Select cities in the DMV

50% off—Surprise road trip adventures in the DMV

Guess Where Trips
Mandy Michals
Deal Expert
Choose from a selection of one-day road trips across the DMV for a day out to remember.

Why We Love This Deal

Guess Where Trips takes the stress out of planning and curates a surprise road trip adventure to take you places you may not ever have thought to go. Choose the ideal mystery road trip for you based on location and interest from the list of seasonal and year-round trips. 

Travelzoo members can score any DMV road trip for $32.50 (reg. $65) using the code TRAVELZOO.

Bring as many people as you can (legally) pile in the car—Guess Where recommends up to five people as the ideal group size. Trips depart from the Washington and Baltimore areas, and stops include hikes, hidden photo ops, local shops and more.

Guess Where has been featured in Lonely Planet, Narcity, Refinery29, The Globe and Mail and The Washington Post, the latter praising the surprise destination and the breadth of research that goes into the curation of the trips. Spice up your weekend (or weekday) with a one-of-a-kind excursion. 

What's included in mailed packages: a self-guided itinerary that includes a before-you-go guide with a packing list, approximate driving distances, and pre-trip tips—a series of four or five envelopes will reveal your itinerary with recommendations for roadside stops, restaurants and attractions.

Not included: Vehicle and gas, meals, and additional fees for parking and entrance. Shipping is included on orders over $50.

Travelzoo tip: Shopping for someone who's a bit of a mystery? A Guess Where Trip makes a great gift.

Book by Sept. 30.

* Restrictions may apply. Eligible for mailed trips. Not eligible for gift cards. Free shipping on orders over $50. Cannot combine with other offers. Only applicable on DMV physical trips for US shipping addresses.

50% off

at Guess Where Trips

When You Can Go



50% off

How to Book

Continue to Guess Where Trips

  1. Choose your preferred trip on the page.
  2. Select "Add to Cart".
  3. Enter code TRAVELZOO in the coupon code field.
  4. Proceed to checkout.

More Deals & Tips

50% off—Surprise road trip adventures in the DMV

50% off

at Guess Where Trips