Book Cheap Hotels in Middlesboro

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Check prices in Middlesboro for tonight, Dec 11 - Dec 12
Dec 11 - Dec 12
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Check prices in Middlesboro for this weekend, Dec 12 - Dec 14
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Check prices in Middlesboro for next weekend, Dec 19 - Dec 21
Dec 19 - Dec 21

Most frequently booked Middlesboro hotels

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Free cancellation
2.32 km from city centre
The price is CA $129 per night
CA $129
CA $142 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Middlesboro Mall and Bell County Historical Society Museum are located nearby.
Breakfast included
Pet-friendly
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Free cancellation
1.86 km from city centre
The price is CA $163 per night
CA $163
CA $179 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Middlesboro Mall and Bell County Historical Society Museum are located nearby.
Pool
Breakfast included
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
Free cancellation
Reserve now, pay when you stay
0.78 km from city centre
The price is CA $110 per night
CA $110
CA $121 total
Dec 14 - Dec 15
includes taxes & fees
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bell County Historical Society Museum and Middlesboro Mall are located nearby.
Pool
Breakfast included
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E Middlesboro KY
Free cancellation
Reserve now, pay when you stay
2.88 km from city centre
The price is CA $87 per night
CA $87
CA $119 total
Dec 17 - Dec 18
includes taxes & fees
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middlesboro Mall and Bell County Historical Society Museum are located nearby.
Pool
Pet-friendly
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92 Williamsburg KY
Free cancellation
41.9 km from city centre
The price is CA $165 per night
CA $165
CA $187 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Briar Creek Park and Cumberland Regional Mall are located nearby.
Pool
Breakfast included
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
Free cancellation
Reserve now, pay when you stay
35.56 km from city centre
The price is CA $103 per night
CA $103
CA $118 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenlee Park and Memorial Park are located nearby.
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
15.46 km from city centre
The price is CA $154 per night
CA $154
CA $170 total
Dec 13 - Dec 14
includes taxes & fees
Book a stay at this golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Pine Mountain State Resort Park and Wasioto Winds Golf Course are located nearby.
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92 Williamsburg KY
Free cancellation
Reserve now, pay when you stay
41.84 km from city centre
The price is CA $80 per night
CA $80
CA $89 total
Dec 14 - Dec 15
includes taxes & fees
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Briar Creek Park and Cumberland Regional Mall are located nearby.
Pool
Breakfast included
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421 Harlan KY
Free cancellation
Reserve now, pay when you stay
42.68 km from city centre
The price is CA $123 per night
CA $123
CA $139 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction Rapid River Lodge & Water Park is located nearby.
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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.

Top family friendly Middlesboro hotel deals

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

1260 N, 12th Street Middlesboro KY
The price is CA $129 per night from Jan 4 to Jan 5
CA $129
CA $142 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9/10 Wonderful! (813 reviews)

Top cheap Middlesboro hotel deals

Econo Lodge Middlesboro

Econo Lodge Middlesboro

1623 Cumberland Avenue Middlesboro KY
The price is CA $110 per night from Dec 14 to Dec 15
CA $110
CA $121 total
Dec 14 - Dec 15
includes taxes & fees
7.2/10 Good! (445 reviews)

Middlesboro hotels essential information

Accommodation
356 hotels
Lowest Price
CA $89
Highest Price
CA $187
Popular hotels
Sleep Inn & Suites Middlesboro, Holiday Inn Express Middlesboro by IHG, Econo Lodge Middlesboro, Boone Trail Inn, Holiday Inn Express Williamsburg by IHG, Days Inn by Wyndham Jellico - Tennessee State Line, Pine Mountain State Resort Park, Super 8 by Wyndham Williamsburg, Quality Inn

Frequently asked questions

What are the top kid-friendly hotels in Middlesboro?
From well-designed amenities to extra room to move, kid-friendly hotels are equipped with features that can help turn a standard family vacation into an awesome one. These Middlesboro properties make traveling with young ones easy: You'll be well taken care of at Econo Lodge Middlesboro. It comes with complimentary breakfast, pet-friendly facilities and a commitment to making families feel welcome. Otherwise, spend your nights in Middlesboro at Charming Crater City Craftsman, close to hiking, golf, utv trails, lake, airport. Make the most of pet-friendly facilities, free WiFi and more here.
Where can I find cheap hotels in Middlesboro?
At Travelocity you'll find really nice hotels in Middlesboro at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlesboro rather than in Middlesboro. We may find you even better rates, too.
How do I find the best Middlesboro hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlesboro then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlesboro?
The cheapest hotel in Middlesboro is CA $89 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlesboro?
There are 356 hotels in Middlesboro on Travelocity.
What are the best hotels in Middlesboro?
Middlesboro has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlesboro for you!
When is the best time to visit Middlesboro?
If you want the joy of a fun-filled trip in peak season, visit Middlesboro during April, July and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Middlesboro?
Based on historic data is usually the cheapest month to visit Middlesboro. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlesboro?
There are multiple hotels in Middlesboro that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlesboro. We have plenty of kid-friendly hotels in Middlesboro to choose from on Travelocity!
Why book a hotel in Middlesboro through Travelocity?
Because we have the top hotels in Middlesboro! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlesboro on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middlesboro hotel reviews by fellow wanderers

Quality Inn

Quality Inn

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"The room was very clean, staff was extremely friendly, polite, and helpful."
A verified traveller stayed at Quality Inn
Quality Inn

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