Gaylord Hotels from S$106

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Gaylord hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1079)
Near Appleland Sports Centre and Kernstown Battlefield, this hotel offers a 24-hour fitness centre and complimentary WiFi. Guests praise the comfortable beds, helpful staff, and daily breakfast served from 6:00 AM on weekdays.
"Very clean, helpful staff"
United States
Kathleen
The price is S$138
includes taxes & fees
29 Dec - 30 Dec
Comfort Inn & Suites Winchester
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2226)
Located near Apple Blossom Mall and R-C Track, this hotel offers comfortable beds praised by travellers. Enjoy complimentary breakfast, WiFi, and parking while business amenities and helpful staff ensure a pleasant stay.
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is S$139
includes taxes & fees
23 Dec - 24 Dec
La Quinta Inn & Suites by Wyndham Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (770)
Minutes from Rutherford Crossing, this modern hotel features an inviting indoor pool and health club. Fuel your adventures with free breakfast before exploring nearby Star Fort Civil War Battlefield with helpful staff recommendations.
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is S$102
includes taxes & fees
5 Jan - 6 Jan, 2026
TRU By Hilton Winchester
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (783)
Experience comfort at this Winchester hotel with a 24-hour fitness centre and inviting indoor pool. Near Rutherford Crossing and Frederick County Fairgrounds, guests enjoy free breakfast, WiFi, and parking with attentive staff service.
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is S$142
includes taxes & fees
4 Jan - 5 Jan, 2026
SpringHill Suites by Marriott Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1000)
Refresh in the indoor pool at this Winchester hotel after shopping at nearby Apple Blossom Mall. Comfortable beds, refrigerators and microwaves await in each room, with Kems Restaurant and a bar for evening relaxation.
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is S$119
includes taxes & fees
1 Jan - 2 Jan, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (802)
"Nice stay and friendly people "
United States
ALFRED
The price is S$101
includes taxes & fees
2 Jan - 3 Jan, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Lunch and dinner served, American cuisine
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1004)
Experience comfort near Harpers Ferry National Historical Park at this riverside hotel. Unwind in the indoor pool, enjoy American cuisine at White Horse Tavern, or try your luck at the casino. Free breakfast, WiFi, and parking enhance your stay.
"Very nice people in the front desk"
United States
Ximena
The price is S$129
includes taxes & fees
4 Jan - 5 Jan, 2026
Clarion Inn Harpers Ferry - Charles Town
Terrace/patio
Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV
3.0 star property
Martinsburg
9.8 out of 10, Exceptional, (502)
This business-friendly hotel provides a free breakfast to fuel your day exploring Martinsburg. The indoor pool welcomes morning swims, while the fitness centre keeps workouts on track. Clean rooms await after visiting nearby attractions.
"The staff was so friendly! The beds were very comfortable and the room was vary spacious "
United States
Doris
The price is S$148
includes taxes & fees
4 Jan - 5 Jan, 2026
Home2 Suites by Hilton Martinsburg, WV
Free daily buffet breakfast
Hampton Inn Martinsburg

Hampton Inn Martinsburg

Hampton Inn Martinsburg
2.5 star property
Martinsburg
8.6 out of 10, Excellent, (1018)
Set in Martinsburg with restaurants nearby, this hotel offers a seasonal outdoor pool and fitness centre. Enjoy free breakfast, WiFi, and parking. Puppet Theatre and The Commons are close by, and guests praise the helpful staff and quiet atmosphere.
"Great hotel in a good location near stores, restaurants, etc! "
United States
Mawrin V
The price is S$118
includes taxes & fees
25 Dec - 26 Dec
Hampton Inn Martinsburg
Front of property
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (439)
"Excellent accommodations and breakfast. "
United States
William
The price is S$183
includes taxes & fees
29 Dec - 30 Dec
The Carriage Inn B&B
Interior
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (510)
Located in Winchester near Abram's Delight and Apple Blossom Mall, this hotel offers an indoor pool and fitness centre. Rooms include convenient sofa beds and refrigerators, while Great American Grill serves American cuisine. Free WiFi and parking enhance your stay.
"Great hotel"
United States
DONNA D
The price is S$145
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Winchester
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (915)
"comfortable room, amenities and staff"
United States
Prashant
The price is S$142
includes taxes & fees
27 Dec - 28 Dec
Courtyard by Marriott Winchester
Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1005)
Relish this Winchester hotel's Georgian charm, with an indoor pool, full-service spa, and 2 restaurants including Uno's Pizzeria for dinner. The 24-hour fitness centre complements the prime location near Old Court House Civil War Museum and Bright Box Theatre.
"Great hotel!"
United States
CHARLES
The price is S$185
includes taxes & fees
29 Dec - 30 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Reception
Loudoun Valley Manor

