Winery Hotels in Eastern Shore, MD
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Eastern Shore Winery Hotels

Red Roof Inn Perryville
61 Heather Lane Perryville MD
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $73 total per night
$73 total
Jan 18 - Jan 19
Total with taxes and fees
Guests of Red Roof Inn Perryville enjoy access to free WiFi in public areas, meeting rooms, and a 24-hour business center. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with locker space, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, a meeting room, and a computer station.
Pet friendly
Parking included

Wingate by Wyndham North East
39 Elwoods Rd North East MD
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $103 total per night
$103 total
Jan 11 - Jan 12
Total with taxes and fees
Wingate by Wyndham North East features a gym, free WiFi in public areas, and conference space. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a business center, a microwave in a common area, and a computer station.
Breakfast included
Pet friendly

Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $77 total per night
$77 total
Jan 8 - Jan 9
Total with taxes and fees
Guests of Americas Best Value Inn Princess Anne enjoy features like free WiFi in public areas. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pet friendly
Free WiFi

Villas of Ocean Pines
11029 Cathell Road Berlin MD
Guests staying at Villas of Ocean Pines enjoy access to a water park, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Additional amenities include free use of bicycles, a terrace, and laundry facilities.
Kitchen
Washer

Comfort Inn & Suites North East
1 Center Drive I 95 Exit 100 North East MD
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $89 total per night
$89 total
Jan 11 - Jan 12
Total with taxes and fees
Guests of Comfort Inn & Suites North East have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Breakfast included

Holiday Inn Express North East by IHG
101 Hotel Plz North East MD
Free Cancellation
$89 nightly
The price is $100 total per night
$100 total
Jan 11 - Jan 12
Total with taxes and fees
Guests of Holiday Inn Express North East by IHG have access to an outdoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
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.
Eastern Shore hotels essential information
Accommodation | 7,567 hotels |
|---|---|
Lowest Price | $73 |
Highest Price | $103 |
Popular hotels | Red Roof Inn Perryville, Wingate by Wyndham North East, Americas Best Value Inn Princess Anne, Villas of Ocean Pines, Comfort Inn & Suites North East, Holiday Inn Express North East by IHG |
Recent Winery Hotels Reviews

Hilton Garden Inn Ocean City Oceanfront
5/5 Excellent
"It was a beautiful hotel with a great views! The lobby was my favorite place to hang out and catch up with my family!"
A verified traveler stayed at Hilton Garden Inn Ocean City Oceanfront
Posted 2 days ago
More to Explore
- Cheap Hotels in Olney
- Hotels with Childcare in Maryland
- Hotels with Free Airport Shuttle in Maryland
- Hotels with Shopping in Maryland
- Boutique Hotels in Bowie
- Business Hotels in Bowie
- Kid Friendly Hotels in Bowie
- Gay Friendly Hotels in Bowie
- Hotels with Pool in Bowie
- Hotels with Bar in Bowie
- Hotels with Free Parking in Bowie
- Hotels with an Indoor Pool in Bowie
- Hotels with Kitchenettes in Bowie
- Pet Friendly Hotels in Bowie
- Romantic Getaways & Hotels in Bowie
- Spa Resorts & in Bowie
- Hotels with a Wedding Venue in Bowie
- Hotels near Talbot County Visitor Center
- Hotels near Talbot Massage
- Hotels near Customs House
- All Inclusive Resorts & in Washington
- Arcade Hotels in Washington
- Beach Resorts & in Washington
- Boutique Hotels in Washington
- Casino Resorts & in Washington
- Cheap Hotels in Washington
- Business Hotels in Washington
- Kid Friendly Hotels in Washington
- Gay Friendly Hotels in Washington
- Golf Resorts & in Washington
- Historic Hotels in Washington
- Hotels with Suites in Washington
- Hotels with Pool in Washington
- Hotels with Balconies in Washington
- Hotels with Bar in Washington
- Hotels with Childcare in Washington
- Hotels with Free Breakfast in Washington
- Hotels with Free Parking in Washington
- Hotels with Hot Tubs in Washington
- Hotels with an Indoor Pool in Washington
- Hotels with Kitchenettes in Washington
- Luxury Hotels in Washington
- Oceanfront Hotels in Washington
- Pet Friendly Hotels in Washington
- Romantic Getaways & Hotels in Washington
- Ski Resorts & in Washington
- Spa Resorts & in Washington
- Waterpark Hotels & Resorts in Washington
- Hotels with a Wedding Venue in Washington
- Pet Friendly Hotels in Talbot County
- Inns in Talbot County
- Apartments in Easton
- B&B in Easton
- Cabin Rentals in Easton
- Extended Stay Hotels in Easton
- Cheap Hotels in Easton
- Kid Friendly Hotels in Easton
- Golf Resorts & in Easton
- Historic Hotels in Easton
- Hotels with Bar in Easton
- Hotels with Free Parking in Easton
- Hotels with Hot Tubs in Easton
- Hotels with an Indoor Pool in Easton
- Luxury Hotels in Easton
- Romantic Getaways & Hotels in Easton
- Easton Hotels
- Motels in Easton
- Vacation Homes in Easton
- Resorts in Easton
- Beach Resorts & in St. Michaels
- Cheap Hotels in St. Michaels
- Kid Friendly Hotels in St. Michaels
- Gay Friendly Hotels in St. Michaels
- Golf Resorts & in St. Michaels
- Historic Hotels in St. Michaels
- Hotels with Pool in St. Michaels
- Hotels with Free Breakfast in St. Michaels
- Hotels with Hot Tubs in St. Michaels
- Hotels with an Indoor Pool in St. Michaels
- Hotels with Restaurants in St. Michaels
- Luxury Hotels in St. Michaels
- Oceanfront Hotels in St. Michaels
- Pet Friendly Hotels in St. Michaels
- Romantic Getaways & Hotels in St. Michaels
- Spa Resorts & in St. Michaels
- Hotels with a Wedding Venue in St. Michaels
- Hotels near Avalon Theatre
- Hotels with Pool in Trappe
- Romantic Getaways & Hotels in Trappe


