Cheap Vacations in Eastern Shore of Virginia

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3-night Eastern Shore of Virginia vacations

Price found within the past 48 hours. Click for updated prices.
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
Price was $445, price is now $369 per person
$369
per person
Mar 27 - Mar 30
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Salisbury (SBY)
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Price was $814, price is now $517 per person
$517
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
The Sanderling

The Sanderling

4 out of 5
Price was $843, price is now $636 per person
$636
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $966, price is now $761 per person
$761
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Price was $1,778, price is now $1,466 per person
$1,466
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $520, price is now $439 per person
$439
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

4 out of 5
Price was $604, price is now $513 per person
$513
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $487, price is now $423 per person
$423
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Blue Heron Motel

Blue Heron Motel

2.5 out of 5
Price was $525, price is now $457 per person
$457
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
Outer Banks Beach Club

Outer Banks Beach Club

2.5 out of 5
Price was $661, price is now $577 per person
$577
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection

4 out of 5
Price was $1,161, price is now $1,027 per person
$1,027
per person
Apr 17 - Apr 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Tranquil House Inn

Tranquil House Inn

2 out of 5
Price was $803, price is now $726 per person
$726
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)

4-night Eastern Shore of Virginia vacations

Price found within the past 48 hours. Click for updated prices.
Seahorse Inn and Cottages

Seahorse Inn and Cottages

2.5 out of 5
Price was $365, price is now $296 per person
$296
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $995, price is now $681 per person
$681
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,178, price is now $829 per person
$829
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $497, price is now $354 per person
$354
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $533, price is now $386 per person
$386
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Beach Walk

Beach Walk

2 out of 5
Save 100% on your flight
Price was $2,668, price is now $1,977 per person
$1,977
per person
Apr 2 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

4 out of 5
Price was $590, price is now $441 per person
$441
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Price was $1,310, price is now $1,048 per person
$1,048
per person
Apr 2 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Price was $1,597, price is now $1,292 per person
$1,292
per person
Apr 2 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
Outer Banks Beach Club

Outer Banks Beach Club

2.5 out of 5
Price was $623, price is now $506 per person
$506
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Dolphin Oceanfront Motel

Dolphin Oceanfront Motel

2 out of 5
Price was $481, price is now $396 per person
$396
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Shutters on the Banks

Shutters on the Banks

3.5 out of 5
Price was $510, price is now $421 per person
$421
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)

5-night Eastern Shore of Virginia vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake

3 out of 5
Price was $521, price is now $487 per person
$487
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $1,393, price is now $1,100 per person
$1,100
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Norfolk (ORF)
The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $1,415, price is now $1,230 per person
$1,230
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Four Points By Sheraton Virginia Beach Oceanfront

Four Points By Sheraton Virginia Beach Oceanfront

3 out of 5
Price was $695, price is now $621 per person
$621
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $3,788, price is now $3,389 per person
$3,389
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Norfolk (ORF)
Fairfield Inn & Suites by Marriott Virginia Beach/Norfolk Airport

Fairfield Inn & Suites by Marriott Virginia Beach/Norfolk Airport

3 out of 5
Price was $601, price is now $553 per person
$553
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Moxy Virginia Beach Oceanfront

Moxy Virginia Beach Oceanfront

3 out of 5
Price was $574, price is now $532 per person
$532
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Fairfield Inn & Suites by Marriott Virginia Beach Town Center

Fairfield Inn & Suites by Marriott Virginia Beach Town Center

2.5 out of 5
Price was $674, price is now $627 per person
$627
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Residence Inn by Marriott Virginia Beach Town Center

Residence Inn by Marriott Virginia Beach Town Center

3 out of 5
Price was $684, price is now $637 per person
$637
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Residence Inn by Marriott Norfolk Airport

Residence Inn by Marriott Norfolk Airport

3 out of 5
Price was $587, price is now $561 per person
$561
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake

2.5 out of 5
Price was $550, price is now $526 per person
$526
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Sheraton Virginia Beach Oceanfront Hotel

Sheraton Virginia Beach Oceanfront Hotel

3.5 out of 5
Price was $678, price is now $659 per person
$659
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)

6-7 night Eastern Shore of Virginia vacations

Price found within the past 48 hours. Click for updated prices.
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Save 100% on your flight
Price was $705, price is now $486 per person
$486
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Save 100% on your flight
Price was $1,028, price is now $628 per person
$628
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Save 100% on your flight
Price was $1,107, price is now $697 per person
$697
per person
Apr 13 - Apr 20
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $2,439, price is now $1,550 per person
$1,550
per person
Apr 11 - Apr 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $790, price is now $502 per person
$502
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $945, price is now $620 per person
$620
per person
Apr 11 - Apr 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $2,312, price is now $1,583 per person
$1,583
per person
Apr 11 - Apr 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
Save 100% on your flight
Price was $688, price is now $500 per person
$500
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Save 100% on your flight
Price was $1,081, price is now $786 per person
$786
per person
Apr 13 - Apr 20
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Price was $1,081, price is now $790 per person
$790
per person
Apr 13 - Apr 20
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Price was $1,035, price is now $779 per person
$779
per person
Apr 13 - Apr 20
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
Outer Banks Beach Club

Outer Banks Beach Club

2.5 out of 5
Save 100% on your flight
Price was $1,062, price is now $808 per person
$808
per person
Apr 11 - Apr 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)

Flight deals to Eastern Shore of Virginia

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Mar 5 - Fri, Mar 13
ATL
Atlanta
ORF
Norfolk
$57 Roundtrip, found 10 hours ago
$57
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Mar 5 from Atlanta to Norfolk, returning Fri, Mar 13, priced at $57 found 10 hours ago
Sat, Apr 25 - Mon, Apr 27
MCO
Orlando
ORF
Norfolk
$80 Roundtrip, found 6 days ago
$80
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Orlando to Norfolk, returning Mon, Apr 27, priced at $80 found 6 days ago
Fri, Aug 21 - Sun, Aug 23
JAX
Jacksonville
ORF
Norfolk
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 21 from Jacksonville to Norfolk, returning Sun, Aug 23, priced at $122 found 4 days ago

Top rated hotels for your Eastern Shore of Virginia vacation

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
30.79 mi from city center
$134 nightly
The price is $151 total per night
$151 total
Feb 23 - Feb 24
Total with taxes and fees
With a stay at Key West Cottages in Chincoteague (Downtown Chincoteague), you'll be a 3-minute walk from Chincoteague Channel and 6 minutes by foot from Robert N. Reed Downtown Waterfront Park.
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Free Cancellation
Reserve now, pay when you stay
30.72 mi from city center
$105 nightly
The price is $119 total per night
$119 total
Mar 22 - Mar 23
Total with taxes and fees
Located in Chincoteague (Downtown Chincoteague), Comfort Suites Chincoteague Island Bayfront Resort is within a 5-minute walk of Robert N. Reed Downtown Waterfront Park and within 3 minutes by car from Captain Timothy Hill House.
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
30.89 mi from city center
Get rates
A stay at Chincoteague Inn places you in the heart of Chincoteague, within a 5-minute drive of Museum of Chincoteague and Captain Timothy Hill House.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.