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (276)
Charming manor with its own winery offers complimentary local cuisine breakfast each morning. Enjoy the garden and terrace after exploring nearby 8 Chains North Winery and Corcoran Vineyards, just a short drive from Dulles Airport.
"Great location for visiting wineries"
United States
Anne
The price is S$203
includes taxes & fees
19 Jan - 20 Jan, 2026
Loudoun Valley Manor
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is S$116
includes taxes & fees
11 Jan - 12 Jan, 2026
Country Inn & Suites by Radisson, Winchester, VA
Rooftop terrace
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1001)
This welcoming hotel offers an outdoor pool for summer relaxation and complimentary breakfast to fuel adventures. Located near Charles Town Library, guests appreciate the friendly staff, free WiFi, and convenient parking for regional exploration.
"Nice place to stay "
United States
Wendy
The price is S$144
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Charles Town by IHG
Buffet
Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.2 out of 10, Wonderful, (749)
"Clean room and good food znd drinks plus pet friendly, "
United States
Marie
The price is S$138
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Garden Inn Martinsburg
Reception
Light Horse Inn

Light Horse Inn

Light Horse Inn
3.0 star property
Harpers Ferry
9.2 out of 10, Wonderful, (80)
Built in the 1780s, this charming inn offers free WiFi, parking, and daily full breakfast. Outdoor enthusiasts will appreciate nearby hiking trails, kayaking, and mountain biking, all within minutes of Hollywood Casino and local attractions.
"Room was great and staff were friendly. "
United States
Ken
The price is S$193
includes taxes & fees
21 Dec - 22 Dec
Light Horse Inn
Restaurant
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (846)
Discover quiet comfort at this Winchester hotel featuring modern amenities including a seasonal outdoor pool and fitness centre. Enjoy complimentary breakfast, WiFi, and parking. The attentive staff and convenient location near Eastgate Plaza Shopping Centre ensure a pleasant stay.
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is S$155
includes taxes & fees
27 Dec - 28 Dec
Hampton Inn Winchester N/Conference Center, VA
Front of property
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
Tucked in Charles Town's rolling hills, this charming B&B offers pampering spa treatments and a welcoming bar. Enjoy the fitness centre, stroll through garden paths, and relax on the terrace before exploring nearby Hollywood Casino and Summit Point Motorsports Park.
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is S$255
includes taxes & fees
5 Jan - 6 Jan, 2026
Hillbrook 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gaylord Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Very clean room. Quiet. Very satisfied with service and room. "
Michel 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Winchester

Frequently asked questions

Where is the best place for a stay in Gaylord?
Located 18.8 mi (30.3 km) from the heart of Gaylord, Hampton Inn Martinsburg is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Salamander Resort And Spa and Clarion Inn Harpers Ferry - Charles Town. See all available top hotels, or vacation rentals in Gaylord.
If I need to cancel my hotel reservation in Gaylord, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Gaylord.
What is staying in Gaylord like?
Visitors will definitely enjoy all that Gaylord has to offer. There are 651 hotels and other accommodation options in the surrounding area. Find out more about Gaylord.
What should I see while I'm in Gaylord?
Places to visit in the wider area include Barns of Rose Hill, Summit Point Motorsports Park and Watermelon Park Campground. You'll also find Shenandoah Lake Beach and Locust Hill Golf Course in the area. Take a look at what more there is to see and do in Expedia's Gaylord guide.
What's the weather like in Gaylord?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Gaylord is 1123 mm.

Explore a world of travel with Expedia