Find a cheap Hotel in Middle Region

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Hotels near Middle Region

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Oct 5 to Oct 6
CA $232
CA $283 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
"Amazing breakfast. The Air conditioning was awesome."

Reviewed on Oct 1, 2026

Opens in a new windowThe Villas at Simpson Bay Resort
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Oct 9 to Oct 10
CA $156
CA $202 total
Oct 9 - Oct 10
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
"Nice property. Ants in the rooms. The staff was very friendly."

Reviewed on Oct 1, 2026

Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Oct 3 to Oct 4
CA $234
CA $281 total
Oct 3 - Oct 4
includes taxes & fees
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
"Beach was nice. A lot of seaweed. But it’s cleaned daily. The main restaurant was low on choices. The beach bar is much better for food. Very nice staff."

Reviewed on Sep 30, 2026

Opens in a new windowOyster Bay Beach Resort
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd. Lowlands
The price is CA $969 per night from Oct 5 to Oct 6
CA $969
CA $1,173 total
Oct 5 - Oct 6
includes taxes & fees
Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and ...
"We enjoyed our stay. Only issue was the bathroom. There was not enough lighting. A little update bathroom tile was needed."

Reviewed on Sep 28, 2026

Opens in a new windowSonesta Ocean Point All Inclusive, Adults Only Resort
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Oct 3 to Oct 4
CA $241
CA $313 total
Oct 3 - Oct 4
includes taxes & fees
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
"Last year we stayed at Little Debbland we had an ocean view"

Reviewed on Oct 1, 2026

Opens in a new windowDivi Little Bay Beach Resort
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Oct 6 to Oct 7
CA $205
CA $249 total
Oct 6 - Oct 7
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowSimpson Bay Resort, Marina & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is CA $512 per night from Oct 4 to Oct 5
CA $512
CA $620 total
Oct 4 - Oct 5
includes taxes & fees
Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach ...
Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $511 per night from Nov 1 to Nov 2
CA $511
CA $651 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Opens in a new windowThe Morgan Resort Spa Village
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
6 Billy Folly Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Oct 22 to Oct 23
CA $226
CA $288 total
Oct 22 - Oct 23
includes taxes & fees
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowThe Atrium Beach Resort and Spa, an Ascend Collection Resort
Don't see what you're looking for?
See all available properties in Middle Region
View all properties
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.

Middle Region Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Middle Region area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Middle Region to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Middle Region are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Middle Region hotel reviews by fellow wanderers

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Last year we stayed at Little Debbland we had an ocean view"
A verified traveller stayed at Divi Little Bay Beach Resort
Divi Little Bay Beach Resort