Hotels in Eastern Shore of Virginia

Historic Room #1

A spacious, homey room with an equally luxurious, large bathroom. The bathroom has a step-in bathtub and shower and plenty of storage space under the sink. Both the bedroom and bathroom offer stunning views of the historic town below, rich with centuries of history. The room features a full canopy bed, multiple drawers, and a fireplace. Guests staying Monday-Friday are served breakfast at Sugar Water Restaurant from 7-11AM, with brunch available on Saturdays (10AM-4PM) and Sundays (10AM-2PM).

Cricket Hill House — Waterfront Suite, 2 East

Cricket Hill House is a boutique waterfront inn on historic Gwynn’s Island overlooking Milford Haven & the Chesapeake Bay. Designed, built & run by Gary Goerss this project is 20 years in the making. We are excited to offer private suites with expansive water views, peaceful sunrises, & shared gathering spaces that encourage guests to relax on the water. We're in the process of opening more rooms, but for now have 4 available + the option to rent one of the buildings. IG: @crickethillhouse

VA Beach Ocean Beach Club 2BR, 2BA

Stay in an upscale resort that’s near everything you want to visit. Begin your luxury oceanfront vacation at the Hilton Vacation Club Ocean Beach Club resort with contemporary tropical decor, exceptional guest service, and the best collection of amenities and services including indoor and outdoor pools, kids pool, Tortuga's Tiki Bar, and a state-of-the-art fitness center. This is priced for a 2BR lockoff unit, but you can ask me about paying less for the 1BR or studio for less if you prefer.

Boutique King Room Near Colonial Williamsburg

Discover the newly renovated Rochambeau Roadside Inn at the gateway to Colonial Williamsburg. Our independent boutique property offers 22 bright, design-forward rooms with vaulted ceilings, woven rugs, vintage furnishings, and local art. The lobby is open limited daytime hours for snacks, drinks, local tips, and complimentary weekend breakfast. A perfect mix of nostalgia and comfort just minutes from Colonial Williamsburg and Busch Gardens. Please note our King Rooms are not pet-friendly.

Escape To Our Beachfront Oasis | Private Beach

With panoramic water views, Delta Hotels by Marriott Virginia Beach Waterfront is an oasis on the shores of the breathtaking Chesapeake Bay. Thrill your palate with fresh oysters, fish, and coastal cuisine at our distinctive hotel restaurant, featuring inspiring water views. After an unforgettable day on our private beach, refresh in the sparkling waters of our outdoor pool or exhilarate your body at our modern hotel fitness center with cardio equipment and free weights.

King Bed | Free Breakfast. Free Parking. Pool

SpringHill Suites Prince Frederick in Maryland offers comfortable accommodations with air-conditioned rooms, kitchenettes, and modern amenities like a flat-screen TV and free wired internet. The hotel features an indoor pool and a fitness center. Enjoy the complimentary breakfast buffet served daily and relax in the cozy lobby. Conveniently located near Running Hare Vineyard and Patuxent River. Enjoy: ✔ Complimentary breakfast ✔ Free parking ✔ Heated indoor pool

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG

Welcome to our beautiful 1BR Condo close to Historic Williamsburg! Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. Just three miles north of historic Williamsburg, we offer easy access to some of Williamsburg's most popular destinations.

Hideaway for Two | Fishing. Pool. Free Parking

Atlantic Inn provides guests with a place to rest from their Virginia adventures. Its location ensures guests enjoy the best that the city has to offer, since it is a mere walk to the Virginia Beach Boardwalk and a short drive to the Virginia Aquarium and Marine Science Center. If you don't feel like leaving the property just yet, you can while away your time in the outdoor pool. ✔ Pool ✔ Free parking ✔ Short walk to the beach ✔ Near local landmarks

Kingsgate Resort- 1 bedroom

You'll want to be as close as possible to the living history that is Colonial Williamsburg®, and Kingsgate is just 2 miles from the historic city. Walk among the shopkeepers, farmers and tradespeople who populated a town on the verge of revolution. Enter their homes and taverns and immerse yourself in their way of life. Whether you choose a guided or self-guided tour, a carriage or a Segway, you'll discover a precious past.

Beachfront high-rise with stunning views

Enjoy a relaxing beachfront escape in this spacious two-bedroom condo at The Colony in Virginia Beach. This beautifully appointed unit features a comfortable living area, a fully equipped kitchen, and a private balcony with stunning ocean views. With direct beach access and resort-style amenities, including a pool and nearby attractions, this is the perfect retreat for families or groups looking to unwind by the shore.

*Kingsgate - One Bedroom

Located close to historic Williamsburg, the decor and atmosphere of Kingsgate embodies the region's Colonial spirit. This peaceful resort is furnished in the style of the colonial period, yet it offers all the modern amenities and activities that will make your stay an enjoyable experience. Surrounded by the area's top attractions, sites and historic landmarks will ensure your family getaway is one to remember.

The Cutty Sark | King Suite, Beach Views, Balcony

For more than fifty years, the Cutty Sark has been a beloved landmark of Virginia Beach’s North End—known for its motel & cottages, relaxed charm, and steps-from-the-sand simplicity. Guests will experience refreshed interiors, upgraded amenities, and thoughtful design elements inspired by classic Virginia Beach surf culture—all while preserving the character that has defined the property for generations.