Name: The Gin Hotel, an Ascend Collection Hotel
Price range: $126 total

The Chessie Trail flight + hotel vacation packages

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

Grey Pine Lodge

$666

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Weyers Cave (SHD)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A virtual front desk are provided for your convenience.

Waynesboro Home Near Wintergreen Charlottesville

$1,517

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Weyers Cave (SHD)

This vacation home features free WiFi in public areas, a garden, and barbecue grills.

Massanutten's Regal Vistas by Tripforth

$938

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Weyers Cave (SHD)

This vacation home features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Multilingual staff can provide around-the-clock assistance and barbecue grills are on offer.

Massanuttens Shenandoah Villas by Tripforth

$745

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Weyers Cave (SHD)

This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a picnic area and multilingual staff can provide around-the-clock assistance.

The Summit at Massanutten Resort by Tripforth

$778

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Portland (PWM) to Weyers Cave (SHD)

An outdoor pool is featured at this vacation home, along with free self parking. Enjoy the indoor pool and perks like free WiFi. A gym is also provided.

Top The Chessie Trail hotels deals

Wingate by Wyndham Lexington

1100 N Lee Hwy Lexington VA

$84 nightly

$97 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Hot Tub

Hampton Inn Lexington-Historic District

401 E Nelson St Lexington VA

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$120 total

Feb 22 - Feb 23

Total with taxes and fees

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

Pool

Hot Tub

Comfort Inn Lexington Virginia Horse Center

62 Comfort Way Lexington VA

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$84 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and free internet in public areas. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Best Western Plus Inn at Hunt Ridge

25 Willow Springs Road Lexington VA

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$101 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.

Pool

Breakfast included

Country Inn & Suites by Radisson, Lexington, VA

875 N Lee Hwy Lexington VA

Free Cancellation

$84 nightly

$96 total

Feb 16 - Feb 17

Total with taxes and fees

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.

Pool

Hot Tub

The Gin Hotel, an Ascend Collection Hotel

30 South Main Street Lexington VA

Free Cancellation

$111 nightly

$126 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Breakfast included

Parking included

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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.

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