Cheap Vacations in Isle of Wight County

Choose two or more items and save on your trip:

Isle of Wight County vacations

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

Sea Ranch Resort

3 out of 5
Price was $466, price is now $395 per person
$395
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $731, price is now $576 per person
$576
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
Price was $631, price is now $512 per person
$512
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
Pony Island Inn

Pony Island Inn

2.5 out of 5
Price was $603, price is now $495 per person
$495
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Mia's Boutique Hotel

Mia's Boutique Hotel

2 out of 5
Whalebone
Price was $531, price is now $437 per person
$437
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $869, price is now $716 per person
$716
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Shutters on the Banks

Shutters on the Banks

3.5 out of 5
Price was $474, price is now $398 per person
$398
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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
Northeast Virginia Beach
Price was $522, price is now $443 per person
$443
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
Price was $696, price is now $595 per person
$595
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
The Sitio

The Sitio

4 out of 5
Northeast Virginia Beach
Price was $1,181, price is now $1,009 per person
$1,009
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)

3-night Isle of Wight County vacations

Price found within the past 48 hours. Click for updated prices.
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
Price was $464, price is now $382 per person
$382
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
The Capes Hotel

The Capes Hotel

3 out of 5
Price was $524, price is now $428 per person
$428
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
Pony Island Inn

Pony Island Inn

2.5 out of 5
Price was $603, price is now $495 per person
$495
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Mia's Boutique Hotel

Mia's Boutique Hotel

2 out of 5
Price was $531, price is now $437 per person
$437
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $869, price is now $716 per person
$716
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Shutters on the Banks

Shutters on the Banks

3.5 out of 5
Price was $474, price is now $398 per person
$398
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $466, price is now $395 per person
$395
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

2.5 out of 5
Price was $575, price is now $490 per person
$490
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
Blackbeard's Lodge

Blackbeard's Lodge

3.5 out of 5
Price was $573, price is now $497 per person
$497
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
Price was $522, price is now $457 per person
$457
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
Sundial Inn

Sundial Inn

2 out of 5
Price was $466, price is now $409 per person
$409
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $485, price is now $430 per person
$430
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)

4-night Isle of Wight County vacations

Price found within the past 48 hours. Click for updated prices.
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
Price was $291, price is now $261 per person
$261
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $731, price is now $576 per person
$576
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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
Price was $522, price is now $443 per person
$443
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
The Sitio

The Sitio

4 out of 5
Price was $1,181, price is now $1,009 per person
$1,009
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Schooner Inn

Schooner Inn

2 out of 5
Price was $450, price is now $387 per person
$387
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $735, price is now $634 per person
$634
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Price was $756, price is now $660 per person
$660
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

2.5 out of 5
Price was $555, price is now $489 per person
$489
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Price was $920, price is now $818 per person
$818
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton

4 out of 5
Price was $638, price is now $568 per person
$568
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
Price was $450, price is now $400 per person
$400
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Price was $413, price is now $371 per person
$371
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)

5-night Isle of Wight County vacations

Price found within the past 48 hours. Click for updated prices.
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
Price was $631, price is now $512 per person
$512
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Norfolk (ORF)

6-7 night Isle of Wight County vacations

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Virginia Beach

Howard Johnson by Wyndham Virginia Beach

2.5 out of 5
Price was $513, price is now $440 per person
$440
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
Price was $696, price is now $595 per person
$595
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
La Quinta Inn by Wyndham Norfolk Virginia Beach

La Quinta Inn by Wyndham Norfolk Virginia Beach

3 out of 5
Price was $581, price is now $497 per person
$497
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
Price was $582, price is now $503 per person
$503
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
Price was $610, price is now $527 per person
$527
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton

4 out of 5
Price was $899, price is now $781 per person
$781
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Price was $732, price is now $651 per person
$651
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

4 out of 5
Price was $706, price is now $629 per person
$629
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Homewood Suites by Hilton Virginia Beach/Norfolk Airport

Homewood Suites by Hilton Virginia Beach/Norfolk Airport

3 out of 5
Price was $893, price is now $807 per person
$807
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Price was $627, price is now $569 per person
$569
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

Holiday Inn Express Hotel & Suites Norfolk Airport by IHG

2.5 out of 5
Price was $770, price is now $701 per person
$701
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)
Holiday Inn Virginia Beach - Norfolk by IHG

Holiday Inn Virginia Beach - Norfolk by IHG

3 out of 5
Price was $909, price is now $829 per person
$829
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Norfolk (ORF)

Top places to visit in Isle of Wight County

A river curving through a landscape with dry grass fields, a dock with boats, and houses along the riverbank.
FlightsFlightsHotelsHotels

Smithfield

Smithfield
A rural road with a sign for Carrollton, a brick building, and lush greenery.
FlightsFlightsHotelsHotels

Carrollton

Carrollton

Flight deals to Isle of Wight County

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

Sat, Oct 3 - Sat, Oct 10
ATL
Atlanta
ORF
Norfolk
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Atlanta to Norfolk, returning Sat, Oct 10, priced at $80 found 1 day ago
Thu, Sep 24 - Tue, Sep 29
JAX
Jacksonville
ORF
Norfolk
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 24 from Jacksonville to Norfolk, returning Tue, Sep 29, priced at $113 found 1 day ago
Tue, Oct 13 - Sat, Oct 17
MCO
Orlando
ORF
Norfolk
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Oct 13 from Orlando to Norfolk, returning Sat, Oct 17, priced at $116 found 1 day ago

Top rated hotels for your Isle of Wight County vacation

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
27.46 mi from city center
$107 nightly
The price is $122 total per night
$122 total
Sep 30 - Oct 1
Total with taxes and fees
With a stay at Vacation Village At Williamsburg, you'll be centrally located in Williamsburg, within a 5-minute drive of Williamsburg Premium Outlets and College of William and Mary.
Pool
Hot Tub
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
24.71 mi from city center
$92 nightly
The price is $105 total per night
$105 total
Sep 8 - Sep 9
Total with taxes and fees
Located in Williamsburg, Hilton Vacation Club The Historic Powhatan Williamsburg is in the historical district, a 4-minute drive from College of William and Mary and 6 minutes from Jamestown Settlement.
Pool
Parking included
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
25.76 mi from city center
$116 nightly
The price is $134 total per night
$134 total
Sep 7 - Sep 8
Total with taxes and fees
A stay at Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel places you in the heart of Williamsburg, steps from Colonial Williamsburg Visitor Center and a 3-minute drive from Merchants Square.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Isle of Wight County
View all properties
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.