Williamsburg

Travel Guide

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is CA $253 per night from Feb 23 to Feb 24
CA $253
CA $326 total
Feb 23 - Feb 24
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
Nice stay, but a little too crowded.

Reviewed on Jan 30, 2026

Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway Seaford DE
The price is CA $106 per night from Feb 25 to Feb 26
CA $106
CA $118 total
Feb 25 - Feb 26
includes taxes & fees
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
6.6/10 (886 reviews)
The room was very clean and comfortable.

Reviewed on Jan 21, 2026

Days Inn & Suites by Wyndham Seaford
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
The price is CA $244 per night from Feb 25 to Feb 26
CA $244
CA $268 total
Feb 25 - Feb 26
includes taxes & fees
Book a stay at this spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (848 reviews)
Beautiful historic but with nice mix-in of modern hotel. Friendly, professional staff. Great location. My wife and I had a fantastic stay.

Reviewed on Jan 13, 2026

The Tidewater Inn
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.
Historic Waterfront Estate with Pool & Pet-Friendly  – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Stay at this vacation home in Oxford. Enjoy private pools, a garden, and laundry facilities. Popular attractions Oxford Museum and Royston Island are located ...
9.8/10 Exceptional! (20 reviews)
Lovely stay
Wonderful location for a family reunion. Very close to Oxford but felt nicely secluded. House itself was beautiful and charming, and pool was amazing in this hot weather. Would highly recommend

Reviewed on Jun 25, 2025

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge MD
Stay at this vacation home in Cambridge. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Bay Country Shop and Dorchester County Historical ...
8.6/10 Excellent! (9 reviews)
Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars!

Reviewed on Jan 11, 2026

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Stunning Waterfront Hideaway on Michener's Choptank River.  Special Rates*

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Greensboro MD
Stay at this vacation home in Greensboro. Enjoy free WiFi, private pools, and a garden. Popular attractions Museum of Rural Life and Martinak State Park are ...
10/10 Exceptional! (61 reviews)
Such a lovely place! We recently had our small family wedding there and it was perfect. We’ve been coming every year for four years. Wonderful hosts!

Reviewed on Sep 1, 2025

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
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.