Name: The Gin Hotel, an Ascend Collection Hotel
Price range: $124 total

The Chessie Trail flight + hotel vacation packages

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

Hyatt Studios Harrisonburg

$380

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Weyers Cave (SHD)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A convenience store is provided and the front desk is staffed around-the-clock.

Stable Craft Brewing & Cidery

$418

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Weyers Cave (SHD)

This farm stay doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a virtual front desk are also provided.

Massanuttens Shenandoah Villas by Tripforth

$563

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Blackburn Inn and Conference Center

$388

per person

Jun 21 - Jun 24

found 20 hours ago

Roundtrip flight included

Boston (BOS) to Weyers Cave (SHD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

Steeles Tavern Manor

$732

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Roanoke (ROA)

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Top The Chessie Trail hotels deals

Howard Johnson by Wyndham Lexington

2836 North Lee Highway Lexington VA

Free Cancellation

Reserve now, pay when you stay

$60 nightly

$69 total

May 17 - May 18

Total with taxes and fees

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

Pool

Breakfast included

Best Western Lexington Inn

850 N Lee Highway Lexington VA

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$79 total

May 24 - May 25

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Breakfast included

Pet friendly

Comfort Inn Lexington Virginia Horse Center

62 Comfort Way Lexington VA

Free Cancellation

$71 nightly

$82 total

Jun 1 - Jun 2

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

$99 nightly

$114 total

Jun 8 - Jun 9

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

Tru by Hilton Lexington, VA

22 Hotel Dr. Lexington VA

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$95 total

Jun 1 - Jun 2

Total with taxes and fees

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Breakfast included

The Gin Hotel, an Ascend Collection Hotel

30 South Main Street Lexington VA

$109 nightly

$124 total

Jun 9 - Jun 10

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.

Popular places to visit

Virginia Military Institute

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Explore the campus of Virginia Military Institute, during your travels in Lexington. Attend a sporting event in the area, or seek out the horseback riding.

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Enjoy the collegiate vibe when you visit Washington and Lee University, during your travels in Lexington. While you're here, you can savor the top-notch restaurants.

Virginia Horse Center

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