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Delray Vacation Packages

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Delray Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was $381, price is now $365 per person
$365
per person
Oct 18 - Oct 21
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation are located nearby.

Wayside Inn

Wayside Inn

3.5 out of 5
Price was $419, price is now $389 per person
$389
per person
Oct 18 - Oct 21
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation are located nearby.
Clean room at a reasonable price. Interesting old inn.

Reviewed on Aug 11, 2026

Canal Cabins

Canal Cabins

3 out of 5
Price was $427, price is now $421 per person
$421
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Providence (PVD) to Martinsburg (MRB)
Stay at this cabin in Paw Paw. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Paw Paw Tunnel and Sideling Hill Wildlife Management Area are located nearby.
Andy was so kind and welcoming. What a fantastic place for a 2 day getaway. Clean and cozy with hot showers. There’s a fire pit and plenty of wood so we roasted brats and marshmallows. Can’t wait to visit again in the fall! 12/10 stars!

Reviewed on Aug 10, 2026

Delray Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was $381, price is now $365 per person
$365
per person
Oct 18 - Oct 21
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Wayside Inn

Wayside Inn

3.5 out of 5
Price was $419, price is now $389 per person
$389
per person
Oct 18 - Oct 21
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Canal Cabins

Canal Cabins

3 out of 5
Price was $427, price is now $421 per person
$421
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Providence (PVD) to Martinsburg (MRB)

Top Flight Deals

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

Frontier Airlines
Fri, Oct 2 - Fri, Oct 2
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Fri, Oct 2, priced at $110 found 3 days ago
Frontier Airlines
Tue, Sep 29 - Mon, Oct 12
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Orlando Intl. to Washington Dulles Intl., returning Mon, Oct 12, priced at $131 found 1 day ago
Frontier Airlines
Sat, Sep 5 - Sat, Sep 12
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$140 Roundtrip, found 11 hours ago
$140
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Tampa Intl. to Washington Dulles Intl., returning Sat, Sep 12, priced at $140 found 11 hours ago
Frontier Airlines
Tue, Sep 22 - Wed, Oct 7
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$151 Roundtrip, found 7 hours ago
$151
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Sep 22 from Dallas-Fort Worth Intl. to Washington Dulles Intl., returning Wed, Oct 7, priced at $151 found 7 hours ago