Raymond Vacations from $596

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Your Raymond Vacation

Entertainment, food, art and more … There's so much to immerse yourself in with a Raymond vacation package. And with the ability to customize your city getaway, you know it'll be one that's memorable. Fill your free time with visits to Pawtuckaway State Park, Leddy Center for the Performing Arts and Liquid Planet Water Park, some of the things you should see during a trip to Raymond. Your ideal Raymond vacation is clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your style.

The Latest Raymond vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $892, price is now $596 per person
$596
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.2/10 Very Good! (1,001 reviews)
Very clean and great location Some noise due to construction

Reviewed on Apr 17, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $4,464, price is now $2,739 per person
$2,739
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $1,117, price is now $697 per person
$697
per person
Jun 6 - Jun 12
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (261 reviews)
It’s a comfortable and friendly place.

Reviewed on May 1, 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was $2,790, price is now $1,777 per person
$1,777
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
7.4/10 Good! (3 reviews)
Easy to check in, students friendly apartment, convenient location, easy to call Uber or Lyft, and within 20 min. drive to the famous universities.

Reviewed on Apr 1, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,784, price is now $1,178 per person
$1,178
per person
Aug 2 - Aug 5
found 5 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had

Reviewed on May 2, 2026

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Raymond Hotel Deals

Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from May 25 to May 26
$133 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
Nice stay

Reviewed on May 4, 2026

Hampton Inn Portsmouth Central
La Quinta Inn & Suites by Wyndham Salem NH

La Quinta Inn & Suites by Wyndham Salem NH

3 out of 5
8 Keewaydin Dr Salem NH
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $101 total per night from May 31 to Jun 1
$101 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,188 reviews)
Breakfast was excellent

Reviewed on May 5, 2026

La Quinta Inn & Suites by Wyndham Salem NH
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $121 total per night from Jun 1 to Jun 2
$121 total
Jun 1 - Jun 2
Total with taxes and fees
9.2/10 Wonderful! (1,188 reviews)
Easy on site garage parking

Reviewed on May 6, 2026

DoubleTree by Hilton Manchester Downtown
See all 541 properties in Raymond
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.

Find the Best Raymond Vacation Packages

Raymond Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
2,900
Top Sights
Bear Brook State Park, Zorvino Vineyards and Pawtuckaway State Park

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Frequently asked questions

How much does a Raymond vacation package cost?
You'll find cheap prices from $596 on Expedia for your Raymond break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Raymond costs.
What are the cheapest months to go to Raymond?
If you're looking to score a cheap Raymond vacation package, consider traveling in October, November and December. You'll typically find better prices on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Raymond?
The ideal length for your Raymond vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to hit all the leading sights and explore some hidden gems along the way.
How to find the best Raymond package deals?
Finding a cheap Raymond package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Raymond package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Raymond vacation as a package?
You can enjoy significant savings on your next Raymond break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Raymond?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Raymond trip.
Does Expedia offer Book Now, Pay Later Raymond vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Raymond trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.