of Virginia vacation package deals
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Boardwalk Resort and Villas
Northeast Virginia Beach
8.8/10 Excellent! (1,006 reviews)
Nov 5 - Nov 8
3 night stay
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
United • Roundtrip • Coach
Price was $531, price is now $427 per person
$427
per person
found 7 hours ago
Since everything was canceled on beach wish they would of offered a discount
Reviewed on Sep 28, 2026


3.0-star property
Sea Ranch Resort
8.4/10 Very Good! (1,001 reviews)
Nov 11 - Nov 15
4 night stay
New York (NYC) to Norfolk (ORF)
American Airlines • Roundtrip • Coach
Price was $610, price is now $459 per person
$459
per person
found 1 hour ago
We have stayed here many times before. We are satisfied with this property and its a great location. All rooms are ocean front. New sofas were REALLY NICE upgrade. Our AC did not work properly, but maintenance did get it fixed. Mattresses and pillows could use refreshing. Top deck on patio was super nice addition, but it wasn't open for service. We have another stay booked for Dec!! We recommend the SeaRanch to our friends!!
Reviewed on Sep 28, 2026

2.0-star property
John Yancey Oceanfront Inn
9.2/10 Wonderful! (1,948 reviews)
Nov 11 - Nov 15
4 night stay
New York (NYC) to Norfolk (ORF)
American Airlines • Roundtrip • Coach
Price was $588, price is now $448 per person
$448
per person
just found
Clean room with basic amenities. Outstanding accommodations for beach access. Including pool, playground, and plenty of gathering and cookout areas. We loved the oceanfront gazebo with plenty of seating and great view of the ocean. Not to mention a fantastic breakfast is included. This hotel checks all the right boxes fo ar very reasonable price.
Reviewed on Sep 28, 2026

2.5-star property
Outer Banks Beach Club
9/10 Wonderful! (94 reviews)
Nov 11 - Nov 15
4 night stay
New York (NYC) to Norfolk (ORF)
American Airlines • Roundtrip • Coach
Price was $662, price is now $535 per person
$535
per person
found 1 hour ago
This hotel completely dropped the ball on our reservation. We went thought Expedia to book and that part was very easy. We checked in Thursday and everything went well. On Saturday at 3:45 we had a knock on our door demanding that we pack up immediate and move rooms. Apparently the room wasn’t available for the entirety of our trip and we were supposed to switch rooms half way through the stay. However, the front desk staff failed to tell us this when we checked in. We had no idea that the room wasn’t available for the whole weekend until that moment. We had to move 6 people, plus all of the food in the fridge to a different room with 20 minutes notice. We missed our dinner reservation because they told us we had no choice but to move right then. We paid full price for our stay, missed a dinner reservation, and got absolutely nothing from the hotel. It was terrible customer service, especially when it was their fault they didn’t tell us we would need to change rooms at check in. Very disappointing considering we only had 4 days in OBX and we had never been there before.
Reviewed on Sep 8, 2026
Top rated hotels for your Eastern Shore of Virginia vacation package

Waterside Inn
3761 Main St Chincoteague VA
30.05 mi from city center
$56 nightly
The price is $63 total per night
$63 total
Oct 18 - Oct 19
Total with taxes and fees
Guests staying at Waterside Inn enjoy access to a marina, a gym, and free WiFi in public areas. A stay here includes free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include meeting rooms, a seasonal outdoor pool, and a computer station.

Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Free Cancellation
Reserve now, pay when you stay
30.89 mi from city center
$79 nightly
The price is $89 total per night
$89 total
Oct 1 - Oct 2
Total with taxes and fees
At Chincoteague Inn, guests have access to an outdoor pool, free WiFi in public areas, and a seasonal outdoor pool. You can put free parking to good use if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Additional amenities include coffee/tea in a common area, a vending machine, and a picnic area.

