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Top hotels in 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
$136 nightly
The price is $142 total per night from Oct 27 to Oct 28
$142 total
Oct 27 - Oct 28
Total with taxes and fees
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink ...
We were here for a week in an oceanfront unit. It was spotless, and the view second to none. Staff were amazing. Lots of amazing restaurants all within walking distance. Casino within 2 min walk. Beach was 3 min walk and it was amazing.

Reviewed on Oct 19, 2025

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
$114 nightly
The price is $119 total per night from Nov 25 to Nov 26
$119 total
Nov 25 - Nov 26
Total with taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, ...
The road that lead to the property is very bad. Property is nice and clean great staffed

Reviewed on Oct 24, 2025

Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road, Simpson Bay
$149 nightly
The price is $156 total per night from Oct 27 to Oct 28
$156 total
Oct 27 - Oct 28
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free ...
Clean rooms

Reviewed on Oct 11, 2025

Opens in a new windowHilton Vacation Club Royal Palm St. Maarten
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
$118 nightly
The price is $123 total per night from Nov 24 to Nov 25
$123 total
Nov 24 - Nov 25
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at ...
Always a great stay at Simpson Bay Resort

Reviewed on Oct 24, 2025

Opens in a new windowSimpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundable
$351 nightly
The price is $366 total per night from Nov 9 to Nov 10
$366 total
Nov 9 - Nov 10
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. ...
We had an exceptional time at the Morgan! This was our second time here and could not be happier with our stay. The staff is very friendly and accommodating. We absolutely LOVE the pool area - a true beauty in itself! Our room was very clean and well-maintained. Cleaning staff took care of every ...

Reviewed on Oct 24, 2025

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
$120 nightly
The price is $124 total per night from Oct 27 to Oct 28
$124 total
Oct 27 - Oct 28
Total with taxes and fees
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A business ...
Nice, clean, and spacious rooms. Different dining options in walking distance.

Reviewed on Oct 14, 2025

Opens in a new windowThe Atrium Beach Resort and Spa, an Ascend Collection Resort
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
$189 nightly
The price is $197 total per night from Oct 26 to Oct 27
$197 total
Oct 26 - Oct 27
Total with taxes and fees
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. ...
The resort is an older property but it is VERY well maintained. The staff is top-notch and so accommodating. The restaurants offered an array of menu items and the market and gift shop were stocked nicely as well. My favorite part of my stay was enjoying all the activities that they plan each day! ...

Reviewed on Oct 22, 2025

Opens in a new windowOyster Bay Beach 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
$229 nightly
The price is $240 total per night from Oct 26 to Oct 27
$240 total
Oct 26 - Oct 27
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax ...
The room was clean and spacious. The views were breathtaking and the atmosphere was vibrant. We will be back!

Reviewed on Oct 14, 2025

Opens in a new windowDivi Little Bay Beach Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
$302 nightly
The price is $315 total per night from Oct 26 to Oct 27
$315 total
Oct 26 - Oct 27
Total with taxes and fees
This all-inclusive property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with ...
Room was well maintained. Staff were polite and courteous. Beach view was despicable.

Reviewed on Oct 23, 2025

Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
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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.

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