Key West Cottages
4251 Main Street Chincoteague VA
30.79 mi from city center
$224 nightly
The price is $252 total per night
$252 total
Oct 18 - Oct 19
Total with taxes and fees
Guests staying at Key West Cottages enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a seasonal outdoor pool, free use of bicycles, and free newspapers.
Don't see what you're looking for?
See all available properties in Eastern Shore of Virginia
View all propertiesLowest 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.
Explore More Ways to Travel with Travelocity
- 4 Star Hotels in Chesapeake Bay
- B&B in Chesapeake Bay
- Cabin Rentals in Chesapeake Bay
- Condo Rentals in Chesapeake Bay
- Extended Stay Hotels in Chesapeake Bay
- Guest Houses in Chesapeake Bay
- Holiday Park Resorts in Chesapeake Bay
- Hostels in Chesapeake Bay
- All Inclusive Resorts & in Chesapeake Bay
- Arcade Hotels in Chesapeake Bay
- Beach Resorts & in Chesapeake Bay
- Bluegreen Resorts in Chesapeake Bay
- Casino Resorts & in Chesapeake Bay
- Cheap Hotels in Chesapeake Bay
- Kid Friendly Hotels in Chesapeake Bay
- Gay Friendly Hotels in Chesapeake Bay
- Historic Hotels in Chesapeake Bay
- Hotels with Suites in Chesapeake Bay
- Hotels with Pool in Chesapeake Bay
- Hotels with a Lazy River in Chesapeake Bay
- Hotels with Balconies in Chesapeake Bay
- Hotels with Bar in Chesapeake Bay
- Hotels with an Indoor Pool in Chesapeake Bay
- Hotels with Waterslides in Chesapeake Bay
- Hotels on the Lake in Chesapeake Bay
- Luxury Hotels in Chesapeake Bay
- Oceanfront Hotels in Chesapeake Bay
- Pet Friendly Hotels in Chesapeake Bay
- Remington Hotels in Chesapeake Bay
- Hotels on the River in Chesapeake Bay
- Romantic Getaways & Hotels in Chesapeake Bay
- Hotels with Shopping in Chesapeake Bay
- Ski Resorts & in Chesapeake Bay
- Spa Resorts & in Chesapeake Bay
- Chesapeake Bay Hotels
- Houseboats in Chesapeake Bay
- Inns in Chesapeake Bay
- Motels in Chesapeake Bay
- Vacation Homes in Chesapeake Bay
- Rv Parks in Chesapeake Bay
- Resorts in Chesapeake Bay
- Villas in Chesapeake Bay
- 4 Star Hotels in Assateague Island National Seashore
- Apartments in Assateague Island National Seashore
- B&B in Assateague Island National Seashore
- Cabin Rentals in Assateague Island National Seashore
- Condo Rentals in Assateague Island National Seashore
- Cottages in Assateague Island National Seashore
- Beach Resorts & in Assateague Island National Seashore
- Kid Friendly Hotels in Assateague Island National Seashore
- Hotels with Hot Tubs in Assateague Island National Seashore
- Hotels with an Indoor Pool in Assateague Island National Seashore
- Luxury Hotels in Assateague Island National Seashore
- Romantic Getaways & Hotels in Assateague Island National Seashore
- Spa Resorts & in Assateague Island National Seashore
- Assateague Island National Seashore Hotels
- Rv Parks in Assateague Island National Seashore
- Resorts in Assateague Island National Seashore
- Villas in Assateague Island National Seashore
- Flights to Chesapeake Bay
- Flights from Atlanta to Chesapeake Bay
- Flights from Boston to Chesapeake Bay
- Flights from Charlotte to Chesapeake Bay
- Flights from Chicago to Chesapeake Bay
- Flights from Dallas to Chesapeake Bay
- Flights from Denver to Chesapeake Bay
- Flights from Houston to Chesapeake Bay
- Flights from Las Vegas to Chesapeake Bay
- Flights from Los Angeles to Chesapeake Bay
- Flights from Miami to Chesapeake Bay
- Flights from Nashville to Chesapeake Bay
- Flights from New Orleans to Chesapeake Bay
- Flights from Orlando to Chesapeake Bay
- Flights from San Francisco to Chesapeake Bay
- Flights from Seattle to Chesapeake Bay
- Flights from Hartford to Chesapeake Bay
- Flights from Oakland to Chesapeake Bay
- Flights from Jacksonville to Chesapeake Bay
- Flights to Assateague Island National Seashore
- Flights from Boston to Assateague Island National Seashore
- Flights from Charlotte to Assateague Island National Seashore
- Flights from Philadelphia to Assateague Island National Seashore
- Flights from Raleigh to Assateague Island National Seashore
- Flights from San Antonio to Assateague Island National Seashore
- Flights from Myrtle Beach to Assateague Island National Seashore
- Flights from Pittsburgh to Assateague Island National Seashore
- Flights from Newark to Assateague Island National Seashore
- Flights from Norfolk - Virginia Beach to Assateague Island National Seashore
- Flights from Asheville to Assateague Island National Seashore
- Flights from Charlottesville to Assateague Island National Seashore
- Flights from Assateague Island National Seashore








